1801. Carbobenzoxy Chloride

Nomenclature

CAS number: 501-53-1
Carbonochloridic acid phenylmethyl ester; benzyl chloroformate; chloroformic acid benzyl ester; benzylcarbonyl chloride.
C8H7ClO2; mol wt 170.59.
C 56.33%, H 4.14%, Cl 20.78%, O 18.76%.

Description and references

Prepn by action of phosgene absorbed in toluene on benzyl alcohol: Carter et al., Org. Synth. 23, 13 (1943); by reacting carbonyl chloride and benzyl alcohol at -20 to -30°: Farthing, J. Chem. Soc. 1950, 3213.

Chemical structure

Properties

Oily liquid; acrid odor; lacrimator. bp20 103°; bp7 85-87°. Dec to CO2 and benzyl chloride upon heating at 100-155°.

Use

In peptide synthesis to block the amino group.