Thioacyl chloride

In organic chemistry, a thioacyl chloride is an organic compound containing the functional group −C(=S)Cl.

Their formula is usually written R−C(S)Cl, where R is a side chain.

Thioacyl chlorides are analogous to acyl chlorides, but much rarer and less robust.

The best studied is thiobenzoyl chloride, a purple oil first prepared by chlorination of dithiobenzoic acid with a combination of chlorine and thionyl chloride.

[1][2] A more modern preparation employs phosgene as the chlorinating agent;[3] this also generates carbonyl sulfide as a by-product: The most common thioacyl chloride is thiophosgene.

General structure of the thioacyl chloride functional group