CYCLOHEXYLAMINE
Cyclohexanamine; Aminocyclohexane; CHA; Cyclohexylamine; Hexahydrobenzenamine; Aminohexahydrobenzene; Hexahydroaniline; 1-Aminocyclohexane; 1-Cyclohexylamine;
Cyclohexylamine appears as a clear colorless to yellow liquid with an odor of ammonia. Flash point 90°F.
Irritates the eyes and respiratory system. Skin contact may cause burns. Less dense than water. Vapors heavier than air.
Toxic oxides of nitrogen produced during combustion.
Cyclohexylamine is a primary aliphatic amine consisting of cyclohexane carrying an amino substituent. It has a role as a human xenobiotic metabolite and a mouse metabolite. It is a conjugate base of a cyclohexylammonium.
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.
Preparation
Cyclohexylamine is produced by two routes, the main one being the complete hydrogenation of aniline using some cobalt- or nickel-based catalysts:
C6H5NH2 + 3 H2 → C6H11NH2
It is also prepared by alkylation of ammonia using cyclohexanol.
It is a useful intermediate in the production of many other organic compounds (e.g cyclamate)
Applications
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
CAS Number: 108-91-8
IUPAC name: Cyclohexanamine
Other names
Aminocyclohexane
Aminohexahydrobenzene
Hexahydroaniline
Hexahydrobenzenamine
CYCLOHEXYLAMINE
Cyclohexanamine
108-91-8
Aminocyclohexane
Hexahydroaniline
Hexahydrobenzenamine
Aminohexahydrobenzene
Cyclohexyl amine
1-Cyclohexylamine
1-Aminocyclohexane
Aniline, hexahydro-
Benzenamine, hexahydro-
Aminocylcohexane
Cyclohexylamines
cyclohexyl-amine
UNII-I6GH4W7AEG
1-AMINO-CYCLOHEXANE
CCRIS 3645
HSDB 918
cyclohexaneamine
Cyclohexylamine.HCl
EINECS 203-629-0
UN2357
I6GH4W7AEG
BRN 0471175
Cyclohexylamin
Cyclohexylamine [UN2357] [Corrosive]
DSSTox_GSID_23996
CAS-108-91-8
HAI
cylohexylamine
cyclohexylarnine
cyclo-hexylamine
cyclohexane-amine
n-cyclohexylamine
cyclohexanyl amine
Hexahydro-Aniline
monocyclohexylamine
4-Cyclohexylamine
Cyclohexylamine,(S)
Hexahydro-Benzenamine
Cyclohexanamine, 9CI
CyNH2
ACMC-1BUGG
Cyclohexylamine, 99.5%
$l^{1}-azanylcyclohexane
bmse000451
EC 203-629-0
Chemical formula: 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
Boiling point: 134.5 °C
Solubility in water: Miscible
Solubility: very soluble in ethanol, oil
miscible in ethers, acetone, esters, alcohol, ketones
Vapor pressure: 11 mmHg (20° C)
Acidity (pKa): 10.64[3]
Refractive index (nD): 1.4565
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.
1-Aminocyclohexane
1-Cyclohexylamine
Aminocyclohexane
Aminohexahydrobenzene
Aniline, hexahydro-
Benzenamine, hexahydro-
CHA
CHA (pl)
ciclo-hexilamina (pt)
cicloesilammina (it)
ciclohexilamina (es)
ciclohexilamină (ro)
cikloheksilamin (sl)
cikloheksilaminas (lt)
cikloheksilamīns (lv)
ciklohexil-amin (hu)
cikoheksilamin (hr)
cyclohexylamin (da)
Cyclohexylamin (de)
cyclohexylamine (fr)
cyclohexylamine (nl)
cykloheksylamin (no)
cykloheksyloamina (pl)
cyklohexylamin (cs)
cyklohexylamin (sv)
cyklohexylamín (sk)
sykloheksyyliamiini (fi)
tsükloheksüülamiin (et)
ċikloeżilammina (mt)
κυκλοεξυλαμίνη (el)
циклохексиламин (bg)
CAS names
Cyclohexanamine
Other
IUPAC names
cyclohexamine
Cyclohexanamine
cyclohexanamine
Cyclohexylamin
Cyclohexylamine
cyclohexylamine
Cyclohexylamine
cyclohexylamine
N-ethyl-1- phenylcyclohexan-1-amine
Trade names
1-AMINOCYCLOHEXAN
AMINOHEXAHYDROBENZOL
CHA
CYCLOHEXANAMIN
CYCLOHEXYLAMIN
CYCLOHEXYLAMINE
Cyclohexylamine
cyclohexylamine
HEXAHYDROANILIN