4662. 2-Heptanol

Nomenclature

CAS number: 543-49-7
Amylmethylcarbinol; (±)-2-heptanol; 2-hydroxyheptane.
C7H16O; mol wt 116.20.
C 72.35%, H 13.88%, O 13.77%.

Description and references

Occurs in oil of cloves: Masson, Compt. Rend. 149, 630 (1910). Prepd by the action of amylmagnesium bromide on acetaldehyde: Henry, de Wael, Rec. Trav. Chim. 28, 446 (1909); by the reduction of methyl amyl ketone with sodium in alcoholic soln: Thoms, Mannich, Ber. 36, 2544 (1903); Pickard, Kenyon, J. Chem. Soc. 99, 58 (1911); 105, 849 (1914); Whitmore, Otterbacher, Org. Synth. 10, 60 (1930); by the action of Penicillium palitans on coconut oil: Stokoe, Biochem. J. 22, 82, 84 (1928). Toxicity data: Smyth et al., Arch. Ind. Hyg. Occup. Med. 10, 61 (1954).

Chemical structure

Properties

Liquid. d0 0.8344; d20 0.8193. bp760 158-160°. nD 1.42131. Almost insol in water: 3.5 g/l. Sol in alc, ether, benzene. LD50 orally in rats: 2.58 g/kg (Smyth).

Derivative

(2S)-Form.

Nomenclature

CAS number: 6033-23-4

Properties

Liquid. d420 0.8190; d435 0.8050; d451 0.7920; d464 0.7815; d4110 0.7417. bp20 73.5°. [α]D20 +11.45° (1.039 g in 20 ml abs ethanol); [α]420 +13.71° (0.992 in 20 ml benzene).

Derivative

(2R)-Form.

Nomenclature

CAS number: 6033-24-5

Properties

Liquid. d420 0.8184. bp23 74.5°. [α]D17 10.48°.