The Prepaid Interest Deduction Viewed from the Perspective of Real Estate Transactions
SMU Law Review
Volume 29
Issue 1 Annual Survey of Texas Law
Article 18
1975
The Prepaid Interest Deduction Viewed from the
Perspective of Real Estate Transactions
David J. Graham
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Recommended Citation
David J. Graham, The Prepaid Interest Deduction Viewed from the Perspective of Real Estate Transactions, 29 Sw L.J. 412 (1975)
https://scholar.smu.edu/smulr/vol29/iss1/18
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COMMENTS
THE PREPAID INTEREST DEDUCTION VIEWED FROM THE
PERSPECTIVE OF REAL ESTATE TRANSACTIONS
by David 1. Graham
Real estate transactions have played a significant role in shaping the
existing law regarding the deductibility of prepaid interest. The flourishing
real estate market of the middle to late sixties was enhanced by the tax
benefi-ts of prepaid interest,' and the tax avoidance use of the prepaid
interest deduction became notorious through its connection with real estate
tax shelters. 2 In 1968 the Internal Revenue Service responded to this form
of tax avoidance by issuing Revenue Ruling 68-6433 which reversed its longstanding position that prepaid interest is deductible by a cash basis taxpayer
in the year of payment. The ruling provides that a deduction will not be
allowed for interest prepaid for more than twelve months beyond the taxable
year in question as it constitutes a material distortion of income. While the
abuses which existed prior to the issuance of the ruling mandated some
change in the law, serious questions have arisen as to the validity of the
Service's automatic disallowance approach.
The purpose of this Comment is to analyze the trends of the law of
prepaid interest from the perspective of the real estate tax shelter and to
suggest the direction in which the law should develop in this area. Part I
illustrates the use and advantages of prepaid interest in real estate transactions. A presentation of the general development of the law of prepaid
interest is provided in part 11, including an indication of the abuses which led
to the issuance of Revenue Ruling 68-643 and a discussion of the specific
provisions of that ruling. Part III deals with the law affecting prepaid interest
subsequent to 1968 and particularly with the judicial cognizance of the 1968
revenue ruling. An analysis of the various theories on which a prepaid
1. Prepaid interest refers to the payment of interest on an indebtedness before that
interest accrues. The tax advantage of such a technique depends upon the ability of
the taxpayer to take a deduction for the amount paid. A prepaid interest acquisition
has been defined as one involving (1) an acquisition in which the buyer's promissory
note represents most of the purchase price and (2) the buyer's prepayment of several
years' interest on the purchase money note. See Kaster, Prepaid Interest Purchase
Method Still Useful Despite IRS Attack, 30 J. TAx. 16 (1969).
2. A tax shelter transaction is one -designed to reduce tax liability by generating
deductions in excess of income, thereby "sheltering" high bracket income which has accrued from other sources. Real estate investments have traditionally been regarded as
attractive tax shelters because of the potential deductions such as accelerated depreciation and prepaid interest. For a discussion of several limitations on the use of tax shelters enacted in the Tax Reform Act of 1969, 83 Stat. 487, see Cunnane, Tax Shelter
Investments After the 1969 Tax Reform Act, 49 TAXES 450 (1971). The proposed Tax
Equity Act of 1975 limits tax shelter aspects of rental property by requiring the capitalization of interest and taxes incurred during periods of construction of rental property
rather than allowing the current deduction of such expenses. See H.R. 1040, 94th Cong.,
1st Sess. (1975).
3.
1968-2 CuM. BULL. 76.
19751
COMMENTS
interest deduction may be disallowed in the context of real estate transactions is included in part IV. In part V some conclusions are drawn regarding
the validity of the 'Internal Revenue Service's approach to the ruling in light
of the abuses which precipitated its issuance and the disparate approaches of
the courts and the Service in applying the material distortion of income
theory. Finally, the trends and impact of future decisions on the prepaid
interest deduction are considered.
I.
THE PREPAID INTEREST DEDUCTION
The statutory foundation for the interest deduction consists of a clear and
simple statement in section 163 of the Internal Revenue Code: "There shall
be allowed as a deduction all interest paid or accrued within the taxable year
on indebtedness." ' 4 The Code does not provide a definition of the word
"interest" but the term is regarded by the courts and by the Internal
Revenue Service as meaning "the amount which one has contracted to pay
for the use, forbearance, or detention of money." 5 The basic statutory
provision is broad,6 allowing a deduction for interest in the year paid or
accrued, provided that the interest arises from a genuine indebtedness 7 and
that the payment is actually interest rather than a disguised payment of
principal. 8
Assuming that these fundamental requirements are met, the cash basis
taxpayer may have a useful tax-planning device through his control over 'the
timing of an interest deduction.) The timing decision essentially involves
choosing the tax year in which the interest payment is to be made. For
example, a taxpayer expecting to have a greater need for a deduction in the
4. INT. REV. CODE OF 1954, § 163(a).
5. Old Colony R.R. v. Commissioner, 284 U.S. 552 (1932); cf. Deputy v. DuPont,
308 U.S. 488 (1940); Rev. Rul. 72-315, 1972-1 CuM. BULL. 49; Rev. Rul. 71-98, 1971-
1 CuM. BULL. 57; Rev. Rul. 69-290, 1969-1 CuM. BULL. 55; Rev. Rul. 69-189, 19691 CUM. BULL. 55; Rev. Rul. 69-188, 1969-1 CUM. BULL. 54. The Internal Revenue
Code provides several specific limitations on the interest deduction. See, e.g., INT. REV.
CODE OF 1954, § 264 (limitation of interest deduction for interest incurred in connection
with life insurance contracts); id. § 265 (limitation on interest deduction arising in connection with tax exempt interest income); id. § 269 (limitation on interest deduction
arising in connection with corporate acquisitions).
6. There is no statutory requirement that the interest deduction be reasonable in
amount. See, e.g., Dorzback v. Collison, 195 F.2d 69 (3d Cir. 1952) (payment of 25%
of profits as interest held to be deductible under § 163). Furthermore, the deduction
may be taken regardless of whether the indebtedness is incurred 'for a business purpose.
INT. REV. CODE OF 1954, § 163(a). But see notes 55-58 infra and accompanying text
for a discussion of the purposive activity doctrine.
7. See notes 47-50 infr (...truncated)