2601. Crotyl Alcohol

Nomenclature

CAS number: 6117-91-5
2-Buten-1-ol; crotonyl alcohol.
C4H8O; mol wt 72.11.
C 66.62%, H 11.18%, O 22.19%.

Description and references

Prepn by reduction of crotonaldehyde: Nystrom, Brown, J. Am. Chem. Soc. 69, 1197 (1947); Olivier, Young, ibid. 81, 5811 (1959); Smith, Holm, US 2761883; Finch, Furman, US 2763696 (both 1956 to Shell); Foreman, US 3109865 (1963 to Standard Oil Co., Ohio). Prepn of (E) and (Z)-forms: Hatch, Nesbitt, J. Am. Chem. Soc. 72, 727 (1950); Hiskey et al., J. Org. Chem. 21, 429 (1956); of (Z)-form only: Clarke, Crombie, Chem. Ind. (London) 1957, 143. Toxicity study: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962).

Chemical structure

Properties

Liquid, bp 122°. d420 0.8532. nD20 1.4285. Sol in 6 parts water; misc with alc. LD50 orally in rats: 0.93 ml/kg (Smyth).

Derivative

(E)-Form.

Nomenclature

CAS number: 504-61-0

Properties

Liquid, bp 121.2°. d425 0.8454. nD20 1.4289, nD25 1.4270.

Derivative

(Z)-Form.

Nomenclature

CAS number: 4088-60-2

Properties

Liquid, bp 123.6°. mp -90.15°. d420 0.8662. nD20 1.4342.