6030. 2-Methyl-1-butanol

Nomenclature

CAS number: 137-32-6
Active amyl alcohol; dl-sec-butyl carbinol.
C5H12O; mol wt 88.15.
C 68.13%, H 13.72%, O 18.15%.

Description and references

One of the major components of fusel oil, q.v. Prepn: Hawthorne, J. Org. Chem. 23, 1788 (1958); GB 883375 (1961 to Continental Oil). Isoln of ()-form by fractional distillation of fusel oil: Milburn, Truter, J. Chem. Soc. 1954, 3344. Prepn of (+)-form: Carnmalm, Chem. Ind. (London) 1956, 1093. Toxicity study: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 23, 95 (1962). Review of manuf by fractionation of fusel oil and via chlorination of pentanes, and properties: Industrial Chemicals, W. L. Faith et al., Eds. (John Wiley, New York, 2nd ed., 1957) pp 107-114.

Chemical structure

Properties

Liquid, bp 128°. d420 0.816. nD25 1.4104. Flash pt, open cup: 122°F (50°C). Slightly sol in water (3.6 g/100 g at 30°); misc with alcohol, ether. LD50 orally in rats: 4.92 ml/kg (Smyth).

Derivative

()-Form.

Nomenclature

CAS number: 1565-80-6
(2S)-2-Methyl-1-butanol.

Properties

[α]D20 4.75°.

Derivative

(+)-Form.

Nomenclature

CAS number: 616-16-0
(2R)-2-Methyl-1-butanol.

Properties

d2020 0.826. nD20 1.411.