Cyclohexene

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Cyclohexene
IUPAC name Cyclohexene
Other names Tetrahydrobenzene, 1,2,3,4-Tetrahydrobenzene, Benzenetetrahydride, Cyclohex-1-ene, Hexanaphthylene, UN 2256
Identifiers
CAS number [110-83-8]
PubChem 8079
EINECS number 203-807-8
ChEBI 36404
RTECS number GW2500000
SMILES C1C=CCCC1
InChI 1/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
Properties
Molecular formula C6H10
Molar mass 82.14 g/mol
Appearance Liquid
Density 0.8111 g/cm3
Melting point

-103.7 °C
Boiling point

82.8 °C
Solubility in water 250 mg/l
Vapor pressure 8.93 kPa (20 °C)

11.9 kPa (25 °C)
Hazards
NFPA 704
3
1
0
 
R-phrases R11, R19, R21/22
S-phrases S16, S23, S24, S25, S33
Flash point -12 °C (10 °F) c.c.
Autoignition
temperature		 244 °C (471.2 °F)
Explosive limits 1 - 5 %
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Cyclohexene is a colorless clear liquid cycloalkene with an intense aversive characteristic sharp smell reminiscent of an oil refinery.

It is not very stable upon long term storage with exposure to light and air and should be distilled before use to eliminate peroxides. A common experiment among beginning organic chemistry students is the acid catalyzed dehydration of cyclohexanol with distillative removal of the resulting cyclohexene from the reaction mixture:

  • Refractive Index: 1.4465
  • Critical temperature: 287.2 °C (560.4 K)

[edit] Uses

Cyclohexene is used in manufacturing of adipic acid, hexahydrobenzoic acid, maleic acid, cyclohexanol and cyclohexeneoxide. Further it is used as a solvent.

[edit] See also

[edit] External links


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Cycloalkenes
Alkenes
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