1574. sec-Butyl Iodide

Nomenclature

CAS number: 513-48-4
2-Iodobutane.
C4H9I; mol wt 184.02.
C 26.11%, H 4.93%, I 68.96%.

Description and references

Prepn of dl-form from 2-butanol: Kornblum et al., J. Am. Chem. Soc. 77, 5528 (1955); from dibutyl ether: Long, Freeguard, Chem. Ind. (London) 1965, 223. Prepn of d-form from l-butanol: Kenyon et al., J. Chem. Soc. 1935, 1072. Prepn of l-form from d-2-butanol: Levene, Rothen, J. Biol. Chem. 115, 415 (1936); Kornblum et al., J. Am. Chem. Soc. 70, 746 (1948).

Chemical structure

Derivative

dl-Form.

Properties

Liquid, rapidly turns brown on exposure to light. bp 120°. mp -104°. d420 1.592, nD20 1.4991: Vogel, J. Chem. Soc. 194, 636. Practically insol in water. Sol in alc, ether. Protect from light.

Derivative

l-Form.

Nomenclature

CAS number: 22156-92-9
(2R)-2-Iodobutane.

Properties

Liquid, bp 118°. d420 1.596, nD20 1.495, [α]D24 -15.9° (neat); also reported as [α]D17 -31.98° (Kornblum et al.).