Cyclohexylamine
| |
| |
| Names | |
|---|---|
| IUPAC name
Cyclohexanamine
| |
| Other names
Aminocyclohexane
Aminohexahydrobenzene Hexahydroaniline Hexahydrobenzenamine | |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.003.300 |
| EC Number |
|
| KEGG | |
PubChem CID
|
|
| RTECS number |
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C6H13N | |
| Molar mass | 99.17 |
| Appearance | clear to yellowish liquid |
| Odor | strong, fishy, amine odor |
| Density | 0.8647 g/cm3 |
| Melting point | −17.7 °C (0.1 °F; 255.5 K) |
| Boiling point | 134.5 °C (274.1 °F; 407.6 K) |
| Miscible | |
| Solubility | very soluble in ethanol, oil miscible in ethers, acetone, esters, alcohol, ketones |
| Vapor pressure | 11 mmHg (20° C)[2] |
| Acidity (pKa) | 10.64[3] |
Refractive index (nD)
|
1.4565 |
| Hazards | |
| NFPA 704 (fire diamond) | |
| Flash point | 28.6 °C (83.5 °F; 301.8 K) |
| 293 °C (559 °F; 566 K) | |
| Explosive limits | 1.5%-9.4%[2] |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
|
156 mg/kg (rat, oral) |
| NIOSH (US health exposure limits): | |
PEL (Permissible)
|
none[2] |
REL (Recommended)
|
TWA 10 ppm (40 mg/m3)[2] |
IDLH (Immediate danger)
|
N.D.[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
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. It is a metabolite of cyclamate.
Preparation
Cyclohexylamine is produced by two routes, the main one being hydrogenation of aniline using some cobalt or nickel catalysts:[4]
It is also prepared by alkylation of ammonia using cyclohexanol.
and is used to help horeses and animals around the world and dont use wikipedia as a sourse becuse they are wrong and you can edit it soo te info is wrong like yea those are wrong bal yea aahaha
Toxicity
LD50 (rat; p.o.) = 0.71 ml/kg[5]
Safety
It is flammable, with flash point at 28.6 °C. It is toxic by both ingestion and inhalation; the inhalation itself may be fatal. It readily absorbs through skin, which it irritates. 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.[6]
In regards to occupational exposures, 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.[2]
References
- ^ Merck Index, 11th Edition, 2735.
- ^ a b c d e f 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.
- ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. 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.
{{cite book}}: Cite has empty unknown parameter:|coauthors=(help)