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Secondary and Tertiary Amines Rule C-815

815.1 - In the nomenclature of assemblies of identical units a bivalent -NH- group linked to two identical radicals R, or a tervalent >N- atom linked to three identical radicals R, is denoted by the prefix "imino-" or "nitrilo-", respectively, when the radicals R contain also a group having priority over amine for citation as principal group (see Subsection C-0.7).

Examples to Rule C-815.1


Note: By established custom the above name may be used in place of the systematic name Ethylenedinitrilotetraacetic acid. Extension of the former nomenclature to analogous cases should be restricted to cases where intelligibility is thereby clearly improved; a border line example is:

Although these are conjunctive names they do not conform to Rule C-0.5.

815.2 - A group -NH- forming a bridge between two carbon atoms of a ring may be named by a prefix "epimino-" or "imino-" (see Rule B-15.1) .

Example to Rule C-815.2

815.3 - A compound containing a group >C=NH may be named (a) from the corresponding -CH2 compound by means of a suffix "-imine" or, if a group having priority for citation as principal group is also present, by a prefix "imino-", or (b) by citing the name of the bivalent radical as prefix to "amine''. Compounds have the class name "azomethines". When the nitrogen atom is substituted, this class of compound has the generic name "Schiff's bases".

Examples to Rule C-815.3

Exception: Quinones from which one or more atoms of quinonoid oxygen have been replaced by =NH or =NR are named by following the name of the quinone with the word "imine", "diimine", etc.; substituents on nitrogen are named as prefixes.

Examples to Rule C-815.3

See Recommendations'93 R-5.4

Amines C-816
Amides and Imides C-821, C-822, C-823,C-824, C-825, C-826, C-827
Nitriles, Isocyanides, and Their Derivatives C-831, C-832, C-833,C-834
Hydroxylamines and Related Compounds C-841, 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.

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