CYCLODODECYLAMINE

Chemical Properties

CLEAR SLIGHTLY YELLOW LIQUID AFTER MELTING

Production Methods

Cyclododecylamine is produced by reduction of cyclododecanone oxime with sodium and an alcohol, by catalytic reduction of nitrocyclododecane with hydrogen, by Ritter reaction of cyclododecene with hydrocyanic acid, or by hydrogenation of cyclododecanone under amination conditions. The reaction of cyclododecylamine with propylene oxide leads to a product that can undergo cyclization to give the fungicide Dodemorph (BASF). The compound behaves chemically as a primary amine.

Purification Methods

It can be purified via the hydrochloride salt m 274-275o (from EtOH) or the picrate m 232-234o, and the free base is distilled preferably at water-pump vacuum [Prelog et al. Helv Chim Acta 33 365 1950].