Английская Википедия:Dithiocarboxylic acid

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Dithiocarboxylic acids are organosulfur compounds with the formula Шаблон:Chem2. They are the dithia analogues of carboxylic acids. A closely related and better studied family of compounds are the monothiocarboxylic acids, with the formula Шаблон:Chem2.[1]

Dithiocarboxylic acids are about 3x more acidic than the monothiocarboxylic acids. Thus, for dithiobenzoic acid pKa = 1.92.[2] Such compounds are commonly prepared by the reaction of carbon disulfide with a Grignard reagent:[3]

Шаблон:Chem2
Шаблон:Chem2

This reaction is comparable to the formation of carboxylic acids using a Grignard reagent and carbon dioxide. Dithiocarboxylate salts readily S-alkylate to give dithiocarboxylate esters:[4]

Шаблон:Chem2

Aryldithiocarboxylic acids, e.g., dithiobenzoic acid, chlorinate to give the thioacyl chlorides.

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