ACD/Name

Specific Classes of Compounds

R-5.8.3 Anions

An anion derived formally by the removal of one or more hydrons from any position of a neutral parent hydride is named by replacing the final "e" of the parent compound name, if present, by the suffix "-ide", or by adding the suffixes "-diide", "-triide", etc., to the name of the parent hydride. An anion that may by considered to be formally derived by the addition of an electron to a radical may also be named by adding the class name "anion" as a separate word to the name of the radical.

Examples to R-5.8.3

Note: As exceptions, the names "amide" and "imide" for the anions and , respectively, are retained.

An anion formally derived by the addition of a hydride ion, to a parent hydride may be named by replacing the final "e" of the name of the parent hydride, if present, by the suffix "-uide".

Example to R-5.8.3

An anion formed by the loss of the hydrogen atom as a hydron from the chalcogen atom of an acid characteristic group or functional parent compound is named by replacing the "-ic acid" or "-ous acid" ending of the acid name by "-ate", or "-ite", respectively.

Examples to R-5.8.3

An anion formed by the loss of the hydrogen atom as a hydron from the chalcogen atom of a hydroxy characteristic group, or a chalcogen analogue, that can be expressed as a suffix such as "-ol", "-thiol", etc., is named by adding the suffix "-ate" to the appropriate suffix. When the corresponding group has a contracted name, for example, methoxy (see R-9.1, Table 26(b)), the anion name may be formed by changing the ending "methoxy" to "methoxide".

Examples to R-5.8.3

Prefixes for expressing anionic centres derived from acid characteristic groups are named by changing the "-ic acid" ending of the acid suffix or of the parent mononuclear acid name to "-ato".

Examples to R-5.8.3

Prefixes for expressing anionic chalcogen atoms or chains may be derived by replacing the final "e" of the name of the anion by "o".

Example to R-5.8.3

Prefixes for expressing substituent structural units containing anionic centres are derived systematically by replacing the final "e" of the name of the parent anion with an operational suffix "-yl" or "-ylidene", or by adding an operational suffix such as "-diyl" to the name of the parent anion.

Examples to R-5.8.3

For replacement nomenclature, anionic replacement prefixes are derived by replacing the final "e" of the name of the mononuclear parent hydride (see R-2.1) by the operational suffix "-ida" for anions correspondig to "-ide" and "-uida" for anions corresponding to "-uide".

Examples to R-5.8.3

Next:
R-5.8.4 Cationic and anionic centres in a single structure
R-5.8.5 Radical ions

search
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.

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