Although the word securities is not defined in § 351, it has been held that §§
354(a)(l) and 361 (a), dealing with corporate reorganizations, are applicable. [See
Lloyd-Smith v. Comm., 1-1 USTC ¶9167, 26 AFTR 189, 116 F.2d 642 (CA-2,
1941) aff’g. 40 BTA 214.] Securities, in this context, are interpreted to exclude
short-term debt. This is based on the argument that when debt will be converted to
cash in the future, the transaction appears to be more like a sale. [See Reg. §
1.368-l(b) and Pinellas Ice & Storage Co. v. Comm., 3 USTC ¶1023, 11 AFTR
1112, 287 U.S. 462 (1933).] Consequently, the continuity-of-interest doctrine has
developed [Reg. § 1.368-l(b)]; this differentiates between a continued interest in a
business and a sale.
Although the general circumstances surrounding the debt are of primary
importance, the length of time has evolved as a key factor in determining whether
debt represents an investment (and thus a continued interest) in the business or is
a cash equivalent. No time period is specified but it is becoming generally
accepted that notes with a term of at least 10 years qualify as securities and those
of five years or less are more likely to be short-term debt and do not qualify under
§ 351. [See, among others, Robert W. Adams, 58 T.C. 41 (1972) and Camp
Wolters Enterprises, Inc., 22 T.C. 737 (1955), aff’d in 56-1 USTC ¶9314; 49
AFTR 283, 230 F.2d 555 (CA-5, 1956).] Loan terms between five and 10 years
fall into an uncertain area and may or may not qualify as securities. [See Boris I.
Bittker and James S. Eustice, Federal Income Taxation of Corporations and
Shareholders (Boston: Warren, Gorham & Lamont), Chapter 3.]
Rulings can be obtained to determine if an exchange will qualify under § 351.
(See Rev. Proc. 81-57, 1981-2 C.B. 674 for a checklist of information that is to be
provided when a ruling is requested.)
E and F Exchange. In the present situation, the exchange qualifies under §
351. E and F meet the control requirement, since they will own all the stock of the
new corporation immediately after the exchange. However, it is quite possible
that E and F will be deemed to have received boot to the extent of debt with three-
year and five-year terms. Assuming the appreciation of $145,000 ($320,000 –
$175,000) applies equally to E and F (i.e., $72,500 each), they may be required to
recognize $40,000 gain each ($20,000 debt due after three years plus $20,000 due
after five years). The remaining gain of $32,500 ($72,500 – $40,000) is not
recognized. Basis in the boot items, three-year and five-year notes, is their market
value of $20,000 each. The basis for the stock and 10-year debt totals $175,000
($175,000 basis of assets transferred + $80,000 gain recognized – $80,000
assigned to the boot) or $87,500 for E and F, individually. The $87,500 is
allocated $72,916.67 to the stock [$100,000 / ($100,000 + $20,000) × $87,500]
and $14,583.33 to the 10-year note for E and for F, individually. The holding
period for the three-year and five-year notes begins with the transaction date.
The holding period for the remaining stock and security depends on the
character of the assets contributed. For example, assume 10 percent of them are
capital assets acquired eight months ago, 30 percent are § 1231 assets acquired