29240

Sigma-Aldrich

Cyclohexene

contains 100 ppm BHT as inhibitor, ≥99.0%

Synonym(s):
Tetrahydrobenzene
Empirical Formula (Hill Notation):
C6H10
CAS Number:
Molecular Weight:
82.14
Beilstein/REAXYS Number:
906737
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

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.

Packaging

500 mL in glass bottle
1, 2.5 L in glass bottle

Signal Word

Danger

Hazard Statements

hazcat

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Asp. Tox. 1 - Flam. Liq. 2

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 2

Flash Point(F)

10.4 °F - closed cup

Flash Point(C)

-12 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Hydration of cyclohexene with solid acid catalysts.
Zhang H, et al.
Chemical Engineering Science, 57(2), 315-322 (2002)
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)
Partial liquid phase hydrogenation of benzene to cyclohexene over ruthenium catalysts in the presence of an aqueous salt solution: I. Preparation, characterization of the catalyst and study of a number of process variables.
Struijk J, et al.
Applied Catalysis A: General, 83(2), 263-295 (1992)
Clean synthesis of adipic acid by direct oxidation of cyclohexene with H2O2 over peroxytungstate-organic complex catalysts.
Deng Y, et al.
Green Chemistry, 1(6), 275-276 (1999)

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