Synthesis of dichloromethyl chloroformate

Preparation of dichloromethyl chloroformate

Alternative Names: Chloroformic acid dichloromethyl ester

Preparation of dichloromethyl chloroformate (Chloroformic acid dichloromethyl ester)

Preparation of dichloromethyl chloroformate (Chloroformic acid dichloromethyl ester)

100 g methyl formate are placed in a 250 ml flask fitted with a reflux condenser and a glass inlet tube for chlorine, and the whole weighed. The contents of the flask are heated to boiling and then a current of chlorine introduced, exposing the reacting substances to direct sunlight as far as possible, or to the light from a 500-watt lamp. By properly regulating the temperature and the addition of the chlorine and occasionally weighing the flask and its contents it is possible to obtain dichloro-derivative. The reaction product is fractionally distilled under reduced pressure. Dichloromethyl chloroformate id a colorless liquid, boiling at 110-111° C at 760 mm., and at 54-55°/100 mm, d=1.56 g/ml at 15° C.

J. prakt. Chem., 1887, 36, 213-305; Bull. soc. chim., 1920, 27, 97; Rev. prod, chim., 1922, 25, 685;
The war gases chemistry and analysis, by M. Sartory, 102, 1939

IUPAC Name

dichloromethyl carbonochloridate

InChI

InChI=1S/C2HCl3O2/c3-1(4)7-2(5)6/h1H

InChI Key

YVKCOQLZFIMUEP-UHFFFAOYSA-N

Canonical SMILES

C(OC(=O)Cl)(Cl)Cl

Depositor-Supplied Synonyms

SCHEMBL2291494, CTK8H6525, Chloroformicaciddichloromethylester, 22128-63-8

Removed Synonyms

Dichloromethyl Chloroformate, CID10103469

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