Cyclohexylamine

Cyclohexylamine[1]
IUPAC name

Cyclohexanamine
Other names

Aminocyclohexane
Aminohexahydrobenzene
Hexahydroaniline
Identifiers
CAS number 108-91-8 Y
PubChem 7965
ChemSpider 7677 Y
UNII I6GH4W7AEG Y
EC number 203-629-0
KEGG C00571 Y
ChEBI CHEBI:15773 Y
RTECS number GX0700000
Jmol-3D images Image 1
Properties
Molecular formula C6H13N
Molar mass 99.17 g mol−1
Appearance clear to yellowish liquid
Density 0.8647
Melting point

-17.7 °C, 255 K, 0 °F
Boiling point

134.5 °C, 408 K, 274 °F
Solubility in water Miscible
Acidity (pKa) 10.64[2]
Hazards
S-phrases S36 S37 S39
R/S statement R21 R23 R25 R36 R37 R38 R41
NFPA 704
3
3
0
Flash point 28.6 °C
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cyclohexylamine, also called hexahydroaniline, 1-aminocyclohexane, or aminohexahydrobenzene, is an organic chemical, an amine derived from cyclohexane. It is a clear to yellowish liquid with fishy odor, with melting point of −17.7 °C and boiling point 134.5 °C, miscible with water. Like other amines, it is of mildly alkaline nature, compared to strong bases such as NaOH, but it is a stronger base than aniline, which differs only in that its ring is aromatic. 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.

Cyclohexylamine is used as an intermediate in synthesis of some herbicides, antioxidants, accelerators for vulcanization, pharmaceuticals (e.g., mucolytics, analgesics, and bronchodilators), corrosion inhibitors, some sweeteners (the most notable one being cyclamate), etc. It has been used as a flushing aid in the printing ink industry.[3]

References

  1. ^ Merck Index, 11th Edition, 2735.
  2. ^ Hall, H.K., J. Am. Chem. Soc., 1957, 79, 5441.
  3. ^ Apps, E. A. (1958). Printing Ink Technology. London: Leonard Hill [Books] Limited. pp. ix.