Cyclohexane

Cyclohexane is the cycloalkane molecule with the formula C₆H₁₂, with 6 carbon atoms connected to each other in a ring shape, and each connected to two hydrogen atoms. It is used when making adipic acid and caprolactam, which can them be used to make nylon. It has no color and is flammable.

Cyclohexane
File:Cyclohexane-2D-skeletal.svg	File:Cyclohexane-3D-space-filling.png
	100px
Preferred IUPAC name Cyclohexane
Other names	Hexanaphthene (archaic)
Identifiers
CAS number	110-82-7
PubChem	8078
DrugBank	DB03561
KEGG	C11249
ChEBI	CHEBI:29005
SMILES	C1CCCCC1
InChI InChI=1/C6H12/c1-2-4-6-5-3-1/h1-6H2
Properties
Molecular formula	C6H12
Molar mass	84.16 g mol-1
Appearance	Colorless liquid
Odor	Sweet, gasoline-like
Density	0.7781 g/mL, liquid
Melting point	6.47 °C, 280 K, 44 °F
Boiling point
Solubility in water	Immiscible
Solubility	Soluble in ether, alcohol, acetone Miscible with olive oil
Vapor pressure	78 mmHg (20 °C)
Magnetic susceptibility (χ)	-68.13·10−6 cm3/mol
Refractive index (nD)	1.42662
Viscosity	1.02 cP at 17 °C
Thermochemistry
Std enthalpy of formation ΔfHo298	-156 kJ/mol
Std enthalpy of combustion ΔcHo298	-3920 kJ/mol
Hazards
EU classification	Flammable F Template:Hazchem Xn Dangerous for the Environment (Nature) N
NFPA 704	75px 3 1 0
R-phrases	R11, R38, Template:R65, R67, R50/53
S-phrases	(S2), S9, S16, S25, Template:S33, S60, S61, Template:S62
Explosive limits	1.3%-8%
U.S. Permissible exposure limit (PEL)	TWA 300 ppm (1050 mg/m3)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Cyclohexane Media

• Industrial synthesis of cyclohexane.svg

  Catalytic hydrogenation of benzene to cyclohexane with a raney-nickel catalyst

• CyclohexaneBerthelot.svg

  Cyclohexane Berthelot synthesis

• Cyclohexane Synthesis.svg

  Cyclohexane synthesis from pimelic acid

• Cyclohexane Synthesis Perkin.svg

  Cyclohexane synthesis from 1,6-dibromohexane (Harworth, Perkin)