carbamoyl chloride Property

Melting point:

90℃

Boiling point:

bp 61-62° (decompn)

Density 

1.3273 (rough estimate)

refractive index 

1.4480 (estimate)

pka

11.60±0.50(Predicted)

Hazard and Precautionary Statements (GHS)

carbamoyl chloride Chemical Properties,Usage,Production

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.

Uses

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

Uses

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℃.