Definition

ChEBI: A tertiary amine consisting of cyclohexane having a dimethylamino substituent.

Production Methods

N,N-Dimethylcyclohexylamine is manufactured either by the reaction of methyl chloride or formaldehyde and hydrogen with cyclohexylamine (HSDB 1989).

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 2897, 1971 DOI: 10.1021/ja00741a013Organic Syntheses, Coll. Vol. 6, p. 499, 1988

General Description

Colorless liquid with a musky ammonia odor. Less dense than water.

Air & Water Reactions

Highly flammable. Water soluble.

Reactivity Profile

N,N-Dimethylcyclohexylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

Inhalation of high concentration of vapor will will produce irritation of the respiratory tract and lungs. Inhalation of large quantities of vapor may be fatal.

Industrial uses

This amine is used as a catalyst in the production of polyurethane foams. It is also used as an intermediate for rubber accelerators and dyes and in the treatment of textiles.

Safety Profile

Poison by ingestion. Moderately toxic by inhalation. Whenheated to decomposition it emits toxic fumes of NOx

Metabolism

There is no record of any metabolic studies with MTV-dime thy ley clohexylamine. However, one can predict that it would be oxidized to the N-oxide by either a cytochrome P-450 system (Damani 1982) or the flavin-containing monooxygenase (Ziegler 1988). Mixed function oxidase enzymes would be expected to produce demethylation (Lindeke and Cho 1982). Many studies describe the metabolism of the parent compound cyclohexylamine (Henderson 1990).