carbamoyl chloride

carbamoyl chloride Structure
CAS No.
463-72-9
Chemical Name:
carbamoyl chloride
Synonyms
carbamic chloride;carbamyl chloride;Urea chloride;chloroformamide;carbamoyl chloride;N-Carbamic chloride;Carbaminoyl chloride;Carbamic chloride (9CI);Cariprazine Impurity 18;Methylparaben Impurity 18
CBNumber:
CB9921638
Molecular Formula:
CH2ClNO
Molecular Weight:
79.49
MOL File:
463-72-9.mol
Modify Date:
2023/10/21 17:05:22

carbamoyl chloride Properties

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)

carbamoyl chloride Chemical Properties,Uses,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 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.

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chloroformamide Carbaminoyl chloride Urea chloride carbamoyl chloride N-chloro-N-methylformamide Carbamic chloride (9CI) N-Carbamic chloride carbamic chloride carbamyl chloride Cariprazine Impurity 18 Methylparaben Impurity 18 Cariprazine Impurity 10 (Carbamoyl Chloride) 463-72-9 CH2ClNO H2NCOC1 H2NCOCl CH3NH2COCl