[Code of Federal Regulations]
[Title 26, Volume 12]
[Revised as of April 1, 2004]
From the U.S. Government Printing Office via GPO Access
[CITE: 26CFR1.1441-2]

[Page 107-112]
 
                       TITLE 26--INTERNAL REVENUE
 
    CHAPTER I--INTERNAL REVENUE SERVICE, DEPARTMENT OF THE TREASURY 
                               (CONTINUED)
 
PART 1_INCOME TAXES--Table of Contents
 
Sec. 1.1441-2  Amounts subject to withholding.

    (a) In general. For purposes of the regulations under chapter 3 of 
the Internal Revenue Code, the term amounts subject to withholding means 
amounts from sources within the United States that constitute either 
fixed or determinable annual or periodical income described in paragraph 
(b) of this section or other amounts subject to withholding described in 
paragraph (c) of this section. For purposes of this paragraph (a), an 
amount shall be treated as being from sources within the United States 
if the source of the amount cannot be determined at the time of payment. 
See Sec. 1.1441-3(d)(1) for determining the amount to be withheld from 
a payment in the absence of information at the time of payment regarding 
the source of the amount. Amounts subject to withholding include amounts 
that are not fixed or determinable annual or periodical income and upon 
which withholding is specifically required under a provision of this 
section or another section of the regulations under chapter 3 of the 
Internal Revenue Code (such as corporate distributions upon which 
withholding is required under Sec. 1.1441-3(c)(1) that do not 
constitute dividend income). Amounts subject to withholding do not 
include--
    (1) Amounts described in Sec. 1.1441-1(b)(4)(i) to the extent they 
involve interest on obligations in bearer form or on foreign-targeted 
registered obligations (but, in the case of a foreign-targeted 
registered obligation, only to the extent of those amounts paid to a 
registered owner that is a financial institution within the meaning of 
section 871(h)(5)(B) or a member of a clearing organization which member 
is the beneficial owner of the obligation);
    (2) Amounts described in Sec. 1.1441-1(b)(4)(ii) (dealing with bank 
deposit interest and similar types of interest (including original issue 
discount) described in section 871(i)(2)(A) or 881(d));
    (3) Amounts described in Sec. 1.1441-1(b)(4)(iv) (dealing with 
interest or original issue discount on certain short-term obligations 
described in section 871(g)(1)(B) or 881(e));
    (4) Amounts described in Sec. 1.1441-1(b)(4)(xx) (dealing with 
income from certain gambling winnings exempt from tax under section 
871(j));
    (5) Amounts paid as part of the purchase price of an obligation sold 
or exchanged between interest payment dates, unless the sale or exchange 
is part of a plan the principal purpose of which is to avoid tax and the 
withholding agent has actual knowledge or reason to know of such plan;
    (6) Original issue discount paid as part of the purchase price of an 
obligation sold or exchanged in a transaction other than a redemption of 
such obligation, unless the purchase is part of a plan the principal 
purpose of which is

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to avoid tax and the withholding agent has actual knowledge or reason to 
know of such plan; and
    (7) Insurance premiums paid with respect to a contract that is 
subject to the section 4371 excise tax.
    (b) Fixed or determinable annual or periodical income--(1) In 
general--(i) Definition. For purposes of chapter 3 of the Internal 
Revenue Code and the regulations thereunder, fixed or determinable 
annual or periodical income includes all income included in gross income 
under section 61 (including original issue discount) except for the 
items specified in paragraph (b)(2) of this section. Items of income 
that are excluded from gross income under a provision of law without 
regard to the U.S. or foreign status of the owner of the income, such as 
interest excluded from gross income under section 103(a) or qualified 
scholarship income under section 117, shall not be treated as fixed or 
determinable annual or periodical income under chapter 3 of the Internal 
Revenue Code. Income excluded from gross income under section 892 
(income of foreign governments) or section 115 (income of a U.S. 
possession) is fixed or determinable annual or periodical income since 
the exclusion from gross income under those sections is dependent on the 
foreign status of the owner of the income. See Sec. 1.306-3(h) for 
treating income from the disposition of section 306 stock as fixed or 
determinable annual or periodical income.
    (ii) Manner of payment. The term fixed or determinable annual or 
periodical is merely descriptive of the character of a class of income. 
If an item of income falls within the class of income contemplated in 
the statute and described in paragraph (a) of this section, it is 
immaterial whether payment of that item is made in a series of payments 
or in a single lump sum. Further, the income need not be paid annually 
if it is paid periodically; that is to say, from time to time, whether 
or not at regular intervals. The fact that a payment is not made 
annually or periodically does not, however, prevent it from being fixed 
or determinable annual or periodical income (e.g., a lump sum payment). 
In addition, the fact that the length of time during which the payments 
are to be made may be increased or diminished in accordance with 
someone's will or with the happening of an event does not disqualify the 
payment as determinable or periodical. For this purpose, the share of 
the fixed or determinable annual or periodical income of an estate or 
trust from sources within the United States which is required to be 
distributed currently, or which has been paid or credited during the 
taxable year, to a nonresident alien beneficiary of such estate or trust 
constitutes fixed or determinable annual or periodical income.
    (iii) Determinability of amount. An item of income is fixed when it 
is to be paid in amounts definitely pre-determined. An item of income is 
determinable if the amount to be paid is not known but there is a basis 
of calculation by which the amount may be ascertained at a later time. 
For example, interest is determinable even if it is contingent in that 
its amount cannot be determined at the time of payment of an amount with 
respect to a loan because the calculation of the interest portion of the 
payment is contingent upon factors that are not fixed at the time of the 
payment. For purposes of this section, an amount of income does not have 
to be determined at the time that the payment is made in order to be 
determinable. An amount of income described in paragraph (a) of this 
section which the withholding agent knows is part of a payment it makes 
but which it cannot calculate exactly at the time of payment, is 
nevertheless determinable if the determination of the exact amount 
depends upon events expected to occur at a future date. In contrast, a 
payment which may be income in the future based upon events that are not 
anticipated at the time the payment is made is not determinable. For 
example, loan proceeds may become income to the borrower when and to the 
extent the loan is canceled without repayment. While the cancellation of 
the debt is income to the borrower when it occurs, it is not 
determinable at the time the loan proceeds are disbursed to the borrower 
if the lack of repayment leading to the cancellation of part or all of 
the debt was not anticipated at the time of disbursement. The fact that 
the source

[[Page 109]]

of an item of income cannot be determined at the time that the payment 
is made does not render a payment not determinable. See Sec. 1.1441-
3(d)(1) for determining the amount to be withheld from a payment in the 
absence of information at the time of payment regarding the source of 
the amount.
    (2) Exceptions. For purposes of chapter 3 of the Code and the 
regulations thereunder, the items of income described in this paragraph 
(b)(2) are not fixed or determinable annual or periodical income--
    (i) Gains derived from the sale of property (including market 
discount and option premiums), except for gains described in paragraph 
(b)(3) or (c) of this section; and
    (ii) Any other income that the Internal Revenue Service (IRS) may 
determine, in published guidance (see Sec. 601.601(d)(2) of this 
chapter), is not fixed or determinable annual or periodical income.
    (3) Original issue discount--(i) Amount subject to tax. An amount 
representing original issue discount is fixed or determinable annual or 
periodical income that is subject to tax under sections 871(a)(1)(C) and 
881(a)(3) to the extent provided in those sections and this paragraph 
(b)(3) if not otherwise excluded under paragraph (a) of this section. An 
amount of original issue discount is subject to tax with respect to a 
foreign beneficial owner of an obligation carrying original issue 
discount upon a sale or exchange of the obligation or when a payment is 
made on such obligation. The amount taxable is the amount of original 
issue discount that accrued while the foreign person held the obligation 
up to the time that the obligation is sold or exchanged or that a 
payment is made on the obligation, reduced by any amount of original 
issue discount that was taken into account prior to that time (due to a 
payment made on the obligation). In the case of a payment made on the 
obligation, the tax due on the amount of original issue discount may not 
exceed the amount of the payment reduced by the tax imposed on any 
portion of the payment that is qualified stated interest.
    (ii) Amounts subject to withholding. A withholding agent must 
withhold on the taxable amount of original issue discount paid on the 
redemption of an original issue discount obligation unless an exception 
to withholding applies (e.g., portfolio interest or treaty exception). 
In addition, withholding is required on the taxable amount of original 
issue discount upon the sale or exchange of an original issue discount 
obligation, other than in a redemption, to the extent the withholding 
agent has actual knowledge or reason to know that the sale or exchange 
is part of a plan the principal purpose of which is to avoid tax. If a 
withholding agent cannot determine the taxable amount of original issue 
discount on the redemption of an original issue discount obligation (or 
on the sale or exchange of such an obligation if the principal purpose 
of the sale is to avoid tax), then it must withhold on the entire amount 
of original issue discount accrued from the date of issue until the date 
of redemption (or the date the obligation is sold or exchanged) 
determined on the basis of the most recently published ``List of 
Original Issue Discount Instruments'' (IRS Publication 1212, available 
from the IRS Forms Distribution Center) or similar list published by the 
IRS as if the beneficial owner of the obligation had held the obligation 
since its original issue.
    (iii) Exceptions to withholding. To the extent that this paragraph 
(b)(3) applies to require withholding by a person other than an issuer 
of an original issue discount obligation, or the issuer's agent, it 
shall apply only to obligations issued after December 31, 2000.
    (4) Securities lending transactions and equivalent transactions. See 
Sec. Sec. 1.871-7(b)(2) and 1.881-2(b)(2) regarding the character of 
substitute payments as fixed and determinable annual or periodical 
income. Such amounts constitute income subject to withholding to the 
extent they are from sources within the United States, as determined 
under section Sec. Sec. 1.861-2(a)(7) and 1.861-3(a)(6). See Sec. Sec. 
1.6042-3(a)(2) and 1.6049-5(a)(5) for reporting requirements applicable 
to substitute dividend and interest payments, respectively.
    (c) Other income subject to withholding. Withholding is also 
required on the following items of income--

[[Page 110]]

    (1) Gains described in sections 631 (b) or (c), relating to 
treatment of gain on disposal of timber, coal, or domestic iron ore with 
a retained economic interest; and
    (2) Gains subject to the 30-percent tax under section 871(a)(1)(D) 
or 881(a)(4), relating to contingent payments received from the sale or 
exchange of patents, copyrights, and similar intangible property.
    (d) Exceptions to withholding where no money or property is paid or 
lack of knowledge--(1) General rule. A withholding agent who is not 
related to the recipient or beneficial owner has an obligation to 
withhold under section 1441 only to the extent that, at any time between 
the date that the obligation to withhold would arise (but for the 
provisions of this paragraph (d)) and the due date for the filing of 
return on Form 1042 (including extensions) for the year in which the 
payment occurs, it has control over, or custody of money or property 
owned by the recipient or beneficial owner from which to withhold an 
amount and has knowledge of the facts that give rise to the payment. The 
exemption from the obligation to withhold under this paragraph (d) shall 
not apply, however, to distributions with respect to stock or if the 
lack of control or custody of money or property from which to withhold 
is part of a pre-arranged plan known to the withholding agent to avoid 
withholding under section 1441, 1442, or 1443. For purposes of this 
paragraph (d), a withholding agent is related to the recipient or 
beneficial owner if it is related within the meaning of section 482. Any 
exemption from withholding pursuant to this paragraph (d) applies 
without a requirement that documentation be furnished to the withholding 
agent. However, documentation may have to be furnished for purposes of 
the information reporting provisions under chapter 61 of the Code and 
backup withholding under section 3406. The exemption from withholding 
under this paragraph (d) is not a determination that the amounts are not 
fixed or determinable annual or periodical income, nor does it 
constitute an exemption from reporting the amount under Sec. 1.1461-1 
(b) and (c).
    (2) Cancellation of debt. A lender of funds who forgives any portion 
of the loan is deemed to have made a payment of income to the borrower 
under Sec. 1.61-12 at the time the event of forgiveness occurs. 
However, based on the rules of paragraph (d)(1) of this section, the 
lender shall have no obligation to withhold on such amount to the extent 
that it does not have custody or control over money or property of the 
borrower at any time between the time that the loan is forgiven and the 
due date (including extensions) of the Form 1042 for the year in which 
the payment is deemed to occur. A payment received by the lender from 
the borrower in partial settlement of the debt obligation does not, for 
this purpose, constitute an amount of money or property belonging to the 
borrower from which the withholding tax liability can be satisfied.
    (3) Satisfaction of liability following underwithholding by 
withholding agent. A withholding agent who, after failing to withhold 
the proper amount from a payment, satisfies the underwithheld amount out 
of its own funds may cause the beneficial owner to realize income to the 
extent of such satisfaction or may be considered to have advanced funds 
to the beneficial owner. Such determination depends upon the contractual 
arrangements governing the satisfaction of such tax liability (e.g., 
arrangements in which the withholding agent agrees to pay the amount due 
under section 1441 for the beneficial owner) or applicable laws 
governing the transaction. If the satisfaction of the tax liability is 
considered to constitute an advance of funds by the withholding agent to 
the beneficial owner and the withholding agent fails to collect the 
amount from the beneficial owner, a cancellation of indebtedness may 
result, giving rise to income to the beneficial owner under Sec. 1.61-
12. While such income is annual or periodical fixed or determinable, the 
withholding agent shall have no liability to withhold on such income to 
the extent the conditions set forth in paragraphs (d) (1) and (2) of 
this section are satisfied with respect to this income. Contrast the 
rules of this paragraph (d)(3) with the rules in Sec. 1.1441-3(f)(1) 
dealing with a situation in which the

[[Page 111]]

satisfaction of the beneficial owner's tax liability itself constitutes 
additional income to the beneficial owner. See, also, Sec. 1.1441-
3(c)(2)(ii)(B) for a special rule regarding underwithholding on 
corporate distributions due to underestimating an amount of earnings and 
profits.
    (e) Payment--(1) General rule. A payment is considered made to a 
person if that person realizes income whether or not such income results 
from an actual transfer of cash or other property. For example, 
realization of income from cancellation of debt results in a deemed 
payment. A payment is considered made when the amount would be 
includible in the income of the beneficial owner under the U.S. tax 
principles governing the cash basis method of accounting. A payment is 
considered made whether it is made directly to the beneficial owner or 
to another person for the benefit of the beneficial owner (e.g., to the 
agent of the beneficial owner). Thus, a payment of income is considered 
made to a beneficial owner if it is paid in complete or partial 
satisfaction of the beneficial owner's debt to a creditor. In the event 
of a conflict between the rules of this paragraph (e)(1) governing 
whether a payment has occurred and its timing and the rules of Sec. 
31.3406(a)-4 of this chapter, the rules in Sec. 31.3406(a)-4 of this 
chapter shall apply to the extent that the application of section 3406 
is relevant to the transaction at issue.
    (2) Income allocated under section 482. A payment is considered made 
to the extent income subject to withholding is allocated under section 
482. Further, income arising as a result of a secondary adjustment made 
in conjunction with a reallocation of income under section 482 from a 
foreign person to a related U.S. person is considered paid to a foreign 
person unless the taxpayer to whom the income is reallocated has entered 
into a repatriation agreement with the IRS and the agreement eliminates 
the liability for withholding under this section. For purposes of 
determining the liability for withholding, the payment of income is 
deemed to have occurred on the last day of the taxable year in which the 
transactions that give rise to the allocation of income and the 
secondary adjustments, if any, took place.
    (3) Blocked income. Income is not considered paid if it is blocked 
under executive authority, such as the President's exercise of emergency 
power under the Trading with the Enemy Act (50 U.S.C. App. 5), or the 
International Emergency Economic Powers Act (50 U.S.C. 1701 et seq.). 
However, on the date that the blocking restrictions are removed, the 
income that was blocked is considered constructively received by the 
beneficial owner (and therefore paid for purposes of this section) and 
subject to withholding under Sec. 1.1441-1. Any exemption from 
withholding pursuant to this paragraph (e)(3) applies without a 
requirement that documentation be furnished to the withholding agent. 
However, documentation may have to be furnished for purposes of the 
information reporting provisions under chapter 61 of the Code and backup 
withholding under section 3406. The exemption from withholding granted 
by this paragraph (e)(3) is not a determination that the amounts are not 
fixed or determinable annual or periodical income.
    (4) Special rules for dividends. For purposes of sections 1441 and 
6042, in the case of stock for which the record date is earlier than the 
payment date, dividends are considered paid on the payment date. In the 
case of a corporate reorganization, if a beneficial owner is required to 
exchange stock held in a former corporation for stock in a new 
corporation before dividends that are to be paid with respect to the 
stock in the new corporation will be paid on such stock, the dividend is 
considered paid on the date that the payee or beneficial owner actually 
exchanges the stock and receives the dividend. See Sec. 31.3406(a)-
4(a)(2) of this chapter.
    (5) Certain interest accrued by a foreign corporation. For purposes 
of sections 1441 and 6049, a foreign corporation shall be treated as 
having made a payment of interest as of the last day of the taxable year 
if it has made an election under Sec. 1.884-4(c)(1) to treat accrued 
interest as if it were paid in that taxable year.
    (6) Payments other than in U.S. dollars. For purposes of section 
1441, a payment includes amounts paid in a medium

[[Page 112]]

other than U.S. dollars. See Sec. 1.1441-3(e) for rules regarding the 
amount subject to withholding in the case of such payments.
    (f) Effective date. This section applies to payments made after 
December 31, 2000.

[T.D. 8734, 62 FR 53444, Oct. 14, 1997, as amended by T.D. 8804, 63 FR 
72187, Dec. 31, 1998; T.D. 8856, 64 FR 73412, Dec. 30, 1999; T.D. 8881, 
65 FR 32186, May 22, 2000]