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
SMILES NC1CCCCC1
InChI InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2 Y Key: PAFZNILMFXTMIY-UHFFFAOYSA-N Y InChI=1/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2 Key: PAFZNILMFXTMIY-UHFFFAOYAP
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.