Carbamoyl chloride

A carbamoyl chloride is the functional group with the formula R2NC(O)Cl.

The parent carbamoyl chloride, H2NCOCl is unstable, but many N-substituted analogues are known.

Most examples are moisture sensitive, colourless, and soluble in nonpolar organic solvents.

Carbamoyl chlorides are used to prepare a number of pesticides, e.g. carbofuran and aldicarb.

In a reaction that is typically avoided, hydrolysis of carbamoyl chlorides gives carbamic acids: Owing to the influence of the amino group, these compounds are less hydrolytically sensitive than the usual acid chlorides.