4697. 1-Hexanol

Nomenclature

CAS number: 111-27-3
n-Hexyl alcohol; amylcarbinol; pentylcarbinol; 1-hydroxyhexane.
C6H14O; mol wt 102.17.
C 70.53%, H 13.81%, O 15.66%.

Description and references

Occurs as the acetate in seeds and fruits of Heracleum sphondylium L. and H. giganteum Fisch., Umbelliferae. Lab prepn by the action of butylmagnesium bromide on ethylene oxide: Dreger, Org. Synth. coll. vol. I, 306 (2nd ed., 1941). Reduction of 1,3-hexadienal with iron wire in the presence of nickel acetate: Zeisel, Neuwirth, Ann. 433, 127 (1923); cf. Baumgarten, Glatzel, Ber. 59, 2659 (1926); Kuhn, Hoffer, Ber. 63, 2165 (1930). Industrial prepn by reducing ethyl caproate with sodium in abs alcohol: Bouveault, Blanc, DE 164294 (1903). Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 4, 119 (1951).

Chemical structure

Properties

Liquid. d425 0.8153; d435 0.8082. mp 51.6°. bp760 157°; bp400 138°; bp200 119.6°; bp100 102.8°; bp60 92°; bp40 83.7°; bp20 70.3°; bp10 58.2°; bp5 47.2°; bp1.0 24.4°. nD25 1.4162. Absorption spectrum: Massol, Faucon, Bull. Soc. Chim. [4] 11, 932. Flash pt, closed cup: 145°F (63°C). Slightly sol in water; miscible with alcohol, ether. LD50 orally in rats: 4.59 g/kg (Smyth).

Use

Manuf antiseptics, hypnotics.