84.2 - Anions formed by loss of a proton from an alcohol or phenol have names ending in "olate" or "oxide", as described in Rule C-206. Those formed from a thiol have names ending in "thiolate" or "sulfide", as described in Rule C-511.3.
Examples to Rule C-84.1
84.3 - Anions formed by removal of a proton or protons from a carbon atom are named by adding "-ide", "-diide", etc., to the name of the parent compound, with elision of terminal "e" (if present) before a vowel. Such ions are termed generically "carbanions".
Exception: Metal derivatives of acetylene are named "acetylides", as, for instance:
Examples to Rule C-84.3
Note: Names such as butyllithium and phenylsodium are commonly used and are retained. (See Subsection D-3)
84.4 - Radical anions that may be considered to be formed by loss of a proton from a radical are named by changing the ending "-yl" of the name of the radical to "-ylide" or by adding the word "anion" to the name of the corresponding substance.
The following names are retained:
Examples to Rule C-84.4
See Recommendations'93 R-5.8.3
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