Carbamic chloride

HCID 68048CAS 463-72-9

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Basic information

Standard SMILES: NC(=O)Cl
InChIKey: CKDWPUIZGOQOOM-UHFFFAOYSA-N
Molecular formula: CH2ClNO
Average molar mass: 79.48 g/mol
Monoisotopic mass: 78.98249136

Overview

Carbamyl chloride is an organonitrogen compound.

Names & identifiers

Preferred name: Carbamic chloride
IUPAC: carbamoyl chloride
English name: Carbamic chloride
Molecular formula: CH2ClNO
Molecular weight: 79.49

Names & synonyms

Carbamyl chloride463-72-9Carbamic chlorideA3M01P14SMRefChem:1080984207-342-1Carbamoyl chlorideCarbamic chloride (9CI)carbamic acid chloridechloroformamideurea chloridecarbamoylchloride

Show more names

N-Carbamic chlorideCariprazine Impurity 18Methylparaben Impurity 18

Carbonochloridimidic acid1-CHLOROFORMAMIDECARBAMINOYL CHLORIDEUNII-A3M01P14SMSCHEMBL1013913011-47-7SCHEMBL991031CARBAMYL CHLORIDE [MI]

Database identifiers

CAS: 463-72-9
PubChem CID: 68048
DTXSID: DTXSID40963544
ChEBI: CHEBI:192410
UNII: A3M01P14SM
EC Number: 207-342-1
Nikkaji: J2.592E

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 43.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 4
Formal charge: 0
Complexity: 35

Physicochemical properties

Melting point: 90 ℃ · 90℃
Boiling point: 61 · bp 61-62° (decompn)
Density: 1.3273 · 1.3273 (rough estimate)
refractive index: 1.448 · 1.4480 (estimate)
pka: 11.6 · 11.60±0.50(Predicted)
FDA UNII: 3 M01P14SM · A3M01P14SM

Chemistry & industry

Applications · 2 items

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

UsesCarbamoyl 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.