carbamoyl chloride

Chemical properties

Carbamoyl chloride, H2N – COCl, is unstable; it may be stabilized by Lewis acids (e.g., aluminum chloride) as adducts and in this form can be used in the Friedel-Crafts acylation of arenes. Since many of the monosubstituted carbamoyl chlorides also deteriorate on storage, the corresponding isocyanates are used instead. Disubstituted carbamoyl chlorides are stable and can be stored for prolonged periods.

Physical properties

The simple carbamoyl chlorides are colorless liquids or solids, usually with pungent odor.

The Uses of carbamoyl chloride

Carbamoyl chloride can be used as an intermediate for carbamate pesticides.

The Uses of carbamoyl chloride

Carbamoyl chlorides are intermediates with many uses. Of primary industrial importance are the reactions with alcohols, phenols, and oximes to give carbamic acid esters; with thiols (mercaptans) to give thiocarbamates; with amines and hydroxylamines to give substituted ureas; and with imidazoles and triazoles to give carbamoyl azoles.

Definition

ChEBI: Carbamyl chloride is an organonitrogen compound.

Synthesis

Carbamoyl chloride can be synthesized from methylamine and phosgene at 200-240℃.