3786. Ethyl Cyanoacetate

Nomenclature

CAS number: 105-56-6
2-Cyanoacetic acid ethyl ester; cyanoacetic ester; ethyl cyanoethanoate; malonic acid ethyl ester nitrile.
C5H7NO2; mol wt 113.11.
C 53.09%, H 6.24%, N 12.38%, O 28.29%.

Description and references

Made by the interaction of sodium cyanide and chloroacetic acid and subsequent esterification of the cyanoacetic acid formed: Kohler, Allen, Org. Synth. 3, 53 (1923); Inglis, ibid. 8, 74 (1928).

Chemical structure

Properties

Liquid. Slight, pleasant odor. d425 1.0560; d450 1.0306; d470 1.0110. mp -22°. bp760 206.0°; bp100 152.8°; bp40 133.8°; bp20 119.8°; bp10 106.0°; bp5 93.5°; bp1.0 67.8°. nD20.5 1.41793. Insol in water. Miscible with alcohol, ether; sol in ammonia water, aq solns of alkalies.