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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-H301-H311-H314-H361f
Flammable liquid and vapour. Toxic if swallowed. Toxic in contact with skin. Causes severe skin burns and eye damage. Suspected of damaging fertility.
Precautionary Statements: P201-P202-P210-P233-P235-P240-P241-P242-P243-P260-P264b-P270-P271-P281-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P370+P378q-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Use personal protective equipment as required. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant