3095. Dicyclohexylamine

Nomenclature

CAS number: 101-83-7
N-Cyclohexylcyclohexanamine; dodecahydrodiphenylamine.
C12H23N; mol wt 181.32.
C 79.49%, H 12.79%, N 7.72%.

Description and references

Prepn by hydrogenation of equimolar amounts of cyclohexanone and cyclohexylamine: C. F. Winans, H. Adkins, J. Org. Chem. 54, 306 (1932); R. M. Robinson, W. C. Braaten, US 3154580 (1964 to Abbott). Forms crystalline derivatives with N-protected amino acids: E. Klieger et al., Ann. 640, 157 (1961). Review: T. S. Carswell, H. L. Morrill, Ind. Eng. Chem. 29, 1265 (1937).

Chemical structure

Properties

Liquid. Faint fishy odor. d2525 0.9104. mp -0.1°. pKa 10.4. bp760 255.8°; bp300 214.5°; bp200 199.0°; bp100 174.4°; bp50 154.3°; bp25 135.4°; bp11 121°; bp4 99.3°; bp1.0 83°. nD25 1.4823. Flash pt: 110°C. Corrosive. Strong base. Sparingly sol in water; sol in the usual organic solvents. Miscible with cyclohexylamine. Readily forms adducts with solvents.

Caution

A skin irritant and possible sensitizer.

Use

Industrial solvent; corrosion inhibitor.