1563. tert-Butyl Chloroacetate

Nomenclature

CAS number: 107-59-5
2-Chloroacetic acid 1,1-dimethylethyl ester; t-butyl chloroacetate; chloroacetic acid tert-butyl ester.
C6H11ClO2; mol wt 150.60.
C 47.85%, H 7.36%, Cl 23.54%, O 21.25%.

Description and references

Prepd by reacting monochloroacetic acid and isobutylene in dioxane in the presence of sulfuric acid: Johnson et al., J. Am. Chem. Soc. 75, 4995 (1953); from tert-butyl alcohol, chloroacetyl chloride and dimethylaniline: Baker, Org. Synth. 24, 21 (1944).

Chemical structure

Properties

Liquid, bp 155° (dec); bp11 48-49°; bp16-17 56-57°. nD25 1.4204-1.4210; nD20 1.4259-1.4260. Hydrolyzes to tert-butyl alcohol and chloroacetic acid.

Use

In the glycidic ester condensation.