2110. Chloroacetamide

Nomenclature

CAS number: 79-07-2
2-Chloroacetamide.
C2H4ClNO; mol wt 93.51.
C 25.69%, H 4.31%, Cl 37.91%, N 14.98%, O 17.11%.
ClCH2CONH2.

Description and references

Prepn from ethyl chloroacetate and ammonia: Jacobs, Heidelberger, Org. Synth. coll. vol. I, 153 (2nd ed., 1941); from chloroacetyl chloride and ammonium acetate: Finan, Fothergill, J. Chem. Soc. 1962, 2824.

Properties

Crystals from water, mp 119-120°. bp ≈225° (dec). Sol in 10 parts water, 10 parts abs alc; very slightly sol in ether. Two isomorphous crystalline modifications: α-form, “stable form”, obtained by sublimation and by crystallization from nonpolar solvents; β-form, “unstable form”, obtained by quenching the melt or by crystallization from polar solvents, see Katayama, Acta Crystallogr. 9, 986 (1956); 10, 468 (1957); B. Kalyanaraman et al., J. Cryst. Mol. Struct. 8, 175 (1978).