Rule C-841 Hydroxylamines and Their Derivatives (Groups Containing One Nitrogen Atom)

Bring the power of IUPAC naming to your desktop!

ACD/Name (Chemist Version) offers a standardized set of features for quick and simple generation of IUPAC names, and structures from names. It is a streamlined version of our popular ACD/Name software.

View a full description and pricing on our web store.

Hydroxylamines and Related Compounds

Rule C-841 Hydroxylamines and their Derivatives

841.1 - Compounds RNH-OH are named by prefixing the name of the radical R to "hydroxylamine '' or, when another substituent is present having priority for citation as principal group, by attaching the prefix "hydroxyamino-" to the name of the parent compound RH.

Examples to Rule C-841.1

841.2 - Compounds

are named as (a) alkoxyamino derivatives of the compound

, (b) as N,O-substituted hydroxylamines, (c) as alkoxyamines (even if

is hydrogen), or (d), if the group

has a substituent with priority for citation as principal group, by use of the prefix "aminooxy-".

Examples to Rule C-841.2

841.3 - Acyl derivatives RCO-NH-OH and NH2-O-COR are named as N-hydroxy derivatives of amides and as O-acylhydroxylamines, respectively. Alternatively the former may be named as hydroxamic acids (see Rule C-451.3).

Examples to Rule C-841.3

(see also Rule C-451.3)

841.4 - Further substitution on the nitrogen or oxygen atoms of hydroxylamine is denoted by prefixes for the substituents, with O- and/or N-locants. Alternatively, compounds

and

may be named as derivatives of the alkoxyamine or of the hydroxamic acid (see Rule C-451.3).

Examples to Rule C-841.4

Note, however:

N-Hydroxy-N-methylacetamide
(see Rule C-841.3)
or N-Methylacetohydroxamic acid
(see Rule C-451.3)

See Recommendations'93 R-5.4.4

Next:: Hydroxylamines and Related Compounds C-842, C-843
Nitroso and Nitro Compounds C-851, C-852
Amine Radical Ions C-861

This HTML reproduction of Sections A, B and C of IUPAC "Blue Book" is as close as possible to the published version [see Nomenclature of Organic Chemistry, Sections A, B, C, D, E, F, and H, Pergamon Press, Oxford, 1979. Copyright 1979 IUPAC.] If you need to cite these rules please quote this reference as their source.

Published with permission of the IUPAC by Advanced Chemistry Development, Inc., www.acdlabs.com, +1(416)368-3435 tel, +1(416)368-5596 fax. For comments or suggestions please contact webmaster@acdlabs.com