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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Miscible with water, ethanol, ethers, acetone, alcohol and ketones.
Notes
Air and moisture sensitive. Incompatible with strong oxidizing agents, carbon dioxide, sodium hypochlorite, organic acids, mineral acids and peroxides.
RUO – Research Use Only
General References:
- 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.