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29240

Sigma-Aldrich

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

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

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)
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)
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)
Hui Huang et al.
Nanoscale, 4(16), 4964-4967 (2012-06-15)
A one-step method was developed for the controllable construction of metal-graphene core-shell structures, hollow graphene nanospheres, and a high density of metal nanoparticles supported on graphene. The metal-graphene core-shell nanostructures as nanocatalysts show excellent catalytic ability for the selective oxidation
Philip Thomas Michael Carlsson et al.
Physical chemistry chemical physics : PCCP, 14(33), 11695-11705 (2012-07-25)
The ozonolysis of cyclohexene is studied with respect to the pressure dependent formation of stable gas-phase products and secondary organic aerosol (SOA) as well as the influence of the presence of SO(2). In addition the rate coefficient for the initial

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