Dithiobenzoic acid

Dithiobenzoic acid is the organosulfur compound with the formula C6H5CS2H.

It can be prepared by sulfiding benzotrichloride:[2] It also arises by the reaction of the Grignard reagent phenylmagnesium bromide with carbon disulfide, followed by acidification:[3] It is about 100x more acidic than benzoic acid.

Its conjugate base, dithiobenzoate, undergoes S-alkylation to give dithiocarboxylate esters.

[2] Similarly, dithiobenzoate reacts with "soft" metal salts to give complexes, e.g. Fe(S2CC6H5)3 and Ni(S2CC6H5)2.

Chlorination of dithiobenzoic acid gives the thioacyl chloride C6H5C(S)Cl.

Structure of the trimer [Ni(S 2 CPh) 2 ] 3 . [ 4 ]