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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.
Gefahrenhinweise (EU): 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.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.