601. (2S)-1-Bromo-2-methylbutane

Nomenclature

CAS number: 534-00-9
(S)-(+)-1-bromo-2-methylbutane; (S)-2-methyl-1-bromobutane; d-amyl bromide.
C5H11Br; mol wt 151.04.
C 39.76%, H 7.34%, Br 52.90%.

Description and references

Prepn: W. Marckwald, Ber. 37, 1038 (1904); H. O. Jones, J. Chem. Soc. 87, 135 (1905). Prepn and use in asymmetric synthesis: R. L. Letsinger, J. Am. Chem. Soc. 70, 406 (1948); G. Y. Brokaw, W. R. Brode, J. Org. Chem. 13, 194 (1948).

Chemical structure

Properties

Colorless oil. Flammable; irritant. d420 1.221. bp 120-121°. nD25 1.4425. [α]D25 +3.84°. Flash pt, closed cup: 71.6°F (22°C). Practically insol in water. Sol in alcohol, ether.

Use

Reagent in organic synthesis.