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Cyclohexane

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Cyclohexane
A cyclohexane molecule in chair conformation, with hydrogen atoms in axial position in red, equatorial in blue. 3D structure of a cyclohexane molecule
General
Molecular formula C6H12
SMILES C1CCCCC1
Molar mass 84.16 g/mol
Appearance Colorless liquid
CAS number [110-82-7]
Properties
Density and phase 0.779 g/ml, liquid
Solubility in water Immiscible
Solubility in ethanol Miscible
Melting point 6.55 °C
Boiling point 80.74 °C
Viscosity 1.02 cP at 17 °C
Index of refraction, nD 1.423
Thermodynamic data
Standard enthalpy
of formation
ΔfHoliquid
-156 kJ/mol
Standard enthalpy
of combustion
ΔcHoliquid
-3920 kJ/mol
Standard molar entropy
Soliquid
? J.K−1.mol−1
Hazards
MSDS External MSDS
EU classification Flammable (F)
Harmful (Xn)
Dangerous for
the environment (N)
NFPA 704 nfpa_h1.pngnfpa_f3.pngnfpa_r0.png
R-phrases R11, R38, R65,
R67, R50/53
S-phrases S2, S9, S16, S25,
S33, S60, S61, S62
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Regulatory data Flash point,
RTECS number, etc.
Related compounds
Related cycloalkanes Cyclopentane
Cycloheptane
Related compounds Cyclohexene
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
[Chemical infoboxInfobox disclaimer and references]

Cyclohexane is a cycloalkane with the molecular formula C6H12. Cyclohexane is used as a nonpolar solvent for the chemical industry, and also as a raw material for the industrial production of adipic acid and caprolactam, both of which are intermediates used in the production of nylon.

Chemical conformation

To reduce ring strain, cyclohexane adopts a three-dimensional structure known as the chair conformation. Half of the substituents are in the plane of the ring (equatorial) while the other half are perpendicular to the plane (axial). Other conformations are boat, bent chair and twisted boat.

See also

External links

 


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