Cyclohexene

Title: Cyclohexene
CAS Registry Number: 110-83-8
Additional Names: 1,2,3,4-Tetrahydrobenzene
Molecular Formula: C6H10
Molecular Weight: 82.14
Percent Composition: C 87.73%, H 12.27%
Literature References: Occurs in coal tar. Prepd by dehydration of cyclohexanol at high temps over various catalysts. Lab prepn using H2SO4 as dehydrating agent: Coleman, Johnstone, Org. Synth. 5, 33 (1925); Wagner, J. Chem. Educ. 10, 113 (1933); by distn of cyclohexanol over silica gel or alumina: Hershberg, Ruhoff, Org. Synth. 17, 25 (1937).
Properties: Liquid. d420 0.8098; d50 0.7823; d100 0.7355. mp -103.5°. bp760 83°. nD20 1.4465; nD27 1.4428. Absorption spectrum: Purvis, Proc. Cambridge Philos. Soc. 23, 588 (1927); Chem. Zentralbl. 1927, II, 379; cf. Hartley, Dobbie, J. Chem. Soc. 77, 846 (1900).
Melting point: mp -103.5°
Boiling point: bp760 83°
Index of refraction: nD20 1.4465; nD27 1.4428
Density: d420 0.8098; d50 0.7823; d100 0.7355
CAUTION: Potential symptoms of overexposure are irritation of eyes, respiratory system and skin; drowsiness. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 84.
Use: Alkylation component. In the manuf of adipic acid, maleic acid, hexahydrobenzoic acid and aldehyde. To prepare butadiene in the laboratory. Has been suggested for the synthesis of maleic acid and as stabilizer for high octane gasoline.
Cycloheximide Cyclohexyl Bromide Cyclohexyl Chloride Cyclohexylamine Cyclohexylcarbinol

Cyclohexene
Cyclohexene structures.svg
Cyclohexene-conformation-2D-skeletal.png
Identifiers
CAS number 110-83-8 YesY
PubChem 8079
ChemSpider 7788 YesY
EC number 203-807-8
ChEBI CHEBI:36404 YesY
ChEMBL CHEMBL16396 YesY
RTECS number GW2500000
Jmol-3D images Image 1
Properties
Molecular formula C6H10
Molar mass 82.143 g/mol
Appearance colorless liquid
Odor sweet
Density 0.8110 g/cm3
Melting point −103.5 °C; −154.3 °F; 169.7 K
Boiling point 82.98 °C; 181.36 °F; 356.13 K
Solubility in water 2.13 g/100 mL
Solubility miscible with organic solvents
Vapor pressure 8.93 kPa (20 °C)

11.9 kPa (25 °C)

kH 0.022 mol·kg−1·bar−1
Refractive index (nD) 1.4465
Hazards
MSDS External MSDS
R-phrases R11, R19, R21/22
S-phrases S16, S23, S24, S25, S33
NFPA 704
NFPA 704.svg
3
1
0
Flash point −12 °C; 10 °F; 261 K
Autoignition temperature 244 °C; 471 °F; 517 K
Explosive limits 0.8–5 %
LD50 1946 mg/kg (oral, rat)
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Cyclohexene is a hydrocarbon with the formula C6H10. This cycloalkene is a colorless liquid with a sharp smell. It is an intermediate in various industrial processes. Cyclohexene is not very stable upon long term storage with exposure to light and air because it forms peroxides.