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Cyclohexylamine is a useful as an intermediate in organic synthesis. It acts as a precursor to prepare pendant-armed dialdehydes, bromohexine HCl and sulfenamide-based reagents. It is widely used in the production of vulcanization accelerators like N-cyclohexyl-2-benzothiazole sulfonamide (CBS) and artificial sweeteners (cyclamates). As a corrosion inhibitor, it is used in the treatment of boiler water and prevents corrosion of metal surfaces that arise due to dissolved carbon dioxide. It is involved as a solvent in the synthesis of an inorganic-organic hybrid semiconductor, ZnS/CHA (CHA = cyclohexylamine) nanocomposites.
For protection of an aldehyde as its cyclohexyl imine, see, e.g.: Org. Synth. Coll., 8, 586 (1993). Cyclohexyl imines of aldehydes have found use in the directed aldol synthesis: reaction with a less reactive ketone takes place in preference to self-condensation of the aldehyde. See, e.g.: Org. Synth. Coll., 6, 901 (1988):
Darkhalil, I. D.; Klaassen, J. J.; Deodhar, B. S.; Gounev, T. K.; Durig, J. R. Conformational stability, infrared and Raman spectra, vibrational assignments, and theoretical calculations of cyclohexylamine. J. Mol. Struct. 2015, 1088, 169-178.
Horvath, B.; Kaszonyi, A.; Rakottyay, K.; Vajicek, S.; Lepesova, L.; Seemann, L.; Stolcova, M. Towards the mechanism of the oxidation of cyclohexylamine by molecular oxygen over alumina-based catalysts. React. Kinet. Mech. Catal 2015, 115 (1), 231-250.
Hazard Statements: H226-H302-H312-H314-H361
Flammable liquid and vapour. Harmful if swallowed. Harmful in contact with skin. Causes severe skin burns and eye damage. Suspected of damaging fertility or the unborn child.
Precautionary Statements: P260u-P201-P280a-P304+P340-P405-P501a
Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.