1544. sec-Butylamine

Nomenclature

CAS number: 13952-84-6
2-Butanamine; 2-aminobutane; Frucote; Deccotane; Tutane.
C4H11N; mol wt 73.14.
C 65.69%, H 15.16%, N 19.15%.

Description and references

Prepn by reduction of ethyl methyl ketoxime: Lycan et al., Org. Synth. coll. vol. II, 319 (1943). Manuf: Taylor et al., US 2636902 (1953 to I.C.I.); Thurston, US 2689868 (1954 to Am. Cyanamid). Resolution of dl-form: Leithe, Ber. 63, 800 (1930); Bruck et al., J. Chem. Soc. 1956, 921. Toxicity: Goldenthal, Toxicol. Appl. Pharmacol. 18, 204 (1971).

Chemical structure

Derivative

dl-Form.

Properties

Liquid, bp 63°. mp -104°. d420 0.724. nD20 1.394. Miscible with water, alc. LD50 orally in rats: 380 mg/kg (Goldenthal).

Derivative

d-Form.

Nomenclature

CAS number: 513-49-5
(2S)-2-Butanamine.

Properties

Liquid, bp 63°. d415 0.7308. n415 1.3963. [α]D15 +7.80° (neat).

Derivative

l-Form.

Nomenclature

CAS number: 13250-12-9
(2R)-2-Butanamine.

Properties

Liquid, bp 63°. d419 0.728. [α]D19 -7.64°.

Caution

Irritating to skin and mucous membranes.

Use

Agricultural fungistat.