4690. Hexamethylene Glycol

Nomenclature

CAS number: 629-11-8
1,6-Hexanediol; 1,6-dihydroxyhexane.
C6H14O2; mol wt 118.17.
C 60.98%, H 11.94%, O 27.08%.

Description and references

Prepd by reduction of ethyl adipate with copper chromite: Lazier et al., Org. Synth. coll. vol. II, 325 (1943); from 2,5-tetrahydrofurandimethanol: Utne et al., US 3070633 (1962 to Merck & Co.). Toxicity study: C. P. Carpenter et al., Toxicol. Appl. Pharmacol. 28, 313 (1974).

Chemical structure

Properties

Crystals, mp 42.8°. bp760 208°; bp10 134°. nD25 1.4579. Dipole moment: 2.48 (dioxane). Sol in water, alcohol; sparingly sol in hot ether. LD50 orally in rats: 3.73 g/kg (Carpenter).

Derivative

Bis(3,5-dinitrobenzoate).

Nomenclature

CAS number: 99871-46-2
C20H18N4O12; mol wt 506.38.
C 47.44%, H 3.58%, N 11.06%, O 37.91%.

Properties

Crystals from dioxane + ethanol, mp 169-171°.

Use

Intermediate in the production of nylon; to make hexamethylenediamine, polyesters, polyurethans; in gasoline refining; as plasticizer.