1561. sec-Butyl Chloride
Nomenclature
CAS number: 78-86-4
2-Chlorobutane; 2-chloro-3-methylpropane. C4H9Cl; mol wt 92.57.
C 51.90%, H 9.80%, Cl 38.30%.
Description and references
Prepn from sec-butyl alcohol, hydrochloric acid and ZnCl2: Norris, Taylor, J. Am. Chem. Soc. 46, 753 (1924) DOI; Copenhaver, Whaley, Org. Synth. coll. vol. I, 143 (1941); from sec-butyl alcohol and PCl3: Coulson et al., J. Chem. Soc. 1965, 2364 DOI. Prepn of optically pure isomers: Goodwin, Hudson, J. Chem. Soc. B 1968, 1333 DOI. Toxicity data: H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 30, 470 (1969) PubMed.
Derivative
dl-Form.Properties
Liquid; pleasant, ethereal odor. d420 0.871. bp 68°. nD20 1.3960; nD25 1.3953. Flammable. One gram dissolves in 1000 ml water at 25°; misc with alcohol, ether. LD50 orally in rats: 20.0 ml/kg (Smyth).Derivative
d-Form.Nomenclature
CAS number: 22156-91-8
(2S)-2-Chlorobutane. Properties
nD20 1.3963. αD20 +30.8°. Flammable.Derivative
l-Form.Nomenclature
CAS number: 22157-31-9
(2R)-2-Chlorobutane.