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Thiols and Related Compounds

Thiols Rule C-511

511.1 - Compounds containing -SH as the principal group directly attached to carbon are named "thiols". In substitutive nomenclature their names are formed by adding "-thiol" as a suffix to the name of the parent compound. When -SH is not the principal group, the prefix "mercapto-" is placed before the name of the parent compound to denote an unsubstituted -SH group. Conjunctive names are formed in accordance with the rules of Subsection C-0.5.

Note: "Thiol" is not to be confused with "thiole" which denotes a five-membered ring embodying one sulfur atom (see Rule B-1).

Examples to Rule C-511.1

511.2 - The use of "thio-" prefixed to the trivial name of a phenol, indicating replacement of the hydroxylic oxygen by sulfur, may be continued in simple instances, but the nomenclature of Rule C-511.1 is preferred.

Examples to Rule C-511.2

511.3 - Salts of thiols are named analogously to salts of hydroxy compounds (see Rule C-206), with "thiolate" in place of "olate", or "sulfide" in place of "oxide".

Example to Rule C-511.3

511.4 - When "mercapto-" is used as a prefix in the name of a thiol the salts of the latter are named by use of the prefix "sulfido-" for

Example to Rule C-511.4

511.5 - When radicofunctional nomenclature is used for a compound RSH, the name of the radical R is followed by the functional class name hydrosulfide.

Example to Rule C-511.5

See Recommendations'93 R-5.5.1.2

Next:
Thiols and related compounds Rule C-513, Rule C-514, Rule C-515
Sulfenic Acids and Their Derivatives Rule C-521
Thioaldehydes (Monomeric), Tioketones, and Tioacetals Rule C-531, Rule C-532, Rule C-533
Thiocarboxylic Acids and Thiocarbonic Acid Derivatives Rule C-541, Rule C-542, Rule C-543 , Rule C-544, Rule C-545, Rule C-546, Rule C-547 , Rule C-548
Sulfonium Compounds Rule C-551

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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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