|Preferred IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Appearance||clear to yellowish liquid|
|Odor||strong, fishy, amine odor|
|Melting point||−17.7 °C (0.1 °F; 255.5 K)|
|Boiling point||134.5 °C (274.1 °F; 407.6 K)|
|Solubility||very soluble in ethanol, oil |
miscible in ethers, acetone, esters, alcohol, ketones
|Vapor pressure||11 mmHg (20° C)|
Refractive index (nD)
|GHS Signal word||Danger|
|H226, H302, H312, H314, H361|
|P201, P202, P210, P233, P240, P241, P242, P243, P260, P264, P270, P280, P281, P301+312, P301+330+331, P302+352, P303+361+353, P304+340, P305+351+338, P308+313, P310, P312, P321, P322, P330|
|NFPA 704 (fire diamond)|
|Flash point||28.6 °C (83.5 °F; 301.8 K)|
|293 °C (559 °F; 566 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (median dose)
|156 mg/kg (rat, oral)|
|NIOSH (US health exposure limits):|
|TWA 10 ppm (40 mg/m3)|
IDLH (Immediate danger)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
Cyclohexylamine is an organic compound, belonging to the aliphatic amine class. It is a colorless liquid, although, like many amines, samples are often colored due to contaminants. It has a fishy odor and is miscible with water. Like other amines, it is a weak base, compared to strong bases such as NaOH, but it is a stronger base than its aromatic analog, aniline.
It is a useful intermediate in the production of many other organic compounds (e.g cyclamate)
- C6H5NH2 + 3 H2 → C6H11NH2
Cyclohexylamine is used as an intermediate in synthesis of other organic compounds. It is the precursor to sulfenamide-based reagents used as accelerators for vulcanization. It is a building block for pharmaceuticals (e.g., mucolytics, analgesics, and bronchodilators). The amine itself is an effective corrosion inhibitor. Some sweeteners are derived from this amine, notably cyclamate. The herbicide hexazinone and the anesthetic hexylcaine are derived from cyclohexylamine.
LD50 (rat; p.o.) = 0.71 ml/kg
It is corrosive. Cyclohexylamine is listed as an extremely hazardous substance as defined by Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act. It has been used as a flushing aid in the printing ink industry.
The National Institute for Occupational Safety and Health has suggested workers not be exposed to a recommended exposure limit of over 10 ppm (40 mg/m3) over an eight-hour workshift.
- Merck Index, 11th Edition, 2735.
- NIOSH Pocket Guide to Chemical Hazards. "#0168". National Institute for Occupational Safety and Health (NIOSH).
- H. K. Hall, J. Am. Chem. Soc. (1957) 79 5441.
- Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001.
- The Merck Index, 10th Ed. (1983) p.392, Rahway: Merck & Co.
- Apps, E. A. (1958). Printing Ink Technology. London: Leonard Hill [Books] Limited. pp. ix.