CHAPTER FIVE

Corporate Reorganizations

§ 5.1 Introduction

(a) Importance of Reorganization Provisions in Bankruptcy and Insolvency Restructuring

(b) Exception to the General Rule of Taxation

(c) Overview of Section 368

§ 5.2 Elements Common to Many Reorganization Provisions

(a) Overview

(b) Business Purpose

(c) Continuity of Business Enterprise

(i) COBE Regulations for Transactions prior to October 25, 2007

(ii) COBE Regulations for Transactions after October 25, 2007

(d) Continuity of Interest

(i) Signing Date Rule

(e) Control

(f) Contingent and Escrowed Shares

(g) Tax Treatment: Operative Provisions

(h) Substance over Form and Step Transaction Doctrines

§ 5.3 Overview of Specific Tax-Free Reorganizations under Section 368

§ 5.4 Acquisitive Asset Reorganizations

(a) A Reorganization: Merger or Consolidation

(b) C Reorganization

(i) Overview

(ii) “Substantially All”

(iii) Liquidation

(iv) Distribution to Creditors

(c) Triangular Asset Acquisitions

(d) Acquisitive D Reorganization

(i) Overview

(ii) “Substantially All”

(iii) Distribution of Stock

(iv) Control

(v) Section 357(c)

(A) Current Law

(B) Prior Law

(vi) Other Issues

§ 5.5 Stock Acquisitions

(a) B Reorganization

(i) Overview

(ii) “Solely for Voting Stock”

(iii) Control

(b) Reverse Triangular Mergers

(i) Overview

(ii) Basis

(iii) “Substantially All,” “Drops,” and “Pushups”

(iv) Forward and Reverse Mergers: Other Consequences

§ 5.6 Single-Entity Reorganizations

(a) E Reorganization

(b) F Reorganization

§ 5.7 Divisive Reorganizations

(a) Overview

(b) Types of Corporate Divisions

(c) Requirements for Tax-Free Treatment of Corporate Divisions

(i) Control

(ii) Distribution of Control

(iii) Active Conduct of a Trade or Business

(iv) Five-Year History

(v) Continuity of Interest

(vi) Disqualified Distribution under I.R.C. Section 355(d)

(vii) Business Purpose

(viii) Device

(ix) I.R.C. Section 355(e)

(x) I.R.C. Section 355(f)

(d) Spin-offs and Losses

(e) Rev. Proc. 2003-48 and I.R.C. Section 355 Rulings

§ 5.8 Insolvency Reorganizations

(a) Insolvency Reorganization other than G Reorganizations

(i) Introduction

(ii) Seminal Cases: Alabama Asphaltic and Southwest Consolidated

(iii) Final Regulations: Application of the Continuity of Interest Requirement to Reorganizations of Insolvent Corporations and/or Corporations in a Title 11 or Similar Case

(A) History of the Continuity of Interest Requirement in Bankruptcy Reorganizations

(B) Creditor Continuity outside Bankruptcy

(C) Final Regulations

(D) Conclusion

(iv) Recapitalizations Coupled with Insolvency Reorganizations

(v) Norman Scott

(vi) Exchange of Net Value Requirement

(b) G Reorganization

(i) Purpose

(ii) Transfer of Assets

(iii) “Substantially All”

(iv) Triangular G Reorganization

(v) Dominance of G Reorganization

(vi) Tax Treatment

§ 5.9 Summary

§ 5.1 INTRODUCTION

(a) Importance of Reorganization Provisions in Bankruptcy and Insolvency Restructuring

As noted in § 1.1, it is not uncommon for a corporation in bankruptcy to realize taxable income during the administration of a bankruptcy proceeding. An insolvent corporation is also likely to have significant historical losses, which might, under the proper circumstances, be available to offset both current and future taxable income. Preservation of historical losses is complicated if a corporation’s debt restructuring involves transactions with other corporations. The particular limitations the Internal Revenue Code (I.R.C.) places on the use of historical losses are discussed in Chapter 6. To understand these limitations, however, it is necessary to have an understanding of the tax treatment of the various forms of corporate reorganization. That is the function of this chapter.

(b) Exception to the General Rule of Taxation

A reorganization is an exception to the general rule that, upon the exchange of property, any gain or loss realized will be recognized. The very purpose of the reorganization provisions of the I.R.C. is to except from the general rule the specific exchanges described in those provisions.1 Thus, if a transaction qualifies as a reorganization, gain or loss realized in the transaction will, in general, not be recognized at either the corporate2 or shareholder3 level. The gain or loss, however, does not disappear; rather, it is preserved in the tax basis of the property received in the reorganization, which generally will be the same as the basis of the property exchanged.4 The nature of the gain—long-term or short-term—is also preserved: The holding period of the property exchanged in the reorganization is “tacked on” to the property received.5 The rationale for the exception to the general gain/loss recognition provisions is that reorganization constitutes a mere readjustment of a continuing interest in property under modified corporate form.

(c) Overview of Section 368

I.R.C. section 368 defines the transactions that qualify as reorganizations and excludes all others. In general, I.R.C. section 368 describes three types of transactions: (1) asset acquisitions, including type A mergers, forward triangular mergers, and C, D, and G reorganizations; (2) stock acquisitions, including B reorganizations and reverse triangular mergers; and (3) single-entity reorganizations, including E and F reorganizations. Divisive reorganizations that meet the requirements of I.R.C. section 355 will be tax free and may also qualify as D or G reorganizations.

§ 5.2 ELEMENTS COMMON TO MANY REORGANIZATION PROVISIONS

(a) Overview

All the reorganization provisions require a business purpose for undertaking the transaction. Reorganizations also generally require continuity of business enterprise (COBE) and continuity of interest (COI).6 These requirements have stood the test of time in the courts. They have, however, significantly evolved through the regulatory process. The tax treatment that follows from compliance with the reorganization provisions is essentially the same for each reorganization.

Therefore, instead of considering many of the judicial and statutory provisions applicable to each reorganization separately, those precepts applicable to two or more reorganizations are discussed. Although the “solely for voting stock” and “substantially all” requirements are common to a number of reorganizations, they are covered separately with each reorganization.

(b) Business Purpose

The Treasury Regulations provide that a reorganization (1) must be undertaken for reasons that are “germane to the continuance of the business of a corporation”7 or (2) must be “required by business exigencies.”8 Thus, a transaction that meets the literal requirements of a reorganization under I.R.C. section 368 may fail to qualify due to a lack of a business purpose if it is undertaken purely for tax avoidance or if it is a “sham.” To withstand a sham transaction attack, a transaction must have a legitimate business purpose. Some commonly accepted business purposes include to achieve operating efficiencies, to penetrate new markets, or to diversify into new product lines.

(c) Continuity of Business Enterprise

Many types of reorganization must result in a COBE. Prior to 1980, all that was necessary to satisfy COBE was that the acquiring corporation be engaged in business activity.9 In 1980, an initial set of Treasury Regulations were promulgated that required the acquiring corporation to either continue the historical trade or business of the target corporation (business continuity) or use a significant portion of the target corporation’s assets in a trade or business (asset continuity).10 A set of Treasury Regulations that altered the COBE requirements was issued in 1998.11 These COBE regulations maintained the business continuity and asset continuity concepts of the 1980 Treasury Regulations. That is, to satisfy COBE, the acquiring corporation must either continue a significant historical business of the target corporation or use a significant portion of the target corporation’s historical business assets in a business.12 Examples in the regulations indicate that one-third will be “significant” for either purpose.13 COBE is measured only with respect to the assets or activities of the target corporation and is not based on the acquiring corporation’s historical activities.14

COBE is generally not violated when the stock or assets received in the reorganization are transferred or “dropped” to a controlled corporation.15 I.R.C. section 368(a)(2)(C) only allows transfers to controlled subsidiaries following A, B, C, or G reorganizations. In Revenue Ruling (Rev. Rul.) 2002-85,16 the IRS added D reorganizations to that list.17 The IRS reached this conclusion despite the fact that the permissive language of I.R.C. section 368(a)(2)(C) does not include D reorganizations. The COBE requirement is not applicable to E and F reorganizations pursuant to final regulations issued in 2005.18 In 2007, the IRS issued final COBE regulations for transactions occurring after October 25, 2007. The final COBE regulations provide additional guidance regarding the effect of certain transfers of stock or assets on the continuing qualification of a transaction as a tax-free reorganization.19

(i) COBE Regulations for Transactions prior to October 25, 2007

The COBE regulations take this concept several steps further by permitting the acquiring corporation to transfer, or to cause other controlled corporations to transfer, the target corporation’s assets or stock to and among members of a “qualified group” without violating COBE.20 The regulations accomplish this by treating the acquiring corporation21 as holding all the businesses and assets held by the members of the “qualified group.” A qualified group is one or more chains of corporations connected through stock ownership with the acquiring corporation.22

The application of the COBE regulations must often be applied hand in hand with Treas. Reg. section 1.368-2(k), which extends I.R.C. section 368(a)(2)(C) by permitting a transfer or successive transfers following certain reorganizations, provided each transferor controls each transferee within the meaning of I.R.C. section 368(c). If the requirements of Treas. Reg. section 1.368-2(k) are satisfied, a post-reorganization distribution or other transfer will neither disqualify the otherwise tax-free reorganization nor cause it to be recharacterized.

The COBE regulations restrict drop-downs of assets or stock to the genus of property acquired in the reorganization.23 Thus, in an asset reorganization, assets can be dropped; in a stock reorganization, stock can be dropped. For this purpose, reverse triangular mergers under I.R.C. section 368(a)(2)(E) are treated as both stock and asset reorganizations, thereby permitting the subsequent drop-down of either stock or assets.24 The IRS has extended this treatment to forward triangular mergers.25

One of the major relaxations of the COBE doctrine introduced by the COBE regulations involves the use of partnerships. In general, for purposes of evaluating asset continuity, the acquiring corporation is treated as owning the assets of the partnership in accordance with the qualified group’s aggregate partner interest in the partnership.26 For purposes of evaluating business continuity, the acquiring corporation will be treated as conducting a business of the partnership if:

  • One or more members of the qualified group own in the aggregate an interest in the partnership representing a significant interest (at least one-third) in that partnership business,27 or
  • One or more members of the qualified group have active and substantial management functions as a partner with respect to that partnership business, and the qualified group has a requisite interest in the partnership. (Examples indicate that a 1 percent interest will not satisfy the requisite interest component and that a 20 percent interest will.)28

Once the partnership assets and partnership business are attributed to the acquiring corporation in accordance with the rules outlined above, COBE is tested under the general requirement that the acquiring corporation either continue the target corporation’s historical business or use a significant portion of the target corporation’s historical business assets in a business.

The COBE regulations caution, however, that the Step Transaction doctrine will apply in determining whether the transaction is otherwise a tax-free reorganization.29 Thus, under the pre–October 25, 2007, regulations to be discussed, a transfer of the target corporation’s stock to a partnership after a B reorganization may satisfy COBE (good news) but nevertheless fail to satisfy the more basic I.R.C. section 368(a)(1)(B) requirement of “control immediately after” (bad news), rendering the putative reorganization taxable.30 Notice the distinction between the transfer of the target corporation’s stock after a stock reorganization to a partnership (not permitted) and a transfer of the target corporation’s assets after an asset reorganization to a partnership (permitted). Implicit in the entire regulation is the fact that the transfer of assets to a partnership after an A, C, D, or G reorganization was permitted under the prior regulations, even though no such transfer is described in I.R.C. section 368(a)(2)(C) and even though under the Step Transaction doctrine, no such tolerance would be allowed. Similarly, it appears that such transfers to partnerships should be permitted in D and F reorganizations.31 As discussed next, the current regulations now permit transfers of assets or stock to partnerships.

(ii) COBE Regulations for Transactions after October 25, 2007

On October 24, 2007, the IRS issued final COBE regulations expanding the definition of a qualified group, continuing the trend of broadening the rules as to transfers of stock or assets following an otherwise tax-free reorganization when the transaction adequately preserves the link between former target shareholders and target’s business assets.32

The definition of a qualified group now contains an aggregation concept that permits qualified group members to aggregate their direct stock ownership to determine whether they own the requisite section I.R.C. section 368(c) control in the corporation (provided the issuing corporation owns directly stock meeting the control requirement in at least one other corporation). Additionally, the definition of a qualified group permits the attribution of stock owned by certain partnerships.33 Stock owned by a partnership is now treated as owned by members of the qualified group if the partnership interests owned by members of the qualified group meet the control definition in I.R.C. section 368(c).34

As a result of the final COBE regulations, a transfer or drop of (1) stock or assets of a target corporation received in a reorganization, (2) assets of a target corporation that continues to exist after a reorganization (e.g., after an I.R.C. section 368(a)(1)(B) reorganization or an I.R.C. section 368(a)(2)(E) reverse triangular merger), or (3) stock in the acquiring corporation (e.g., after an I.R.C. section 368(a)(2)(D) forward triangular merger) to a member of a qualified group will not violate the COBE or control requirements.

The final COBE regulations provide additional guidance regarding the effect of certain transfers of stock or assets on the continuing qualification of a transaction as a tax-free reorganization. Specifically, a transaction otherwise qualifying as a reorganization under I.R.C. section 368(a) will not be disqualified or recharacterized as a result of one or more subsequent transfers (or successive transfers) of assets or stock, provided the COBE requirement is satisfied and the transfer(s) qualify as a distribution or other transfer.35

To qualify as a “distribution,” the distribution must not constitute a liquidation for federal income tax purposes. More specifically, it must not include all the assets of the acquired corporation, the acquiring corporation (disregarding assets held before the reorganization), or the surviving corporation (disregarding assets of the merged corporation).36 In the case of a distribution of the acquired corporation’s stock, the distribution must be less than the amount of the stock acquired, and the distribution cannot cause the acquired corporation to cease being a member of the qualified group.37 Furthermore, indirect distributions of assets are treated in the same manner as a direct distribution of those assets.38

To qualify as an “other transfer” (a transaction that does not constitute a distribution of assets or stock, or both, of the acquired corporation, the acquiring corporation, or the surviving corporation, as the case may be), the acquired corporation, the acquiring corporation, or the surviving corporation cannot terminate its corporate existence in connection with the transfer(s).39 In addition, the transfer of stock cannot cause the acquired corporation, the acquiring corporation, or the surviving corporation to cease being a member of the qualified group.

Finally, transfers of stock of a corporation to a controlled partnership (i.e., one in which members of the qualified group own interests meeting the requirements equivalent to I.R.C. section 368(c)) adequately preserve the affiliation between the former target shareholders and the target business assets.40 As a result, a transfer of stock to a controlled partnership following a B reorganization no longer fails the I.R.C. section 368(a)(1)(B) requirement of “control immediately after.” In contrast, transfers made prior to the effective date of the final regulations (October 25, 2007) fail the I.R.C. section 368(a)(1)(B) requirement of “control immediately after,” rendering the purported reorganization taxable. On May 8, 2008, Treasury released another set of final regulations (T.D. 9396) that clarified certain aspects of the October 2007 final COBE regulations discussed earlier.

(d) Continuity of Interest

There must be a COI in a reorganization. In general, this means that a substantial part of the value of the proprietary interest in the target corporation must be preserved in the reorganization. The proprietary interest in a target corporation is preserved if it is exchanged for a proprietary interest in the acquiring corporation or a corporation that is in control of the acquiring corporation in the case of a triangular reorganization.41 Only stock ownership (either voting or nonvoting) can satisfy this test; cash, short-term notes, bonds, and options or warrants do not convey proprietary rights and will not, therefore, establish the needed COI.42 This requirement is designed to distinguish a tax-free reorganization from a taxable sale.

The question of how much stock of the acquiring corporation must be received by the shareholders is not entirely settled. It was previously the case that to obtain an advance ruling from the IRS, the taxpayer had to represent for COI purposes that the stock of the acquiring corporation received by the shareholders of the target corporation had a fair market value equal to or greater than 50 percent of the fair market value of the target corporation’s stock outstanding immediately prior to the transaction.43 Despite the safe harbor rule, it is generally agreed that 38 percent is sufficient.44

Treasury Regulations issued in 1998 changed the playing field with regard to this requirement.45 The most significant change resulting from the COI regulations is that a target corporation’s shareholders that receive acquiring corporation stock in a reorganization may dispose of that stock (even as part of the overall plan of reorganization and pursuant to a binding agreement) without violating the COI requirement.46 This was a liberalization of the test enunciated in prior case law, under which the shareholders of the target corporation were required to maintain stock ownership in the acquiring corporation.47 The regulations generally changed the COI focus from the retention of an equity interest to an evaluation of the consideration issued in the reorganization. In addition, the COI regulations expanded proposed regulations by generally permitting pre-reorganization dispositions of target corporation stock.48

This permissive approach to dispositions of stock in connection with reorganizations is tempered by exceptions that focus on a target shareholder’s receipt (or deemed receipt) of nonstock consideration, or “boot.” Section 356 generally addresses the receipt of boot in a reorganization. Evaluation of the extent to which boot has been received requires a determination of whether a pre-reorganization distribution or redemption should be treated as boot in the reorganization or a separate transaction. Such determinations involve many unresolved issues. In general, COI will be impaired to the extent consideration received by a target shareholder prior to a reorganization (either in a redemption of target corporation stock or in a distribution with respect to target corporation stock) is treated as boot.49 Also, COI will generally be impaired to the extent that, in connection with a reorganization, target stock is acquired for consideration other than stock of the acquiring corporation (i.e., boot in the reorganization) or to the extent the stock consideration is redeemed.50

Finally, COI will be impaired to the extent that, in connection with a reorganization, a party that is related to the acquiring corporation acquires with property other than stock of the acquiring corporation, stock of the target corporation, or stock consideration that was furnished in exchange for stock of the target corporation.51 In general, corporations in the same affiliated group as the acquiring corporation are considered related persons, and some corporations that are only related by 50 percent ownership are considered related persons.52 This related party acquisition impairment to COI will not apply in two circumstances: (1) If persons who were the direct or indirect owners of the target stock prior to the reorganization maintain a direct or indirect interest in the acquiring corporation, COI will be satisfied;53 and (2) if a reorganization occurs following a qualified stock purchase (QSP), COI will be satisfied despite the fact that 80 percent or more of the stock of a target has been purchased by a related corporation.54

The preamble to the COI regulations indicates that the IRS is continuing to study the role of the COI requirement in D reorganizations and I.R.C. section 355 transactions. Therefore, the COI regulations that were issued in 1998 did not apply to D reorganizations or to I.R.C. section 355 transactions.55 Although it is unclear, the portion of the regulation that was not modified continues to indicate that COI is not applicable to a D reorganization.56

A reorganization, then, is generally a transaction described in I.R.C. section 368, undertaken for a bona fide business purpose, that satisfies both COBE and COI.57 However, the COI requirement is not applicable to E and F reorganizations pursuant to regulations issued in 2005.58

(i) Signing Date Rule

In 2007, temporary and proposed regulations (the 2007 Regulations) were issued updating prior regulations to address when COI is measured.59 By way of background, final regulations, issued in September 2005 (the 2005 Regulations), established a signing date rule—to determine COI the consideration to be exchanged for the proprietary interests in the target corporation pursuant to a contract to effect the reorganization is valued on the last business day before the first date the contract is binding (the “signing date”). The 2007 Regulations continue to apply the signing date rule but modified the 2005 Regulations. The following discussion provides an overview of the current regulations.

The signing date rule applies when a binding contract provides for fixed consideration. A binding contract is an instrument enforceable under applicable law against the parties to the instrument. The presence of a condition outside the control of the parties (including, e.g., regulatory agency approval) does not prevent an instrument from being a binding contract. Further, the fact that insubstantial terms remain to be negotiated by the parties to the contract, or that customary conditions remain to be satisfied, does not prevent an instrument from being a binding contract.

A contract provides for fixed consideration if it provides the number of shares of each class of stock of the issuing corporation, the amount of money, and the other property (identified either by value or by specific description, if any), to be exchanged for all the proprietary interests in the target corporation or to be exchanged for each proprietary interest in the target corporation. If the fixed consideration includes other property that is identified by value, that specified value is used in determining whether continuity is satisfied. If a contract does not provide for fixed consideration, the signing date rule does not apply.

The 2007 Regulations narrowed the fixed consideration definition by excluding contracts that provide only the percentage of the stock of the target corporation that will be exchanged for stock in the issuing corporation. This had been allowed in the 2005 Regulations.

Certain transactions that allow for shareholder elections are treated as providing for fixed consideration—regardless of whether the agreement specifies the maximum amount of money or other property or the minimum amount of issuing corporation stock to be exchanged in the transaction—if such elections are based on the value of the issuing corporation’s stock on the signing date. This rule applies when the target corporation shareholders may elect to receive issuing corporation stock in exchange for their target corporation stock at an exchange rate based on the value of the issuing corporation stock on the signing date. For example, assume the issuing corporation stock has a value of $1 per share on the signing date and the agreement provides that the target corporation shareholders may exchange each share of target corporation stock for either $1 or issuing corporation stock (based on the signing date value). In this situation, the target corporation shareholders that choose to exchange their target stock for issuing stock are subject to the economic fortunes of the issuing corporation with respect to such stock as of the signing date.

The 2007 Regulations generally provide that a modification of a contract results in a new signing date, but there are exceptions to this general rule. The exceptions apply both in cases when continuity would be preserved and in cases when it would not be preserved.

The 2007 Regulations provide that, generally, a contract that otherwise qualifies as providing for fixed consideration will be treated as providing for fixed consideration even if it provides for contingent adjustments to the consideration, and regardless of whether the transaction would have satisfied COI in the absence of any contingent adjustments. However, if the terms of the contingent adjustments potentially prevent the target corporation shareholders from being subject to the economic fortunes of the issuing corporation as of the signing date, the contract will not be treated as providing for fixed consideration. Accordingly, the 2007 Regulations provide that a contract will not be treated as providing for fixed consideration if it provides for contingent adjustments to the consideration that prevent (to any extent) the target shareholders from being subject to the economic benefits and burdens of ownership of the issuing corporation as of the signing date. For example, a contract will not be treated as providing for fixed consideration if it provides for contingent adjustments in the event that the value of the stock of the issuing corporation increases or decreases after the signing date.

A customary antidilution clause will not prevent a contract from being treated as providing for fixed consideration. If the issuing corporation’s capital structure is altered and the number of shares of the issuing corporation to be issued to the target corporation shareholders is altered under a customary antidilution clause, the signing date value of the issuing corporation’s shares must be adjusted to take this alteration into account. However, the absence of such a clause will prevent a contract from being treated as providing for fixed consideration if the issuing corporation alters its capital structure between the first date there is an otherwise binding contract to effect the transaction and the effective date of the transaction in a manner that materially alters the economic arrangement of the parties to the binding contract.

There are a few other rules to note in the 2007 Regulations. The possibility that some shareholders may exercise dissenters’ rights and receive consideration other than that provided for in the binding contract will not prevent the contract from being treated as providing for fixed consideration. The fact that money may be paid in lieu of issuing fractional shares will not prevent a contract from being treated as providing for fixed consideration. For purposes of valuing stock for COI purposes, any class of stock, securities, or indebtedness that the issuing corporation issues to the target corporation shareholders pursuant to the potential reorganization and that does not exist before the first date there is a binding contract to effect the potential reorganization is deemed to have been issued on the last business day before the first date there is a binding contract to effect the potential reorganization.

The 2007 Regulations went into effect on March 20, 2007, and apply to transactions occurring pursuant to a binding contract entered into after September 16, 2005. The 2007 Regulations provide transitional relief for certain transactions occurring pursuant to a binding contract entered into after September 16, 2005, and on or before March 20, 2007. Parties to transactions within the scope of the transitional relief may elect to apply the 2005 Regulations on a consistent basis.

(e) Control

Control is another concept that is important to the reorganization provisions. For example, an acquiring corporation must obtain “control” of the target corporation in a stock-for-stock B reorganization. In addition, where the reorganization provisions permit stock of the acquiring corporation’s parent (rather than the acquiring corporation itself) to be used to effect the reorganization, the parent must “control” the acquiring corporation. Finally, after certain reorganizations, assets may be transferred to a corporation “controlled” by the acquiring corporation. Control for all these purposes is defined as 80 percent of the voting stock and 80 percent of each class of nonvoting stock.60 Unlike the definition of control in the context of the liquidation of a subsidiary into its parent,61 or the determination of entities entitled to file consolidated returns,62 the control definition just discussed is not based on value. A corporation is permitted to file a consolidated return with a subsidiary if it owns 80 percent of the voting stock and 80 percent of the value of the stock of the subsidiary, notwithstanding its failure to own any stock of a class of nonvoting preferred.63 However, the failure to own at least 80 percent of a class of nonvoting preferred stock will preclude satisfying the definition of control for purposes of the reorganization requirements just discussed. Furthermore, the control must be direct, not through subsidiaries.64

Control tests are not always mechanically applied. In Alumax v. Commissioner,65 the Eleventh Circuit Court of Appeals rejected a perfunctory application of the I.R.C. section 1504(a)(2) test, because restrictions on the ability of directors to carry out all of their management functions diluted the effectiveness of both the directors’ vote and the shareholders’ vote.66 Although Alumax involved the taxpayers’ ability to file a consolidated return, its principles should be equally applicable to the I.R.C. section 368(c) control requirement in B and D reorganizations.

(f) Contingent and Escrowed Shares

Tax-free reorganizations generally require the issuance of stock. This requirement raises questions about the proper treatment of transactions in which stock will or may be issued after the reorganization. Generally, debt, warrants, or options, which either will or may result in future stock issuances, do not count as stock currently issued for purposes of satisfying COI.67 The IRS has, however, provided guidelines addressing the issuance of contingent shares or escrowed shares in tax-free reorganizations in Revenue Procedure (Rev. Proc.) 84-42.68 Shares that are unissued, but subject to issuance in the future, are designated “contingent shares.” The guidelines for contingent stock are generally as follows:

  • All the stock will be issued within five years from the date of the reorganization.
  • There is a valid business reason for not issuing all the stock immediately, such as difficulty in determining the value of one or both of the corporations involved in the transactions.
  • The maximum number of shares that may be issued in the exchange is stated.
  • At least 50 percent of the maximum number of shares of each class of stock that may be issued is issued in the initial transaction.
  • The right to receive stock is either nonassignable by its terms or, if evidenced by negotiable certificates, then not readily marketable.
  • Such right can give rise to the receipt only of additional stock of the corporation making the underlying distribution.
  • Such stock issuance will not be triggered by an event the occurrence or nonoccurrence of which is within the control of shareholders.
  • Such stock issuance will not be triggered by the payment of additional tax or reduction in tax paid as a result of an IRS audit.
  • The method for calculating the additional stock to be issued is objective and readily ascertainable.

Rev. Proc. 84-42 provides a similar set of guidelines with respect to stock or property issued in a reorganization that is put in escrow under an agreement that directs an escrow agent to either release the stock to the acquiring corporation’s shareholders if certain conditions are satisfied or return the stock to the target corporation. The tax consequences resulting from the return of the escrowed shares will depend on the terms of the deal. If the number of shares that are returned was based on their initial negotiated value and the taxpayer had no right to substitute other property for the escrowed stock in the event of a repossession, then no gain or loss will be recognized to the beneficial owners.69 If, however, the number of shares of escrowed stock returned is based on the fair market value of the stock on the date of the return from escrow, then gain or loss will be realized to the beneficial owner in an amount equal to the difference between the fair market value and the basis of such stock at the time of the return.70

For many years, it appeared that if the Rev. Proc. 84-42 guidelines were followed, COI generally would have been satisfied.71 However, the signing date regulations should be consulted after their effective date, as discussed in § 5.2(d)(i) of this volume.

(g) Tax Treatment: Operative Provisions

The language of I.R.C. section 368 does not provide for tax-free treatment; rather, it defines the types of reorganizations that qualify for tax-free treatment if the judicial and regulatory standards (i.e., business purpose, COI, COBE) are satisfied. Other provisions of the I.R.C. (“operative provisions”) furnish the tax treatment for reorganizations. The tax consequences of a reorganization are generally as discussed next.72 The target corporation will recognize no gain or loss on the transfer of its assets to the acquiring corporation.73 Similarly, the target corporation will not recognize gain or loss on the distribution of acquiring stock or other assets (received in exchange for its assets) to its shareholders or creditors.74 The acquiring corporation will recognize no gain or loss on its receipt of the assets of the target corporation, its basis in those assets will be the same as the basis the target corporation had in the assets, and the holding period of the assets will include the period during which the target corporation held the assets.75 Similarly, the shareholders of the target corporation will recognize no gain or loss when they exchange their stock in the target corporation for stock in the acquiring corporation,76 and such stock will generally have the same basis as the surrendered stock of the target corporation. The holding period of the stock will include the time during which the shareholders held the stock of the target corporation.77

The same nonrecognition, substituted basis, and tacked holding period rules will apply to securities (generally long-term debt78) of the acquiring corporation79 received in exchange for target securities.

If a target corporation shareholder receives boot (property other than stock of the acquiring corporation or stock of the parent of the acquiring corporation in certain reorganizations), the shareholder may recognize gain or dividend income but not loss.80 In addition, if the principal amount of securities received in a reorganization exceeds the principal amount of the target securities exchanged therefor, the fair market value of the excess principal is boot.81

Preferred stock did not constitute boot until the Taxpayer Relief Act of 1997 modified various incorporation and reorganization I.R.C. provisions to treat certain preferred stock (“nonqualified preferred stock”) as boot.82 With specified exceptions, nonqualified preferred stock is stock that is limited and preferred as to dividends, does not participate in corporate growth to any significant extent, and has a feature that would cause it to be redeemed within 20 years from the date of issuance.83 In the context of a reorganization, nonqualified preferred stock received in exchange for stock (other than nonqualified preferred stock) is boot subject to gain recognition.84

The status of nonqualified preferred stock as boot is limited to gain recognition; nonqualified preferred stock is treated as stock for other purposes.

Prospective regulations may treat preferred stock as something other than stock for other purposes, such as COI and the control requirement. Until such regulations are issued, however, preferred stock will continue to be treated as stock for purposes of other provisions of the I.R.C.85

Thus, for example, in the context of an ordinary type A reorganization, if 70 percent of the consideration is nonqualified preferred stock and the remaining 30 percent is voting common stock, COI will be satisfied. In other words, the statutory amendment, by itself, does nothing to change the characterization of the preferred stock for purposes of evaluating COI. The preferred stock is disqualified only for purposes of determining the amount of boot received in the reorganization. Thus, in this example, tax-free treatment is preserved at the corporate level and at the shareholder level, except to the extent the shareholders receive boot.86

In January 1998, the IRS and the Treasury finalized regulations that treat certain corporate rights to acquire stock as securities with a zero principal amount in the context of an I.R.C. section 368 reorganization.87 These regulations provide nonrecognition treatment for a target shareholder that receives rights to acquire stock in the acquiring corporation in a transaction that otherwise qualifies as a tax-free reorganization, provided the shareholder also receives stock of the acquiring corporation.

These final regulations also clarify that I.R.C. section 354 (the provision that provides tax-free treatment at the shareholder level in an I.R.C. section 368 corporate reorganization) does not apply to a shareholder’s receipt of rights to acquire stock if the shareholder receives only such rights and no stock of the acquiring corporation. Thus, if a shareholder receives solely boot (and no acquiring corporation stock or acquiring parent’s stock) in a reorganization, the transaction could be treated as a redemption or potentially a liquidation.88

The IRS and Treasury also issued regulations89 to coordinate the finalization of the warrant regulations with enactment of the nonqualified preferred stock rules discussed. The regulations provide that a right to acquire nonqualified preferred stock received in exchange for stock other than nonqualified preferred stock or for a right to acquire stock other than nonqualified preferred stock will also generally not be treated as stock or a security and may therefore give rise to shareholder gain or dividend income in the context of an I.R.C. section 368 reorganization.90

(h) Substance over Form and Step Transaction Doctrines

The IRS may apply the Substance over Form and Step Transaction doctrines to disregard the separate steps of an integrated transaction and recharacterize the transaction for federal income tax purposes in order to conform the tax consequences of the transaction with its true substance. These doctrines may be applied to treat or otherwise recast what appears to be a tax-free transaction into a taxable transaction,91 or what appears to be a taxable transaction into a tax-free transaction,92 or to transform one type of tax-free transaction into a different type of tax-free transaction.93 The proper application (or nonapplication) of the Substance over Form and Step Transaction doctrines has been the focus of many cases, IRS pronouncements, and articles and a thorough discussion of this topic is beyond the scope of this treatise. Suffice it to say, the potential application of the Substance over Form or Step Transaction principles should be carefully analyzed when determining the tax consequences of any multistep transaction, as things are not always what they appear to be.

One important development in this area is Treas. Reg. section 1.368-2(k). If the requirements of this provision are satisfied, a post-reorganization distribution or other transfer of stock or assets will neither disqualify an otherwise qualifying tax-free reorganization nor cause it to be recharacterized.

§ 5.3 OVERVIEW OF SPECIFIC TAX-FREE REORGANIZATIONS UNDER SECTION 368

The remainder of this chapter briefly surveys the types of transactions that qualify as acquisitive tax-free reorganizations, focusing first on asset acquisitions, including A mergers, C reorganizations, forward triangular mergers, and D reorganizations; second on stock acquisitions, including B reorganizations and reverse triangular mergers; and third on single-entity reorganizations, including E and F reorganizations. Next, this chapter considers divisive reorganizations (I.R.C. section 355 and D/355 transactions). Finally, the chapter discusses insolvency reorganizations, including G (bankruptcy) reorganizations.

§ 5.4 ACQUISITIVE ASSET REORGANIZATIONS

(a) A Reorganization: Merger or Consolidation

I.R.C. section 368(a)(1)(A) provides that one form of reorganization is a statutory merger or consolidation (an A reorganization). The Treasury Regulations generally require that the transaction be effected pursuant to a statute or statutes necessary to effect the merger or consolidation if certain other requirements are satisfied.94 A typical A merger is depicted in Exhibit 5.1. As described in greater detail in the ensuing subsections, the transfer of assets depicted in the exhibit could also qualify as a C reorganization, provided the Y stock is voting stock; as a D, provided the X shareholders are in control of Y after the transaction; and as a G, provided the transfer is pursuant to title 11 or a similar case.

Exhibit 5.1 Asset Acquisitions A, C, D, and G

05.01.eps

Although they are similar, a merger and a consolidation are not the same. In a merger, the acquiring corporation is in existence prior to the transaction, and it will survive. If Corporation X and Corporation Y merge, with Corporation X as the target, upon the effective date of the merger, the separate existence of Corporation X will cease. Corporation Y will acquire all Corporation X’s assets, assume all Corporation X’s liabilities, and continue to operate the business of Corporation X (or use a significant portion of Corporation X’s assets in its own business). A consolidation, however, is a transaction in which Corporation X and Corporation Y consolidate to form a new corporation, Corporation Z. Corporation Z acquires all the assets of both Corporation X and Corporation Y, assumes their liabilities, and continues their businesses (or uses a significant portion of their assets in its business). The difference is that the “survivor” of a consolidation had no existence prior to the reorganization and is a product of the reorganization. The survivor in a consolidation has no ability to carry back post-acquisition losses to a preacquisition year; the survivor in a merger can carry back a postmerger loss to its own premerger year.95

Otherwise, the tax consequences of both transactions are the same. Because mergers are significantly more common than consolidations, the remaining discussion of I.R.C. section 368(a)(1)(A) refers to mergers.

A transaction must be more than a statutory merger to qualify as a reorganization. As discussed, it must have a bona fide business purpose and must satisfy COBE and COI. There are many mergers for cash and/or notes that qualify as statutory mergers under state law but are not considered tax-free corporate reorganizations. They merely result in a corporate- and shareholder-level tax, just as if the target corporation had sold its assets and liquidated.96 In addition, an A reorganization will not be disqualified for lack of COBE if the acquiring corporation transfers target’s assets to a subsidiary corporation or a partnership within the parameters described in § 5.2(c).

In addition, some state law mergers in which the consideration is stock (and not cash or notes) will also fail to qualify as tax-free A reorganizations. For example, the IRS has ruled that certain state law mergers that resemble corporate divisions (rather than amalgamations) cannot qualify as A reorganizations.97 Also, recent proposed and temporary regulations follow the logic of this ruling and deny A reorganization treatment to some mergers involving disregarded entities. In general, the temporary and proposed regulations provide that the merger of a disregarded entity into a corporation does not qualify as an A reorganization but that the merger of a target corporation into a disregarded entity may qualify as an A reorganization.98

(b) C Reorganization

(i) Overview

I.R.C. section 368(a)(1)(C) describes two types of asset acquisitions that may qualify as reorganizations: C reorganizations and parenthetical C reorganizations. The latter is so named because it appears as a parenthetical clause in I.R.C. section 368(a)(1)(C). Section 368(a)(1)(C) reorganizations are often referred to as “practical mergers,” because they were instituted at a time when certain state-law mergers were unavailable in some states. C reorganizations do, however, impose a number of requirements not imposed by A mergers. Foremost among these is the “solely for voting stock” test, described next.

A C reorganization is the acquisition by one corporation, solely in exchange for its voting stock, of substantially all the assets of the target corporation. The acquiring corporation may use as consideration stock of a corporation that controls it, yielding a parenthetical C reorganization. In addition, in either type of C reorganization the acquiring corporation may transfer target’s assets to a subsidiary corporation or a partnership within the parameters described in § 5.2(c).

C reorganizations share the “solely for voting stock” requirement with B reorganizations. In the latter, this requirement is strictly interpreted. In C reorganizations, however, “solely” does not mean solely. First, I.R.C. section 368(a)(1)(C) specifically provides that the assumption by the acquiring corporation of the liabilities of the target corporation will not, by itself, violate the “solely for” test. Second, I.R.C. section 368(a)(2)(B) provides that, if the acquiring corporation acquires 80 percent of the fair market value of the target corporation’s assets solely for voting stock, then nonstock consideration may be used in the exchange without disqualifying the reorganization. (This is commonly referred to as the boot relaxation rule.)

If such other consideration is used, however, then all assumed liabilities are considered to be money paid for the assets.99 Even $1 of cash invokes I.R.C. section 368(a)(2)(B), and if the sum of the cash given, other property transferred, and liabilities assumed by the acquiring corporation exceeds 20 percent of the value of the target corporation before the transaction, it will not be a valid C reorganization. Thus, in general, only corporations with very little debt can be acquired in a valid C, if the package of consideration includes property other than voting stock. As a result, the vast majority of C reorganizations are accomplished solely for voting stock and the assumption of the liabilities of the target corporation.

A 1999 regulation also addresses the “solely for voting stock” requirement in a C reorganization.100 That regulation generally provides that an acquiring corporation’s preexisting ownership of a portion of the shares of a target corporation will not, in and of itself, prevent the solely-for-voting-stock requirement of a C reorganization from being satisfied. This regulation reverses the IRS’s long-standing position (which was confirmed by the Tax Court in Bausch & Lomb Optical Co. v. Commissioner101) that an acquiring corporation’s acquisition of the assets of a partially controlled subsidiary does not qualify as a C reorganization.102

(ii) “Substantially All”

A C reorganization requires the acquisition of “substantially all” of the properties (or assets) of the target corporation. Few concepts have proven as difficult to define. The IRS provides a safe harbor rule that “substantially all” means at least 90 percent of the fair market value of the net assets and at least 70 percent of the fair market value of the gross assets of the target corporation.103 Courts, however, have accepted significantly less than this amount in satisfaction of the requirement. In Smothers v. United States,104 for example, a transfer of approximately 15 percent of the corporation’s net assets qualified.

The safe harbor test makes no distinction between operating assets and investments. Although the question is far from settled, the focus of the inquiry seems to be on operating assets.105 Dispositions of assets by the target prior to the reorganization may be considered in determining whether substantially all of the target assets have been acquired. Payments of reorganization expenses, payments to dissenting shareholders, redemptions, and partial liquidations are among the transactions that result in a diminution of the target assets and may thus have an impact on the substantially all test.106 The substantially all test is quantitative, not qualitative. Thus, the substitution of one group of assets for other assets will not affect this test, although it could have an impact on the COBE requirement.107

(iii) Liquidation

Prior to 1984, there was no requirement in a C reorganization that the target corporation dissolve following the transfer.108 Since 1984, the target corporation must distribute all of the stock, securities, and other property received in the reorganization, as well as its other properties.109 The Commissioner is permitted to waive this requirement.110 One possible condition to this waiver is that the target corporation and its shareholders treat any retained assets as having been distributed and recontributed to the capital of a new corporation.111 The waiver is likely to be sought if the target corporation possesses a valuable charter or other attributes inhering to the corporate shell, which would be lost upon dissolution.

A 1989 Revenue Procedure112 provides that the IRS will issue C reorganization rulings notwithstanding the target corporation’s failure to satisfy this dissolution requirement, if the following representations are made:

  • The target will retain only its charter and those assets necessary to satisfy state law minimum capital requirements.
  • Substantially all the assets will be transferred after taking into consideration the value of the retained assets.
  • The purpose of the transaction is to isolate the target’s charter for resale to an unrelated purchaser.
  • As soon as practical, but in no event later than 12 months after substantially all the assets are transferred, the target’s stock will be sold.

If relief is provided under Rev. Proc. 89-50, for tax purposes, the charter and retained capital will be treated as distributed and then reincorporated into a new target corporation. This revenue procedure also applies to acquisitive D reorganizations, which also must satisfy a dissolution requirement.113

(iv) Distribution to Creditors

As a result of the Tax Reform Act of 1986, a target corporation will have satisfied the liquidation requirement even if the shareholders receive none of the acquiring corporation’s stock in the reorganization.114 Distributions to creditors may be sufficient to comply with the liquidation standard and satisfy COI. For this reason, a C reorganization, in certain circumstances (e.g., when the corporation is not under title 11) may be an alternative to the G reorganization for an insolvent corporation. A fuller discussion of insolvency reorganizations outside of bankruptcy is provided in § 5.8(a).

(c) Triangular Asset Acquisitions

Triangular reorganizations, as the name implies, involve three corporations: a parent corporation, a subsidiary corporation controlled by the parent corporation, and a target corporation whose stock or assets are acquired in the reorganization.

The I.R.C. specifically provides for four types of triangular reorganizations, two that involve statutory mergers (the forward triangular merger, described in I.R.C. section 368(a)(2)(D), and the reverse triangular merger, described in I.R.C. section 368(a)(2)(E)), and two others (the parenthetical B and the parenthetical C) that do not. In each of these transactions, a corporation (the subsidiary) acquires the stock or assets of the target corporation (target) in exchange for stock of a corporation in control of the acquiring corporation (parent). Thus, the parent, subsidiary, and target form the three sides of the triangle. Triangular asset reorganizations are discussed here, and triangular stock acquisitions are discussed in § 5.5(b).

Exhibit 5.2 shows the form of a triangular asset acquisition under I.R.C. section 368(a)(2)(D) or section 368(a)(1)(C) (parenthetical clause). Provided the parent’s stock is voting stock, this transaction qualifies as a parenthetical C as well.115 Again, although there is no requirement in a C that the assets move via a merger, there is no prohibition either.

Exhibit 5.2 Forward Triangular Merger and Parenthetical C

05.02.eps

In a forward triangular merger, the subsidiary can be a newly formed corporation established merely to effectuate the transaction or an existing corporation with substantial business assets. As a practical matter, about 90 percent of all forward triangular acquisitions involve newly established subsidiaries.

In a forward triangular merger, the target corporation is merged into the subsidiary with the subsidiary surviving. Unlike a straight A reorganization, the subsidiary must acquire substantially all of the assets of the target.116 However, no stock of the subsidiary may be issued in the transaction.117 Rather, stock of the parent, which must be in control of the subsidiary, is issued to the target in the exchange. Although only stock of the parent may be issued, it is permissible to use nonstock consideration (i.e., cash, parent debt, subsidiary debt, etc.) or to have either the parent or the subsidiary, or both, assume the liabilities of the target.118

Special basis rules apply to triangular reorganizations. In a forward triangular merger or triangular C reorganization, the parent corporation’s basis in its subsidiary stock is adjusted as if (1) parent acquired the target corporation assets that were acquired by the subsidiary (and parent assumed any liabilities which subsidiary assumed) directly from target in a transaction in which parent’s basis in target’s assets was determined under I.R.C. section 362, and then as if (2) parent transferred those assets (and liabilities) to subsidiary in a transaction in which parent’s basis in the subsidiary stock was determined under I.R.C. section 358.119 This is commonly referred to as the “over-the-top model.”

EXAMPLE 5.1

Facts: T has assets with a basis of $60 and a fair market value of $100 and no liabilities. P forms S with $10 (which S retains) and T merges into S in exchange for $100 worth of P stock.

Analysis: The merger qualifies as a forward triangular reorganization under I.R.C. section 368(a)(2)(A). P’s $10 of basis in the T stock is adjusted as if P acquired the T assets directly from T in the reorganization. Under I.R.C. section 362, T would have a $60 basis in the T assets. P is then treated as if it transferred the T assets to S. P’s $10 basis would be increased by $60 to $70 pursuant to I.R.C. section 358.

As with an A reorganization, a forward triangular merger is not disqualified if the acquiring corporation (subsidiary) transfers target’s assets to a corporation controlled by subsidiary.120 This concept has been expanded to include multiple drops and transfers to partnerships within the parameters described in § 5.2(c), above. Further, the subsidiary stock may be transferred by parent to another subsidiary controlled by parent following the forward triangular merger.121

(d) Acquisitive D Reorganization

(i) Overview

I.R.C. section 368(a)(1)(D) provides that a reorganization includes a transfer by a corporation of all or part of its assets to another corporation if, immediately after the transfer, the transferor corporation or one or more of its shareholders (or a combination thereof) are in control of the transferee corporation; but only if the stock of the transferee corporation is distributed pursuant to I.R.C. section 354, 355, or 356. (See Exhibit 5.1 for an example of a D reorganization.) Because the focus of the reorganization provisions here is on acquisitive transactions, the I.R.C. section 355 ramifications of a divisive D reorganization (spin-off, split-off, and split-up) are discussed separately in § 5.7.

(ii) “Substantially All”

In a D reorganization, the target corporation must transfer substantially all of its assets to the acquiring corporation.122 The same rules (including rulings and case law) that define “substantially all” for purposes of a C reorganization define substantially all for purposes of a D reorganization. Most of the cases in this area involve efforts by the government to establish a D reorganization when the taxpayer is seeking to avoid reorganization treatment and obtain the more favorable treatment afforded liquidations under pre-1986 tax law.

The transfer of the assets from target to acquiring corporation will meet the substantially all definition even if that transfer is small, indirect, or convoluted.123

(iii) Distribution of Stock

To qualify as an acquisitive D reorganization, the stock of the acquiring corporation received by the target corporation in exchange for its assets must be distributed to the shareholders of the target corporation in a transaction qualifying under I.R.C. section 354 or 356. I.R.C. section 354(b)(1)(A) provides that the acquiring corporation must acquire “substantially all” of the assets of the target corporation, and I.R.C. section 354(b)(1)(B) provides that the target corporation must dissolve and distribute its remaining properties to its shareholders. Failing either of the above, the transfer of assets will not qualify as a D reorganization, because I.R.C. section 354 will not apply. I.R.C. section 356 applies only when, in exchange for its assets, the target corporation receives property other than stock or securities of the acquiring corporation. As provided in I.R.C. section 356(a)(1)(A), I.R.C. section 356 will apply only if, but for the receipt of the other property, I.R.C. section 354 would have applied. Again, it will be necessary to comply with the requirement to transfer substantially all of the assets and to dissolve the target corporation.

Prior to 2006, there was a long-standing question as to whether and in what circumstances the distribution requirement under I.R.C. sections 368(a)(1)(D) and 354(b)(1)(B) could be deemed satisfied in the absence of an actual issuance of stock or securities (e.g., if there are common shareholder interests that would render the distribution of stock a “meaningless gesture”).124 In December 2006, the Treasury Department released temporary and proposed regulations, which provided that there could be a deemed issuance of stock in certain situations.125 These regulations were finalized with certain modifications and clarifications in December 2009.126 The final Treasury Regulations provide that a transaction that otherwise qualifies as an acquisitive D reorganization will be treated as satisfying the requirement that the transferor distribute stock or securities, even if there is no actual issuance of stock or securities, if the same person or persons own, directly or indirectly, all of the stock of the transferor (i.e., target) and transferee (i.e., acquiring) corporations in identical proportions.127 To the extent no consideration is received or the value of the consideration received in the transaction is less than the fair market value of the target corporation’s assets, the acquiring corporation will be deemed to issue stock with a value equal to the difference in value between the corporation’s assets and the consideration actually received in the transaction.128 To the extent the value of the consideration received in the transaction is equal to the fair market value of the target corporation’s assets, the acquiring corporation will be deemed to issue a nominal share of its stock along with the boot.129

Thus, if parent corporation owns all of the stock of both the target corporation and acquiring corporation and target (1) sells all of its assets to acquiring for cash and then (2) liquidates, distributing the cash to its shareholder, the I.R.C. section 354 distribution requirement will be deemed to be satisfied and the transaction will be treated as a D reorganization. The import of this is that the nonstock consideration (i.e., boot) that is distributed to the shareholder may be treated as a boot dividend.130

The IRS has historically taken the position that an actual liquidating distribution of assets by a corporation (X) followed by a transfer (reincorporation) of its assets by the shareholders to another commonly owned corporation (Y) may similarly be recast and treated as a D reorganization of X into Y. However, if X merges upstream into its parent corporation, there is long-standing precedent that the form of the transaction should be respected and the transaction should be treated as an upstream A reorganization of X into parent corporation followed by an I.R.C. section 368(a)(2)(C) transfer of assets by parent corporation to Y.131 The IRS has shown signs of extending this practice to transactions that are not accomplished by means of an upstream merger.132

(iv) Control

In an acquisitive D reorganization, the transferor corporation or its shareholders must be in control of the acquiring corporation. Solely for this purpose, control means 50 percent of the vote or value. Attribution rules are also used to determine control. Thus, if X corporation (wholly owned by P corporation) transfers substantially all its assets to Y corporation (wholly owned by Q corporation), the transaction will qualify as a D reorganization if P is owned by individual M and Q is owned by M’s father.133

(v) Section 357(c)

(A) Current Law

Many A reorganizations, as well as reorganizations that would otherwise qualify as C reorganizations, are also D reorganizations. Before 2004, this overlap could result in the imposition of tax if care was not taken in structuring the transaction. In an overlap between an A and a D reorganization, tax was imposed if the liabilities of the target corporation assumed by the acquiring corporation exceeded the basis of the assets transferred. The tax was imposed by I.R.C. section 357(c). This section does not apply to A reorganizations, but it did apply to all D reorganizations. The IRS had determined that, in certain overlap situations, I.R.C. section 357(c) would apply.134

The American Jobs Creation Act of 2004 changed this rule for acquisitive D reorganizations. In general, acquisitive D reorganizations are no longer subject to I.R.C. section 357(c).135 I.R.C. section 357(c) still applies to I.R.C. section 351 transactions, divisive D reorganizations, and I.R.C. section 355 distributions pursuant to a plan of reorganization within the meaning of I.R.C. section 368(a)(1)(D). However, it was unclear whether a D reorganization that overlaps with an I.R.C. section 351 transaction remained subject to I.R.C. section 357(c) because the transaction is treated as an I.R.C. section 351 transaction.

In Rev. Rul. 2007-8,136 the IRS ruled that I.R.C. section 357(c)(1) no longer applies to acquisitive asset reorganizations (A, C, D, or G reorganizations) that also qualify as section 351 exchanges, in light of changes made under the American Jobs Creation Act of 2004.

(B) Prior Law

Prior to the statutory amendments discussed above, I.R.C. section 357(c) required the transferor of the property in an I.R.C. section 351 exchange137 or in a D reorganization to recognize gain to the extent that the “assumed” liabilities plus the liabilities to which the transferred property was “subject,” exceeded the transferor’s basis in the transferred property. Following the transfer, the basis of the property in the hands of the controlled corporation would equal the transferor’s basis in such property, increased by the amount of gain recognized by the transferor, including I.R.C. section 357(c) gain.

The IRS had won several cases that held that the I.R.C. section 357(c) “subject to” language could result in the recognition of gain even if there was no economic gain.138 When taxpayers began to use these otherwise adverse precedents as a sword, Congress got worried. For example, I.R.C. section 357(c) gain could ostensibly be used by a foreign transferor that was not subject to United States tax to achieve for a domestic transferor corporation basis in assets in excess of their value.

Congress therefore amended I.R.C. sections 357(c), 357(d), and 362(d) to eliminate the reference to “liabilities to which property is subject” and to provide a framework for how to deal with liabilities.139 In doing so, the distinction between the assumption of a liability and the acquisition of an asset subject to a liability was generally eliminated. Under the amendment, a recourse liability (or any portion thereof) is treated as having been assumed if, as determined on the basis of all facts and circumstances, the transferee has agreed to, and is expected to satisfy the liability or portion thereof (whether or not the transferor has been relieved of the liability). Thus, where more than one person agrees to satisfy a liability or portion thereof, only one would be expected to satisfy such liability or portion thereof. A nonrecourse liability (or any portion thereof) is treated as having been assumed by the transferee of any asset that is subject to the liability. This amount is reduced, however, if an owner of other assets subject to the same nonrecourse liability agrees with the transferee to, and is expected to, satisfy the liability. This exception applies only to the extent of the fair market value of the other assets that secure the liabilities.140 In determining whether any person has agreed to and is expected to satisfy a liability, all facts and circumstances are to be considered.141

In addition, the basis of the transferred property may generally not be increased due to I.R.C. section 357(c) gain in excess of the fair market value of the property. If gain is recognized to the transferor as the result of an assumption by a corporation of a nonrecourse liability that also is secured by any assets not transferred to the corporation, and if no person is subject to federal income tax on such gain, then for purposes of determining the basis of assets transferred, the amount of gain treated as recognized as a result of the assumption is determined as if the liability assumed by the transferee equaled the transferee’s ratable portion of the liability, based on the relative fair market values of all assets subject to the nonrecourse liability.142

The Treasury Department has been granted authority to prescribe regulations to carry out the purposes of the provision. Although these amendments were enacted in 1999, 2000, and 2002, the provision is effective for transfers on or after October 19, 1998.

Two commonly controlled corporations that would otherwise have had an I.R.C. section 357(c) gain due to the overlap of the A and D reorganization provisions could easily avoid the problem by merging, or otherwise transferring their assets, in the opposite direction. For example, assume that P owns 60 percent of the stock of X and 100 percent of the stock of Y. X is otherwise solvent, but the liabilities of X exceed the basis of its assets. A transfer by X to Y of substantially all assets for stock of Y (representing 20 percent of the outstanding Y stock) will qualify as a reorganization but will cause X to recognize under I.R.C. section 357(c) a gain equal to the difference between the liabilities assumed over the basis of the assets. However, a merger of Y into X, in which Y transfers substantially all of its assets to X, will be tax free and will not result in an I.R.C. section 357(c) gain. The gain can be recognized only by a corporation that has excess liabilities and that transfers its assets.

It should also be noted that I.R.C. section 357(c) generally does not apply to transfers between members of a consolidated group, and did not apply even before its repeal with respect to acquisitive D reorganizations.143 This exception will not apply, however, to a transaction if the transferor or transferee becomes a nonmember as part of the same plan or arrangement.144

(vi) Other Issues

In addition to the I.R.C. section 357(c) tax problem, if the transaction in question is an overlap between a C and a D reorganization, then the target corporation may not be free to remain in existence, even on the limited basis permitted by the Tax Reform Act of 1984. The reason for this is that I.R.C. section 368(a)(2)(A) provides that if a transaction is described in I.R.C. sections 368(a)(1)(C) and (a)(1)(D), then it will be treated only as a D reorganization.145 As stated, in order to qualify as a D reorganization, the target corporation must dissolve. Failure to do so may cause the transaction to be treated as a fully taxable sale of assets. Notwithstanding this rule, the IRS has permitted insurance companies in D reorganizations to separate charters from operating assets in a manner similar to that permitted in C reorganizations.146

A final matter with respect to D reorganizations involves an issue concerning D reorganizations and I.R.C. section 368(a)(2)(C). As described, I.R.C. section 368(a)(2)(C) allows post-reorganization transfers to controlled corporations after an A, B, or C reorganization. As discussed in § 5.2(c), recent regulations have extended such transfers to corporations that are members of qualified groups and, in certain instances, to partnerships. I.R.C. section 368(a)(2)(C) does not include D reorganizations in the list of reorganizations that permit post-acquisition drops. In Rev. Rul. 2002-85,147 the IRS concluded that an acquiring corporation’s transfer of a target corporation’s assets to a subsidiary controlled by the acquiring corporation will not prevent a transaction from qualifying as a D reorganization.148

§ 5.5 STOCK ACQUISITIONS

In general, an acquiring corporation can acquire the stock (as opposed to the assets) of a target corporation in one of two ways: a B reorganization or an I.R.C. section 368(a)(1)(A)/(a)(2)(E) reverse triangular merger. The distinguishing feature of these two types of tax-free reorganizations is that in each, the target corporation survives.

(a) B Reorganization

(i) Overview

As with C reorganizations, discussed earlier, I.R.C. section 368(a)(1)(B) describes two types of stock acquisitions that may qualify as reorganizations: B reorganizations and parenthetical B reorganizations. The latter is so named because it appears as a parenthetical clause in I.R.C. section 368(a)(1)(B).149 Exhibit 5.3 presents diagrams of these two transactions. In a B reorganization, the acquiring corporation exchanges shares of its own voting stock for the stock of the corporation it wishes to acquire. In a parenthetical B reorganization, the acquiring corporation exchanges stock of a corporation that controls it (i.e., its parent) for the stock of the corporation it wishes to acquire.150 In either type of transaction, the consideration given to the target corporation’s shareholders must consist solely of voting stock and the acquiring corporation must be “in control” of the target corporation after the transaction. In addition, in either type of B reorganization, the stock of the target may be subsequently transferred by the acquiring corporation to a subsidiary or partnership within the parameters discussed in § 5.2(c).

Exhibit 5.3 Stock Acquisition B (top) and Parenthetical Stock Acquisition—Parenthetical B (bottom)

05.03.eps

(ii) “Solely for Voting Stock”

The major issue in either type of B reorganization is whether the acquisition was accomplished “solely for voting stock.” In the context of a B reorganization, the “solely” requirement is strictly construed. The only exception is that cash may be paid for fractional share interests.151 The IRS has determined that warrants, options, or stock that is restricted from voting for five years will not satisfy the “solely for voting stock” requirement.152 Stock is considered voting stock, however, if it is restricted from voting because it is held by a subsidiary.153 Nonvoting stock that is convertible into voting stock is not considered voting stock until it is converted.154 Stock that gives its owner the right to participate in management through the election of corporate directors will generally satisfy the test.155 The “solely for voting stock” requirement is not violated if the target shareholders receive cash or other property (1) from the target corporation as a dividend or in redemption of stock prior to and as part of a B reorganization,156 or (2) from the acquiring corporation in exchange for a nonshareholder interest (i.e., a debenture, an employment agreement, a leasehold, or real property).157

In a B reorganization, the acquiring corporation cannot acquire “control” (i.e., I.R.C. section 368(c) control—80 percent vote and 80 percent each class of nonvoting stock) solely for voting stock of the target corporation and then acquire the remainder for cash or other consideration. The IRS has unequivocally denied reorganization status to such a transaction,158 and the courts have agreed.159 Moreover, the acquiring corporation cannot do indirectly through a subsidiary what it could not do directly. Thus, if P corporation acquires 90 percent of the stock of target corporation (T) solely for P voting stock, and S (a wholly owned subsidiary of P) acquires the balance of the T stock for cash, P’s acquisition cannot qualify as a B reorganization.160

The “solely for voting stock” requirement can also be violated in a number of subtle ways. The assumption of a shareholder liability161 (even pursuant to a merger concurrent with the B reorganization162), the complete liquidation of a wholly owned subsidiary corporation that holds target corporation stock needed to obtain control,163 and unreasonable payments to a shareholder-employee for compensation or a covenant-not-to-compete will all violate the solely for voting stock requirement.

An improvident purchase of target stock for cash in a prior period may preclude a later B reorganization. If the first step (cash purchase) is integrated with the later stock-for-stock exchange, the “solely for voting stock” requirement will be violated. If, however, the first step (cash purchase) is “old and cold,” then the later exchange should qualify as a B reorganization. Thus, a cash purchase by X corporation of 40 percent of T corporation four years ago would not preclude a B reorganization today, if X corporation acquires the remaining 60 percent solely for X’s voting stock. However, if the prior cash purchase was four months ago, the later 60 percent acquisition would probably not be a valid B. Prior cash purchases can, however, be “purged” by selling the cash-purchased stock in the open market and reacquiring it in exchange for voting stock.164

(iii) Control

In a B reorganization, the control requirement focuses on control immediately after the reorganization. The fact that the acquiring corporation was already in control of the target corporation is immaterial. Thus, if X wants to acquire the stock of M in a B reorganization, it does not matter (for the control test) whether X has zero, 10, 50, 80, or 99 percent of the stock of M beforehand. Even acquisitions of a small amount of M stock for voting stock of X can be valid B reorganizations if X is in control (80 percent test) after the exchange. These types of acquisitions are sometimes referred to as “mini-Bs.” But, as stated, the preexisting ownership in M must not violate the “solely for voting stock” test (i.e., it must be either old and cold or previously acquired for X’s voting stock). As described in §5.2(c)(ii), stock may now be transferred after a B or specified other acquisitions within a qualified group or to certain controlled partnerships without running afoul of the control requirement.

(b) Reverse Triangular Mergers

(i) Overview

As noted, there are two types of triangular mergers: the forward triangular merger, described in I.R.C. section 368(a)(2)(D), and the reverse triangular merger, described in I.R.C. section 368(a)(2)(E). Exhibit 5.4 shows the form of a reverse triangular merger.

Exhibit 5.4 Reverse Triangular Merger

05.04.eps

As with a forward triangular merger, the reverse triangular merger also involves a merger of a subsidiary and target. However, the merger is reversed: The subsidiary merges into the target, and the target is the surviving corporation. In this transaction, too, the subsidiary can be a newly formed corporation established merely to effectuate the transaction or an existing corporation with substantial business assets. As a practical matter, about 99 percent of all reverse triangular acquisitions involve newly established subsidiaries.

In a reverse triangular merger, the target must acquire substantially all the properties of the subsidiary, and, after the transaction, the target must hold substantially all of its own properties and substantially all of the properties of the subsidiary.165 In the transaction, and by operation of law, the formerly outstanding stock of the subsidiary is converted into shares of stock of the target, and the target shareholders exchange their target stock for voting stock of the parent. The result is that the target becomes a wholly owned subsidiary of the parent. To qualify the merger as a reverse triangular merger, the former shareholders of the target must exchange an amount of target stock constituting control,166 solely for voting stock of the parent.167 Thus, in addition to the “substantially all” test, which applies to the forward triangular merger, there is a “solely for voting stock” test similar to that used in a B reorganization. However, unlike the B reorganization, a reverse triangular merger accomplished for 80 percent voting stock of the parent and 20 percent other consideration is permissible.

When a target corporation is in bankruptcy or a similar proceeding, the requirement that the former shareholders of the target exchange an amount of their stock constituting control solely for voting stock of the parent is modified. The creditors of the target are permitted to step into the shoes of the shareholders and receive parent’s stock. In such cases, it is not necessary that the former target shareholders receive any consideration.168 The parent must acquire control (80 percent of the voting stock and 80 percent of each class of nonvoting stock) of the subsidiary in the transaction. Thus, if the parent already has a preexisting “old and cold” interest in the target that is in excess of 20 percent of the voting stock or 20 percent of any class of nonvoting stock, the parent cannot acquire control in the transaction, and the transaction will not qualify under I.R.C. section 368(a)(2)(E). However, if no cash is used in the transaction, the exchange may qualify as a B reorganization, because “creeping control” is permitted in a B. Otherwise, a taxable exchange results.169 In determining whether the 80 percent test is satisfied, any shares redeemed for nonstock consideration supplied by the target (as opposed to the parent) are disregarded, and such shares are not considered outstanding for purposes of the test.170 The IRS has favorably determined that a tender offer by a parent or a transitory subsidiary, to obtain a certain percentage of target stock, followed by a reverse triangular merger satisfies the “control for voting stock” requirement of I.R.C. § 368(a)(2)(E)(ii) when the tender offer and the merger are part of the same series of integrated steps to acquire a target corporation.171

(ii) Basis

The basis adjustment to parent corporation’s basis in the target stock for a reverse triangular merger will generally be the same as the basis adjustment in the context of a forward triangular merger. Namely, a deemed over-the-top transaction will determine parent’s basis or adjustment to basis in the target stock.172 However, if the reverse triangular merger also qualifies as a section 351 exchange or a B reorganization, the parent will be given its choice to follow the over-the-top approach or to determine its basis by reference to the former shareholder’s basis in the target stock under I.R.C. section 362(b).173

(iii) “Substantially All,” “Drops,” and “Push-ups”

The “substantially all” test applied in the reverse triangular merger is the same test applicable to the C, parenthetical C, D, and forward triangular reorganizations.174 In each of these transactions, the I.R.C. requires that there be an “acquisition” of substantially all the properties of the target corporation. However, in the reverse triangular merger, there is the additional requirement that the target “hold” substantially all of its own properties as well as substantially all those of the subsidiary. Despite such statutory language, a reverse triangular merger will not be disqualified by reason of the fact that all or part of the target corporation’s assets or stock acquired in the transaction are “dropped” (transferred or successively transferred) to one or more corporations controlled in each transfer by the transferor corporation within the meaning of I.R.C. section 368(c).175 The IRS, however, has ruled in Rev. Rul. 2001-25 that a reverse triangular merger will not fail the “substantially all” requirement if the surviving corporation sells a portion of its assets immediately after and as part of the plan of merger, provided the corporation continues to hold the sales proceeds.176

A related question is whether a distribution by the target to the acquiring corporation of a significant portion of its assets could disqualify an acquisition from treatment under I.R.C. section 368(a)(2)(E) on the ground that the target did not continue to “hold” substantially all of its assets. The IRS has ruled favorably that a distribution by the acquiring corporation of a portion of the assets acquired in a forward triangular merger will not disqualify the transaction from treatment under I.R.C. section 368(a)(2)(D) (forward triangular merger).177 The IRS has not historically ruled to this effect for reverse triangular reorganizations. This dichotomy stems from the I.R.C. section 368(a)(2)(D) language providing that a forward triangular reorganization involves the “acquisition” of substantially all of the targets assets as compared to the I.R.C. section 368(a)(2)(E) requirement that the target “hold” substantially all of its assets and the assets of the merged corporation after the transaction. Nevertheless, Rev. Rul. 2001-25 (discussed in preceding paragraph) includes language that goes beyond a substitution of assets theory.178 The ruling also notes that the use of the word “holds” rather than “acquisition” does not impose requirements on the surviving corporation that would not have applied had the transaction been a C reorganization or an I.R.C. section 368(a)(2)(D) forward triangular reorganization. This ruling seemed to open the door for nonliquidating asset distributions following a reverse triangular merger, provided such distributions did not effect a distribution of substantially all of target’s assets or such distributions do not involve a subsequent distribution that may violate the COBE requirement.179

Treas. Reg. section 1.368-2(k) now permits post-acquisition asset distributions, provided they would not result in a liquidation of the acquired corporation for federal income tax purposes.180 This regulation also permits certain other post-reorganization distributions of stock and other post-reorganization dispositions of stock or assets that are not distributions. If the requirements of Treas. Reg. 1.368-2(k) are satisfied, a reorganization otherwise qualifying under section 368(a) will not be disqualified or recharacterized.

(iv) Forward and Reverse Mergers: Other Consequences

Both forward and reverse triangular mergers can be achieved within a single existing corporate structure. Assume that P owns all of the stock of S and S owns all of the stock of T. The merger of P into T (T surviving) for S stock (causing the existing P shareholders to surrender their P stock for S stock) is a forward triangular merger. However, the merger of T into P (P surviving) for S stock (causing the former P shareholders to surrender their P stock for S stock) is a reverse triangular merger.181 The only difference between the two transactions is the identity of the surviving corporation. However, dramatically different tax consequences flow from that difference, because the forward triangular merger has a significantly looser standard for the quantity of stock that must be issued to qualify the transaction.182 Final regulations addressing COBE discuss push-ups after purported reorganization as described in this paragraph and the following paragraph. Pursuant to the final regulations, a post-acquisition push-up of assets by an acquiring corporation or by a target corporation—in the case of a reorganization that otherwise qualifies as a reverse triangular merger—will only apply to potentially disqualify and/or recharacterize a transaction if the distribution would result in the distributing corporation being treated as liquidated for federal income tax purposes (not taking into account assets held by the acquiring corporation in the case of an acquisitive asset reorganization or the merged corporation in the case of a reverse triangular merger).183

What effect does a subsequent liquidation of the surviving corporation in the merger have on the forward and reverse merger rules? The form of a forward triangular merger can unravel based on post-acquisition events. If, as in Exhibit 5.2, the target merges into the subsidiary for the parent’s stock, the subsequent liquidation of the subsidiary (as part of the overall plan of acquisition) will cause the IRS to test the entire transaction as a C reorganization (generally imposing a solely for voting stock requirement).184 If the transaction fails as a C reorganization, it could be deemed a taxable sale of assets from the target to the subsidiary followed by a liquidation that may or may not be taxable to the target shareholders depending on whether such deemed liquidation would qualify for tax-free treatment under I.R.C. section 332. Similarly, the subsequent liquidation of the target/survivor corporation in Exhibit 5.4 (as part of the overall plan of acquisition) will undoubtedly cause the IRS to test the entire transaction as a C reorganization. If the transaction fails as a C reorganization, it will generally be deemed that the shareholders of the target sold their stock to the parent, who then caused the target corporation to liquidate tax-free under I.R.C. section 332.185 In each case, the use of nonvoting stock consideration (on the assumption that the merger rules permit such consideration) will defeat tax-free treatment if the subsequent liquidation is part of the overall plan of acquisition. It is not necessary that the target corporation or its shareholders be a party to the plan. It is merely sufficient that the plan be pursuant to the acquiring corporation’s desires and that both the merger and the liquidation take place within a relatively short time frame.186

In Rev. Rul. 2008-25, the IRS addressed the treatment of one of the transactions just described. The ruling addressed what in form was an I.R.C. section 368(a)(2)(E) reverse triangular merger followed by what in form was an I.R.C. section 332 liquidation (which was not accomplished by means of an upstream merger). The Substance over Form and Step Transaction doctrines could not be applied to treat the overall transaction as a C reorganization because there was boot in the reverse triangular merger. The IRS ruled that the transaction would be treated as a taxable qualified stock purchase under I.R.C. section 338(d)(3) followed by a tax-free I.R.C. section 332 liquidation.

Another interesting difference arises if the acquiring corporation or target corporation merges into its parent corporation after a forward or reverse triangular merger.187 In the instance of an upstream merger following a forward triangular merger, the transactions are integrated and tested as a C reorganization. The two mergers (i.e., the forward triangular merger and the upstream merger) could not be tested as a single merger of the target corporation into the parent corporation because the target does not merge into the parent pursuant to state law.188 If a reverse triangular merger is followed by an upstream merger of the target into parent, the two transactions are integrated and tested as a direct A merger of target into parent.189 This conclusion is soundly based. If a reverse triangular merger is followed by an upstream merger, the target corporation actually merges into the acquiring corporation under state law.

§ 5.6 SINGLE-ENTITY REORGANIZATIONS

(a) E Reorganization

An E reorganization is generally described as a reshuffling of the corporate structure within the confines of a single corporation. The term “recapitalization” is also used to describe an E reorganization. E reorganizations involve an exchange between the shareholders and/or creditors and the corporation. Three types of exchanges are permitted: (1) shareholders exchange their existing stock interest for another stock interest; (2) long-term creditors190 (i.e., security holders) exchange their debt for another type of long-term debt; and (3) long-term creditors exchange their debt for stock.

An exchange of nonvoting preferred stock by a shareholder for a new class of common stock, an exchange of unsecured 10-year debentures by a holder for nonvoting common stock and/or preferred stock, and an exchange of a secured 15-year debt by a holder for an equal face amount of 10-year participating unsecured debt all qualify as tax-free exchanges to the holder.191 An exchange of common stock (voting or nonvoting) by a shareholder for nonparticipating preferred stock (voting or nonvoting) may or may not be taxable depending on whether the preferred stock is nonqualified preferred stock.192

If a shareholder exchanges with a corporation any type of outstanding stock for any type of debt instrument, then the exchange is a redemption transaction and not a recapitalization. The shareholder must recognize capital gain/loss or dividend income, depending on whether the redemption rules of I.R.C. section 302(b) are satisfied.193

An exchange of short-term debt by a holder for any type of stock results in a taxable transaction that may give rise to a bad debt deduction.194 The amount of the deduction is measured by the difference between the creditor’s basis in the debt and the value of the stock received. Such an exchange is neither a redemption nor a dividend, because property was not received from the corporation with respect to stock.195 The exchange is not a tax-free exchange because a short-term debt rather than a long-term security was exchanged.196

Thus, an E reorganization peculiarly lends itself to an exchange pursuant to a work-out arrangement or a title 11 bankruptcy proceeding, where existing creditors exchange their debt for other debt or stock. The debtor corporation may recognize discharge of indebtedness income,197 but the tax-free recapitalization rules apply regardless of the type of stock received by a shareholder or creditor.

Because shareholders and debt holders would like to recognize a loss on their investment, albeit capital, they may wish to avoid an exchange that qualifies as a recapitalization. Intentional avoidance of the recapitalization rules, however, is difficult. COBE198 and COI199 do not apply to these reorganizations, and it is extremely doubtful that an E reorganization will fail for lack of a business purpose. In addition, it is not necessary that there be a corporate plan of reorganization or current corporate action to invoke an E reorganization. Even a mere conversion by a single shareholder of one class of stock into another class of stock pursuant to rights in the outstanding stock is a recapitalization.200 Furthermore, an exchange by a debt holder for stock and nonstock consideration (or an exchange by a debt holder for a greater principal amount of debt) will not break the recapitalization and permit loss recognition.201 The cash, other property, and excess principal amount of securities will generally be taxable as boot, but no gain will generally result unless there is a realized gain (as opposed to a realized loss) on the exchange.202 For example, assume debt holder D, who holds X Corporation debt with a face amount and basis of $1,000, exchanges that debt for stock with a value of $400 and cash of $150. Although D has a realized loss of $450 on the exchange (basis ($1,000) less value of property received ($550)), a tax-free recapitalization has taken place and the loss is not recognized. D receives the cash with no tax consequences and has a basis of $850 in the X Corporation stock.203

Recapitalizations are often used in insolvency work-out or bankruptcy reorganization situations to permit the creditors of a corporation to assume the status of equity holders. Consider the following example: Assume that a corporation (Lossco) has $400 of outstanding securities and $100 of gross assets, and Lossco has defaulted on its debts. Further, assume the liabilities constitute securities for federal income tax purposes (generally long-term indebtedness). The creditors of Lossco may assume control of the corporation in this way: The existing stock is canceled, and Lossco issues stock (which will constitute 100 percent of Lossco’s issued and outstanding stock immediately after the recapitalization) in satisfaction of its indebtedness. The transaction will constitute a recapitalization under I.R.C. section 368(a)(1)(E). The creditors will not recognize gain or loss under I.R.C. section 354 on the receipt of Lossco stock in satisfaction of the outstanding Lossco indebtedness. Lossco, however, will incur $300 of discharge of indebtedness income that should be excluded from gross income under either the bankruptcy or insolvency exception as applicable, with attendant attribute reduction.204 Aside from the discharge of indebtedness issues, the recapitalization does not implicate gain or loss at the corporate level, because the same entity continues to exist, and Lossco does not transfer its assets. The transaction may also result in a limitation on Lossco’s ability to use losses (such as net operating loss [NOL] carryovers) under I.R.C. section 382, as discussed in greater detail in Chapter 6.

(b) F Reorganization

On its face, the F reorganization is the most innocuous of all the tax-free reorganizations: “a mere change in identity, form, or place of organization of one corporation, however effected.” The Tax Act of 1982 added the phrase “one corporation” to the definition to clarify that a combination of more than one entity cannot be an F reorganization. Prior to that date, the courts had permitted combinations of commonly controlled corporations to meet the F definition;205 one court permitted the merger of 123 corporations.206 The IRS eventually acquiesced in this result.207

Since 1982, the definition of an F reorganization has been limited to changes undertaken by one corporation, although a second new corporation can be used. For example, assume a New Jersey corporation, owned by B, wants to incorporate in Delaware. A newly created Delaware corporation, wholly owned by B, can be established, and the New Jersey corporation can merge out of existence into the Delaware corporation. This is an F reorganization, even though two corporations are involved. However, if the Delaware corporation was a preexisting corporation with business operations, the transaction would be tested as a D reorganization and not as an F reorganization.

The definition of a D reorganization explicitly mandates that the former shareholders of the target corporation “control” the acquiring corporation, but there is no statutory guidance on control or COI in an F reorganization. Because the definition postulates “a mere change,” the underlying assumption in an F reorganization is that there will be almost a complete overlap in shareholders. Consistent with this theory, the IRS permits only a 1 percent change in shareholders,208 although the courts have been more lenient in this regard.209 However, as noted above in this section, Treasury Regulations now provide that COI and COBE are not requirements for an F reorganization.210

Frequently, an F reorganization is a precursor to a larger transaction, and the question arises whether the influx of new shareholders or assets or the divestiture of assets detracts from the required “mere change.” The courts, as well as the IRS, have been lenient in this inquiry. In each of the seven situations below, a favorable F reorganization was found, where a simple change in form, identity, or place of incorporation was preceded or followed by the event described:

1. The target corporation in the F was acquired in an acquisitive reorganization.211

2. The target corporation in the F became the acquiring corporation in an acquisitive reorganization.212

3. Subsidiaries were liquidated.213

4. New stock was issued to investors.214

5. Shareholders’ stock was redeemed.215

6. Assets were transferred to a controlled subsidiary.216

7. Substantial new assets were received.217

Rev. Rul. 96-29 is an often-cited and very important ruling in the F reorganization area.218 The ruling sets forth two fact patterns for consideration. In Situation 1, a corporation (Q) proposed to make a public offering of newly issued stock and to cause the stock to become publicly traded. As part of this offering, Q would change its state of incorporation. This change was undertaken to enable Q to avail itself of the advantages of the other state’s corporate laws. Absent the public offering, Q would not have changed its place of incorporation. Q accomplished this change by merging into a newly formed corporation that was organized under the laws of the other state. Q then issued new shares and redeemed outstanding preferred shares. In Situation 2, the management of Corporation W wanted to acquire the business of Corporation Z and combine it with the business of W’s subsidiary (Y) and also wanted to change the state of incorporation of W. Pursuant to this plan, Z merged into Y for W stock in a forward triangular merger. Immediately thereafter, W changed its state of incorporation by merging with and into N, a newly formed corporation that was organized in the desired state. Upon W’s change in place of organization, the holders of the W stock exchanged their stock for identical N stock. The IRS ruled that in each of Situations 1 and 2, the reincorporation transaction qualified as an F reorganization, even though the other transactions were effected pursuant to the same plan.

Apparently, Rev. Rul. 96-29 is intended to forestall taxpayer reliance on Rev. Rul. 79-250,219 to avoid application of the Step Transaction doctrine in cases involving two reorganizations, neither of which is an F. Rev. Rul. 96-29 states that the conclusion in Rev. Rul. 79-250 (Step Transaction doctrine does not apply to an F reorganization followed by an A reorganization) was attributable to “the unique status of reorganizations under section 368(a)(1)(F)” and that the earlier ruling does not “reflect the application of the step transaction doctrine in other contexts.”

On a more positive note, Rev. Rul. 96-29 might also be read as an IRS endorsement of the idea that an F reorganization takes place in isolation from tax-free or taxable transactions that precede or follow it. Thus, a change in the state of incorporation contemporaneously with such prior or subsequent transactions should not invalidate the F reorganization, even though the combined transaction, if viewed as a whole, might do violence to traditional notions of “a mere change in identity, form, or place of organization of one corporation.” Thus, related transactions that might not invalidate an F could include a sale of stock, a disposition of substantial assets, a merger into a third corporation, the creation of a holding company, the transfer of assets to a partnership, an initial public offering involving 90 percent new shareholders, or even a liquidation. The IRS has gone a step further and treated a transaction involving a transitory issuance of shares as an F reorganization. In Private Letter Ruling (P.L.R.) 200803005,220 a foreign corporation (Oldco) transferred a portion of its assets to a liquidating trust for the benefit of its creditors and the other portion of its assets to a newly formed U.S. corporation (Newco). Oldco liquidated and distributed the Newco shares to its shareholders. This portion of the transaction was referred to in the ruling as the “Domestication.” The newly issued Newco shares that were issued to the Oldco shareholders were then canceled and a buyer contributed cash to Newco in exchange for new Newco stock. The IRS determined that the domestication constituted an F reorganization.

Efforts to qualify a transaction as an F reorganization are frequently motivated by the fact that the F reorganization imprimatur conveys benefits that are not available to any other reorganization. An F reorganization permits a carryback of NOL or capital loss incurred after the date of the reorganization to a pre-reorganization tax year. Also, in an F reorganization the reorganized corporation does not close its tax year on the date of the reorganization.221

Proposed regulations222 define a “mere change” for purposes of an F reorganization to be a transfer (or deemed transfer) of assets from target corporation to acquiring corporation only if the following four requirements are satisfied:

1. All of the acquiring corporation stock, including stock issued before the transfer, is issued in respect of the target corporation stock.

2. There is no change in the ownership of the corporation in the transaction, except a change that has no effect other than that of a redemption of less than all of the shares of the corporation.

3. Target corporation completely liquidates in the transaction.

4. Acquiring corporation does not hold any property or have any tax attributes immediately before the transfer.

The proposed regulations provide that related events that precede or follow a “mere change” will not cause the transaction to fail to qualify as an F reorganization. Also, the proposed regulations clarify that the treatment of “mere change” as an F reorganization will not affect the treatment of the overall transaction. In other words, although Step Transaction doctrine principles are suspended for purposes of qualifying the “mere change” as an F reorganization, this suspension will not affect the tax treatment of the overall transaction.

§ 5.7 DIVISIVE REORGANIZATIONS

(a) Overview

In a corporate division in which one corporation is divided into two, there are potentially two levels of tax if the transaction fails to meet the requirements of I.R.C. section 355: (1) a corporate-level tax on the distribution of any appreciated property to the corporation’s shareholders and (2) a shareholder-level tax (dividend or redemption) on the value of any property the shareholders receive in the distribution. A divisive reorganization or corporate division that qualifies under I.R.C. section 355 can proceed without recognition of gain or loss at the corporate or shareholder level. Because tax-free treatment is so advantageous, and because corporate divisions can give rise to tax abuse, the I.R.C. section 355 rules are strict. For that reason, taxpayers have historically requested private letter rulings from the IRS prior to undertaking I.R.C. section 355 transactions, to ensure that these transactions would qualify as tax free. As discussed further later in § 5.7(e), recent events are certain to curtail this practice.

(b) Types of Corporate Divisions

There are three types of corporate divisions:

1. Spin-off—generally, a pro rata distribution of the stock of the controlled corporation to the existing shareholders of the distributing corporation

2. Split-off—generally, a distribution of the stock of the controlled corporation to one or more, but not all, of the shareholders of the distributing corporation in exchange for all or part of their stock in the distributing corporation

3. Split-up—the complete liquidation of the distributing corporation and the resulting distribution of the stock of two or more controlled corporations, pro rata or non–pro rata, to the shareholders of the distributing corporation.

In common parlance, the term spin-off is often used to denote any distribution under I.R.C. section 355. Hereafter the term will be so used interchangeably with “divisive reorganization” and “I.R.C. section 355 distribution.”

The distribution can be pursuant to a plan of reorganization within the meaning of I.R.C. section 368(a)(1)(D)223 or a tax-free incorporation under I.R.C. section 351 if the assets are transferred to an existing controlled corporation or the controlled corporation is newly formed. In such a case, I.R.C. section 357(c) and its potential for gain recognition will apply.224 The spin-off, however, can also be by a mere distribution of the stock of an existing subsidiary and thus not a reorganization.

(c) Requirements for Tax-Free Treatment of Corporate Divisions

For a divisive reorganization to be accomplished tax free, I.R.C. section 355 imposes 10 requirements:

1. The corporation making the distribution (i.e., the distributing corporation) must have “control” of the corporation being distributed (i.e., the controlled corporation) immediately before the distribution.

2. In the distribution, the distributing corporation must distribute all of the stock and securities of the controlled corporation, or at least enough stock to constitute control as defined under I.R.C. section 368(c).

3. At the time of the distribution, the distributing and controlled corporations must each have been engaged in the active conduct of a trade or business, and each must maintain the trade or business after the transaction.

4. Both the distributing and the controlled corporations must have conducted their businesses for five years or must have acquired the assets (or stock) of a corporation conducting such business in a nontaxable manner within the past five years. The distributing corporation must own the stock of the controlled corporation for five years, although tacking of certain ownership periods is permitted.

5. The transaction must satisfy COI.

6. The transaction must not be a “disqualified distribution” within the meaning of section 355(d).

7. A corporate business purpose must exist for the division.

8. The transaction must not be used as a “device” to distribute the earnings and profits of the distributing corporation, the controlled corporation, or both.

9. The distribution must not be part of a plan pursuant to which one or more persons acquire directly or indirectly stock representing a 50 percent or greater interest in Distributing or Controlled.

10. The distribution must not be an intragroup distribution of stock from one member of an affiliated group to another if such distribution is part of a plan.

Although an in-depth analysis of each of these requirements is beyond the scope of this book, the salient features of some of them are discussed next.225

(i) Control

Immediately prior to the distribution, the distributing corporation must have control of the controlled corporation. Control is measured by the same standard used for other reorganizations—that is, the person or entity in control must own stock processing at least 80 percent of the total combined voting power of all classes of stock entitled to vote and at least 80 percent of the total number of shares of each class of nonvoting stock of the corporation.226

(ii) Distribution of Control

In addition to having control immediately prior to the distribution, the distributing corporation must distribute either all of the stock and securities it holds in the controlled corporation or an amount of stock constituting control.227 If an amount of stock constituting control (but not all of the stock held by the distributing corporation) is distributed, then it must be established to the satisfaction of the IRS that the retention by the distributing corporation of stock (or stock and securities) in the controlled corporation was not in pursuance of a plan having as one of its principal purposes the avoidance of federal income tax.228 The retention of stock as collateral for a loan or to show amicability among customers and employees is permitted.229

In addition, if so-called hot stock is distributed, it will not be treated as stock for I.R.C. section 355 purposes. Thus, it may be treated as a dividend to the shareholders receiving such stock and also result in gain to the distributing corporation under I.R.C. section 311(b). Hot stock is addressed by I.R.C. section 355(a)(3)(B), which provides that stock of a controlled corporation acquired by a distributing corporation within five years of the distribution of such stock in a transaction in which gain or loss is recognized will not be treated as stock of the controlled corporation and will instead be treated as other property. For instance, assume that Distributing has owned 90 percent of a single class of Controlled outstanding stock for 10 years. Distributing purchases the remaining outstanding 10 percent of this Controlled stock from an unrelated person. At the time of the distribution, the fair market value of the 10 percent stock interest is $100, and Distributing has an $80 basis in that 10 percent. Assuming all of the other I.R.C. section 355 requirements are satisfied, if Distributing distributes 100 percent of the outstanding stock of Controlled pro rata to its shareholders two years after this purchase, the “old and cold” 90 percent stock interest will be distributed tax-free under I.R.C. section 355. The 10 percent hot stock will be treated as a distribution of property and will be treated as a $100 dividend to the shareholders (assuming Distributing has adequate earnings and profits) and also will result in $20 of gain to Distributing.

The IRS has modified the hot stock rule in Temp. Treas. Reg. section 1.355-2. The gist of the temporary regulations is that stock in a controlled corporation that is purchased within the five-year hot stock period (discussed earlier) will not be treated as hot stock (thus will not be treated as other property) if the controlled is a member of the distributing corporation’s separate affiliated group (SAG) at any time after the acquisition (but prior to the distribution).230 A SAG is defined to mean, with respect to one corporation, the affiliated group that would be determined under I.R.C. section 1504(a)231 as if that corporation were the common parent and I.R.C. section 1504(b)232 did not apply.

(iii) Active Conduct of a Trade or Business

The active trade or business requirement is the focus of I.R.C. section 355(b). It has many facets. There must be enough activity to constitute an active business in both the distributing corporation and the controlled corporation. Merely carrying on a business is not sufficient. There must be substantial management and operational endeavors with employees.233 Collecting rent under a net lease,234 performing investment activities such as trading for one’s own account (even with 20 employees),235 incurring expenses prior to the production of income,236 and owning vacant or undeveloped land or the building occupied by the distributing or controlled corporation237 are not activities that satisfy this requirement. The IRS has determined, however, that when a corporation is the general partner in a limited partnership and has officers who perform active and substantial management functions for the partnership (including significant business decision making) and participate in the supervision, direction, and control of the partnership’s employees who operate the partnership’s active business, then that corporation is engaged in the active conduct of a trade or business.238

It is not necessary that all of the assets of the distributing or controlled corporation contribute to the active conduct of a trade or business. In fact, the IRS has permitted substantial inactive assets (even more than half) to coexist with active assets.239 In addition, for many years a holding company has been treated as engaged in the active conduct of a trade or business if “substantially all of its assets” consist of stock or securities in one or more controlled corporations that are engaged in the active trade or business.240

The active trade or business requirement rules were indirectly relaxed in a series of amendments to I.R.C. section 355(b) in the Tax Increase Prevention and Reconciliation Act of 2005, the Tax Relief and Health Care Act of 2006, and the Tax Technical Corrections Act of 2007.241 The rules provide that for purposes of determining whether a corporation meets the active conduct of a trade or business requirement, all members of the corporation’s SAG are treated as one corporation. As noted above, a SAG is defined to mean, with respect to one corporation, the affiliated group that would be determined under I.R.C. section 1504(a)242 as if that corporation were the common parent and I.R.C. section 1504(b)243 did not apply. This rule will generally apply to make it easier to satisfy the conduct of a trade or business through direct or indirect subsidiaries.244

An active trade or business is present even though there is a cross-relationship between the distributing corporation’s business and that of the controlled corporation. A controlled corporation is in the active trade or business of research, mining, or sales even though its only client or product is derived from the distributing corporation, or its employees are borrowed from an affiliated sister corporation, or its existence was created by the expansion of the distributing corporation.245

(iv) Five-Year History

The businesses conducted by the distributing and controlled corporations must each have a five-year history, and the distributing corporation must have owned (or be considered to have owned) the controlled corporation for five years. This does not mean that the distributing corporation and the controlled corporation must each have been in existence for five years. In fact, the controlled corporation can be formed on the day of the spin-off by the creation of a new corporation. In other words, the distributing corporation is permitted to count as part of the five-year history the time when the business conducted by the controlled corporation was a division of the distributing corporation. Thus, if a distributing corporation, conducting business X and business Y, transfers business Y to a new corporation preparatory to a spin-off, the distributing corporation is deemed to own the stock of the new corporation for all of the time period that it owned the assets of the Y business.

The distributing corporation can also acquire control of the controlled corporation within the five-year period, providing control is obtained in a transaction in which no gain or loss is recognized. Similarly, “creeping control” can be obtained in a nontaxable manner. If the distributing corporation owns 60 percent of the controlled corporation for five years, it can acquire the remaining 20 percent, constituting control, in a recapitalization, an I.R.C. section 351 exchange, or some tax-free reorganizations, but not in a redemption, a B reorganization, or a sham transaction.246

The IRS has been generous in permitting the five-year history to run from the time when the original activities of the venture were established instead of from the time when expansion takes place. If a retail store was established by a distributing corporation 20 years ago, and if the distributing corporation created a new retail store 17 years later (3 years ago) to conduct the retail operations in a different city, then the controlled corporation and its business activity would be deemed to have a 20-year (not 3-year) history. The new store may then be transferred to a newly formed controlled corporation when it has been in operation for less than 5 years and the stock of the controlled corporation may be distributed to its shareholders under I.R.C. section 355, provided the other I.R.C. section 355 requirements are satisfied. Moreover, the retail store will have the same 20-year history even if it was purchased by the distributing corporation 3 years ago in a taxable asset acquisition, provided the old and new stores are in the same business.247

(v) Continuity of Interest

To meet the COI requirement, I.R.C. section 355 requires that the predistribution historical shareholders of the distributing corporation maintain a COI in both the distributing and controlled corporations for a certain period of time following the distribution. It is not necessary that all of the historical shareholders of the distributing corporation maintain a COI in both the distributing and controlled corporations. The shareholders simply need to maintain a COI in the aggregate. For example, in many split-off situations, the shareholders receiving stock in a controlled corporation in exchange for their stock in the distributing corporation would not own any stock of the distributing corporation after the distribution. Nevertheless, provided the predistribution shareholders of the distributing corporation maintain at least a 50 percent COI in the controlled corporation after the split-off, the COI requirement would be satisfied with respect to the controlled corporation. In a similar manner, the predistribution shareholders of the distributing corporation do not need to own any stock of the controlled corporation after the split-off, provided they maintain a COI in the distributing corporation.

EXAMPLE 5.2

Parent corporation (Distributing) is owned 50 percent each by two unrelated individuals, A and B. Distributing has a 100 percent owned subsidiary (Controlled) whose assets have a value equal to 50 percent of the value of the combined corporations. Distributing distributes 100 percent of the stock of Controlled to B in exchange for B’s entire interest in Distributing. The COI requirement is satisfied because one or more of the owners of Distributing (A and B) own, in the aggregate, sufficient stock in Distributing and Controlled to establish a COI after the split-off. If B purchased the interest in Distributing shortly before the split-off, B would not count as a shareholder for purposes of COI; rather, the individual from whom B purchased the interest would be the historical shareholder. In such a case, none of the historical shareholders of Distributing would maintain COI in Controlled, and the split-off would not qualify under I.R.C. section 355.248

(vi) Disqualified Distribution under I.R.C. Section 355(d)

Since 1990, a transaction otherwise qualifying as tax-free at the shareholder level will still generate a tax at the corporate level if it is a “disqualified distribution.”249 I.R.C. section 355(d) defines as “disqualified distribution” as any distribution if, immediately after that distribution: (1) any person holds disqualified stock in the distributing corporation that constitutes a 50 percent or greater interest in the corporation, or (2) any person holds disqualified stock in the controlled corporation that constitutes a 50 percent or greater interest in the corporation. “Disqualified stock” is defined in I.R.C. section 355(d)(3) as (1) any stock in Distributing acquired by purchase within five years of the distribution, or (2) any stock in Controlled that was either acquired by purchase within five years of the distribution, or received in the distribution (attributable to stock or securities of Distributing that were purchased within five years of the distribution).250

In 2000, Treasury issued final regulations under I.R.C. section 355(d) to provide guidance on the proper application of I.R.C. section 355(d).251 For instance, the regulations provide that stock that is acquired by purchase ceases to be treated as purchased stock if the basis resulting from the purchase is eliminated. In addition, the regulations provide that certain distributions are not disqualified if the purposes of I.R.C. section 355(d) are not violated. A distribution will not violate the purposes of I.R.C. section 355(d) if the effect of the distribution neither (1) increases the ownership in Distributing or Controlled by a “disqualified person” nor (2) provides a “disqualified person” with a purchased basis in the stock of Controlled. A “disqualified person” for these purposes is a person that holds disqualified stock in Distributing or Controlled that constitutes a 50 percent or greater interest and either (1) was acquired by purchase within the five-year period before the distribution or (2) was received in the distribution with respect to stock that the person purchased within the five-year period before the distribution.

EXAMPLE 5.3

B purchases 60 percent of the stock of P Corporation. Four years after B’s purchase, P distributes the stock of its wholly owned subsidiary, S, to the shareholders of P other than B, in exchange for some or all of their P stock. Those shareholders have held their stock in P for more than five years. Although the distribution may be tax free under I.R.C. section 355 at the shareholder level, P recognizes gain on the appreciation in S’s stock as if the stock had been sold in a taxable transaction. The result would be the same if the distribution was a pro rata spin-off to all the P shareholders including B.

(vii) Business Purpose

The requirement that a spin-off be undertaken for a real, corporate, imminent, and substantial business purpose is often the major impediment to tax-free treatment in a spin-off. There are essentially four reasons for this:

1. The case that first mandated a business purpose in a corporate reorganization arose in the context of an attempted divisive reorganization.252 Through the years, while business purpose was eroded in other corporate reorganizations, it remained viable in spin-off cases, even if taxpayers could show that their transactions were not undertaken for tax avoidance purposes.253

2. Because a significant number of spin-offs were previously undertaken only with the imprimatur of a private letter ruling, and because the IRS applies strict business purpose standards to spin-offs, many proposed spin-offs were previously abandoned in the wake of the IRS’s refusal to approve them. As noted in § 5.8(e) of this volume, the IRS will no longer rule on business purpose for an I.R.C. section 355 transaction.

3. Business purpose provides a backstop for the device potential inherent in spin-offs, which is discussed in § 5.7(c)(viii) of this volume.

4. Spin-off transactions after 1986 are the only way to make tax-free distributions from a corporation. The potential for abuse and “gaming” the system has resulted in a special emphasis on business purpose to thwart unwarranted distributions.

In general, the business purpose requirement will be satisfied only by a corporate business purpose as opposed to a shareholder business purpose. Treas. Reg. section 1.355-2(b)(2) provides:

A shareholder purpose (for example, the personal planning purposes of a shareholder) is not a corporate business purpose. Depending upon the facts of a particular case, however, a shareholder purpose for a transaction may be so nearly coextensive with a corporate business purpose as to preclude any distinction between them.

Nevertheless, an irreconcilable disagreement between the owners of a business is a corporate business purpose. Although shareholder motives are involved, the shareholders’ inability to get along has a deleterious effect on the corporation.254

A business purpose is most cogent when there is third-party influence that suggests, recommends, or compels a course of corporate action. Thus, influence (or, better yet, insistence) of a supplier, customer, governmental unit, lender, underwriter, merger “partner,” employee, or union will be accepted as a valid business purpose.255 Also, the desire to save state, local, and foreign (but not federal) taxes is a valid business purpose. In contrast, estate planning reasons, the desire to separate risks or isolate liabilities, or the need to achieve goals that can be achieved by other nontaxable means (short of a spin-off) will not qualify as an I.R.C. section 355 business purpose.256

Although, as discussed below in § 5.7(e) of this volume, the IRS will no longer provide private letter rulings with respect to whether an I.R.C. section 355 distribution is being carried out for one or more corporate business purposes, Appendix A of Rev. Proc. 96-30 remains an important tool for taxpayers and practitioners in determining whether a valid business purpose exists for an I.R.C. section 355 distribution. This appendix sets forth the particular documentation that the IRS formerly required to qualify for one of nine enumerated business purposes: (1) key employee, (2) stock offering, (3) borrowing, (4) cost savings, (5) fit and focus, (6) competition, (7) facilitating an acquisition of Distributing, (8) facilitating an acquisition by Distributing or Controlled, and (9) risk reduction. Although neither the list itself nor the required submissions for each item on the list is intended to be exclusive, it certainly provides documentation that should be gathered and analyzed with respect to determining whether a valid I.R.C. section 355 business purpose exists and can be supported for one of the specified purposes.

(viii) Device

I.R.C. section 355(a)(1)(B) provides that a corporate division must not be used “principally as a device for the distribution of the earnings and profits of the distributing corporation or the controlled corporation or both.” This requirement is subjective in nature and was designed to prevent shareholders from converting dividend income into capital gain at a time (1954) when dividend income was taxed at 91 percent and capital gains at 20 percent. Treas. Reg. section 1.355-2(d)(2) enumerates factors that will be evidence of a device to distribute the corporate earnings and profits, and Treas. Reg. section 1.355-2(d)(3) outlines those factors that provide evidence that the transaction is not a device to distribute the corporation’s earnings and profits.257 In general, device factors will be canceled out by nondevice factors, and, in practice, a strong business purpose will diminish the importance of the device requirement. As discussed in § 5.8(e) of this volume, pursuant to Rev. Proc. 2003-48, the IRS will not be issuing private letter rulings addressing the device issue.

(ix) I.R.C. Section 355(e)

I.R.C. section 355(e) generally requires the distributing corporation to recognize gain on the distribution of controlled corporation stock if the distribution is part of “a plan (or series of related transactions)” pursuant to which one or more persons acquire, directly or indirectly, 50 percent or more of the stock of either distributing or controlled. As with I.R.C. section 355(d), I.R.C. section 355(e) does not trigger a shareholder gain.

I.R.C. section 355(e) contains some rules to define what constitutes a plan. For example, I.R.C. section 355(e)(2)(B) provides a rebuttable presumption that acquisitions of 50 percent or more of the stock of either Distributing or Controlled within a four-year period (beginning on the date that is two years before the date of the distribution) will be treated as acquisitions pursuant to a plan.

I.R.C. section 355(e) also describes specific transactions that will not constitute a plan. I.R.C. section 355(e)(3) provides a list of acquisitions that are not considered in determining whether an acquisition of 50 percent or more of the stock of Distributing or Controlled has occurred. In addition, I.R.C. section 355(e)(2)(C) provides that even if the distribution is pursuant to a plan to acquire 50 percent or more of the stock of Distributing or Controlled, that plan will be disregarded if, immediately after the completion of the plan, Distributing and Controlled are members of the same affiliated group. Although these exceptions provide that certain acquisitions are not treated as part of a plan, there is no statutory guidance generally defining when a plan is deemed to exist. Thus, regulations are needed to provide additional guidance addressing when a plan exists, and this need has caused the flurry of regulatory activity outlined earlier.

The IRS issued final regulations addressing I.R.C. section 355(e) in 2005.258 Under the final regulations, distributing is required to test each acquisition of distributing or controlled stock to determine whether the acquisition is part of a plan that includes a distribution. Whether a distribution and an acquisition are part of a prohibited plan is determined based on all the facts and circumstances. The final regulations provide numerous facts that tend to show that a distribution either is or is not part of a plan. The final regulations also contain nine safe harbor provisions that protect an acquisition and distribution from being considered part of a plan. Several of the safe harbor provisions are based, at least in part, on a time factor, and several focus on the elusive requirement that there be no “agreement, understanding, arrangement, or substantial negotiations” concerning transactions related to the distribution.259

As discussed in § 5.8(e) below, Rev. Proc. 2003-48 provides that the IRS will not issue private letter rulings addressing certain issues arising under I.R.C. section 355(e). This appears to be an especially harsh aspect of the new no-rule policy, because I.R.C. section 355(e) is a relatively new statutory provision, and the recently issued regulations have gone through several iterations.

(x) I.R.C. Section 355(f)

I.R.C. section 355(f) provides that, except as provided in regulations (to date no such regulations have been issued), I.R.C. section 355 will not apply to a distribution of stock from one member of an affiliated group (as defined in I.R.C. section 1504(a)) to another member of that group if the distribution is part of a plan (or series of related transactions) to which I.R.C. section 355 applies.

(d) Spin-offs and Losses

A pro rata spin-off of an existing controlled corporation with NOLs should have no effect on those losses under I.R.C. section 382. Any NOLs of the distributing corporation remain with the distributing corporation and are not allocated under I.R.C. section 381 to the newly created controlled corporation. In a split-up, any NOL of the distributing corporation disappears, unless the split-up also qualifies as a tax-free I.R.C. section 332 liquidation.260

(e) Rev. Proc. 2003-48 and I.R.C. Section 355 Rulings

As noted, because of the risks associated with a disqualified I.R.C. section 355 transaction, taxpayers have historically sought private letter rulings before proceeding with such transactions.

Rev. Proc. 2003-48261 has altered the usefulness of such rulings. This revenue procedure issued under I.R.C. section 355 modifies and amplifies Rev. Proc. 96-30262 and modifies Rev. Proc. 2003-3.263 Principally, the revenue procedure sets forth that the IRS will not rule on:

  • Whether a distribution is being carried out for one or more corporate business purposes (instead, Rev. Proc. 96-30 is modified to require the taxpayer to list its business purposes and represent that the distribution is motivated by such purposes)
  • Whether a distribution is used principally as a device for the distribution of the earnings and profits (instead, Rev. Proc. 96-30 is modified to require the taxpayer to represent that the transaction is not used principally as a device for the distribution of the earnings and profits)
  • Whether a distribution and an acquisition are part of a plan (or series of related transactions) under Section 355(e)(2)(A)(ii), although the IRS may rule on a related significant issue

Business purpose and device issues are often the central focus of an inquiry into the validity of an I.R.C. section 355 transaction. Thus, in the wake of Rev. Proc. 2003-48, taxpayers will likely seek tax opinions (and potentially multiple opinions) on these subjects.

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