290. Allyl Cyanide

Nomenclature

CAS number: 109-75-1
3-Butenenitrile; vinylacetonitrile; β-butenonitrile.
C4H5N; mol wt 67.09.
C 71.61%, H 7.51%, N 20.88%.

Description and references

Found in some mustard oils. Prepd by treating dry CuCN with allyl bromide: Bruylants, Bull. Soc. Chim. Belg. 31, 175 (1922); Supniewski, Salzberg, Org. Synth. coll. vol. I, 46 (2nd ed., 1941). Toxicity study: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 30, 470 (1969).

Chemical structure

Properties

Liquid. Agreeable onion-like odor. Stable to heat. d420 0.8341. mp 87°. bp760 119°; bp400 98°; bp200 78°; bp100 60.2°; bp60 48.8°; bp40 40.0°; bp20 26.6°; bp10 14.1°; bp5 2.9°; bp1.0 19.6°. nD20 1.4060. Absorption spectrum in hexane, water and dil alkali: Bruylants, Castille, op. cit. 34, 265; Chem. Zentralbl. 1926, I, 1962. LD50 orally in rats: 0.115 g/kg (Smyth).