29240
Cyclohexene
contains 100 ppm BHT as inhibitor, ≥99.0%
Synonym(s):
Tetrahydrobenzene
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About This Item
Empirical Formula (Hill Notation):
C6H10
CAS Number:
Molecular Weight:
82.14
Beilstein:
906737
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Recommended Products
vapor density
2.8 (vs air)
Quality Level
vapor pressure
160 mmHg ( 20 °C)
Assay
≥99.0%
autoignition temp.
590 °F
contains
100 ppm BHT as inhibitor
expl. lim.
5 %
evapn. residue
≤0.01%
refractive index
n20/D 1.446 (lit.)
n20/D 1.446
bp
83 °C (lit.)
mp
−104 °C (lit.)
density
0.811 g/mL at 25 °C (lit.)
SMILES string
C1CCC=CC1
InChI
1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
InChI key
HGCIXCUEYOPUTN-UHFFFAOYSA-N
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Application
Cyclohexene has been used in the green synthesis of cyclohexene oxide via hydrogen peroxide epoxidation in glycerol-based solvents using bis[3,5-bis(trifluoromethyl)-diphenyl] diselenide as a precatalyst. It can also undergo hydrogen peroxide oxidation in the presence of peroxytungstate-oxalic acid complex catalyst to form adipic acid.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 2
Flash Point(F)
1.4 °F
Flash Point(C)
-17 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Epoxidation of cyclooctene and cyclohexene with hydrogen peroxide catalyzed by bis [3, 5-bis (trifluoromethyl)-diphenyl] diselenide: Recyclable catalyst-containing phases through the use of glycerol-derived solvents
Garcia-Marin H, et al.
J. Mol. Catal. A: Chem., 334(1), 83-88 (2011)
Catalytic hydrogenation of cyclohexene: 3. Gas-phase and liquid-phase reaction on supported palladium.
Gonzo EE and Boudart M.
J. Catal., 52(3), 462-471 (1978)
Aerobic oxidative Heck/dehydrogenation reactions of cyclohexenones: efficient access to meta-substituted phenols.
Yusuke Izawa et al.
Angewandte Chemie (International ed. in English), 52(13), 3672-3675 (2013-02-21)
Hikaru Yanai et al.
Chemical communications (Cambridge, England), 47(25), 7245-7247 (2011-05-25)
In the absence of any additional catalysts, the reactions of (CF(3)SO)(2)CH(2), aldehydes, and 1,3-dienes gave gem-bis(triflyl)cyclohexenes in excellent yields with high regioselectivity. gem-Bis(triflyl)cyclohexene products can be easily converted to the corresponding aryl trifluoromethyl sulfones.
Sylvain Dalençon et al.
The Journal of organic chemistry, 76(19), 8059-8063 (2011-08-26)
The asymmetric synthesis of novel cyclohexene nucleoside analogues 12 and 15 is described. An enantiospecific Diels-Alder reaction between (E,E)-diene 2 and (+)-5-(d-mentyloxy)-2(5H)-furanone 3 provided the cycloadduct isomer 4. Three additional steps yielded amine 8 allowing the constructions of the thymine
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