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Specific Classes of Compounds

R-5.3.3 Azo, azoxy, diazo, and related compounds

R-5.3.3.0 Diazenes. The parent structure is named "diazene", and the groups derived from it, i.e., and , are named systematically as diazenyl and diazenediyl, respectively (see R-3.1.4).

R-5.3.3.1 Azo compounds. Compounds with the general structure , where R and may be alike or different, are known generically as "azo compounds". However, these compounds may be more systematically named substitutively as derivatives of the parent hydride diazene.

Examples to R-5.3.3.1

A monoazo compound with the general structure in which R is substituted by a principal characteristic group is named on the basis of the parent hydride, RH, substituted by an organyldiazenyl group, . If both R and are substituted by the same number of the principal characteristic group, a multiplicative name (see R-0.2.3.3.10) may be used.

Examples to R-5.3.3.1

Bisazo compounds and more complex analogues are named on the basis of the parent structure "diazene", in the absence of a more preferred parent compound.

Examples to R-5.3.3.1

R-5.3.3.2 Azoxy compounds. N-Oxides of azo compounds having the general structure or are known generically as "azoxy compounds" and are named by adding the separate word "oxide" to the name of the corresponding azo compound (see R-5.3.3.1). In an unsymmetrical compound, the position of the azoxy oxygen atom is expressed by the locant 1 or 2.

Examples to R-5.3.3.2

An azoxy compound in which the general structure is or , in which R is substituted by a principal characteristic group, is named on the basis of the parent hydride, RH, substituted by the -azoxy group in which the position of the oxygen atom is denoted by the prefix NNO-, ONN-, or NON-, as appropriate.

Example to R-5.3.3.2

R-5.3.3.3 Diazonium compounds. Compounds with the general structure are named by adding the suffix "-diazonium" to the name of the parent hydride RH followed by the name of the ion as a separate word.

Examples to R-5.3.3.3

R-5.3.3.4 Azo compounds with the general structure R-N=N-X should be named as derivatives of the parent structure diazene, HN=NH.

Examples to R-5.3.3.4

R-5.3.3.5 Diazo compounds. Compounds containing a group N2 attached by one nitrogen atom to one carbon atom are named by adding a prefix "diazo-" to the name of the parent hydride.

Examples to R-5.3.3.5

Next:
R-5.3.4 Azides
R-5.3.5 Isodiazenes

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This HTML reproduction is as close as possible to the published version [see IUPAC, Commission on Nomenclature of Organic Chemistry. A Guide to IUPAC Nomenclature of Organic Compounds (Recommendations 1993), 1993, Blackwell Scientific publications, Copyright 1993 IUPAC]. If you need to cite these rules please quote this reference as their source.

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