Rule D-1.3 Substitutive Nomenclature

Choice Between Characteristic Groups Bound to the Same Structure for Citation as the Principal Group

General classes of compounds in decreasing order of priority for naming and choosing a principal group:

1a. Anionic centres in the order of corresponding acids.

1b. "Onium" and similar cations (see Subsection C-0.8).

2a. Acids: in the order COOH, CO.OOH, then successively their S and Se derivatives, followed by sulfonic, sulfinic acids . . . , selenoic, seleninic acids . . . , phosphonic, phosphinic, phosphonous, phosphinous acids, etc.

3. Derivatives of acids belonging to class 2a, in the order: anhydrides, esters, acyl halides, amides, hydrazides, imides, amidines, etc.

4. Nitriles (cyanides), then isocyanides.

5. Aldehydes; then successively their S and Se analogues; then their derivatives.

6. Ketones; then their analogues and derivatives, in the same order as for aldehydes.

7. Alcohols and phenols; then their S, Se and Te analogues; then neutral esters of alcohols and phenols with inorganic acids except hydrogen halides, in the same order.

8. Hydroperoxides.

9a. Amines, imines, hydrazines, etc.; then phosphines, arsines, etc.

9b. Other derivatives of inorganic acids which cannot be considered either as acids (class 2b) or as esters (class 7).

10. Ethers; then successively their S and Se analogues.

11.Peroxides.

1.33 - If a choice has to be made inside classes 2a, 2b, 7 and 9b of Rule D-1.32 for derivatives of inorganic acids, the following criteria are applied successively, in the order listed, until a decision is reached:

(a) Central atom of the characteristic group appearing first in the sequence of Table D-I, except that carbon as the central atom has always priority.

(b) Highest oxidation number of the central atom of the characteristic group.

(c) Greatest number of atoms linked to the central atom and appearing as early as possible in Table D-I with the exception that, according to existing practice, halogens rank between the oxygen family and nitrogen.