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125431

Sigma-Aldrich

Cyclohexene

inhibitor-free, ReagentPlus®, 99%

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)

product line

ReagentPlus®

Assay

99%

form

liquid

autoignition temp.

590 °F

expl. lim.

5 %

refractive index

n20/D 1.446 (lit.)

bp

83 °C (lit.)

mp

−104 °C (lit.)

solubility

water: insoluble

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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General description

Cyclohexene is a cyclic alkene. Kinetics of its reaction with hydrogen in gas and liquid phases over different palladium catalysts supported on silica gel and alumina (temperature range = 264 to 308K and hydrogen pressures = 4 to 89kPa) was investigated. Cyclohexene is formed during the batch-wise partial hydrogenation of benzene over ruthenium catalysts in the presence of an aqueous zinc sulphate solution. Cyclohexene undergoes enantioselective catalytic oxidation in the presence of hydrogen peroxide over environment-friendly peroxytungstate-organic complex catalysts to afford adipic acid. Selective hydrogenation of benzene has been reported to afford cyclohexene. It is an important precursor for the preparation of various chemicals such as cyclohexanol, cyclohexene hydroperoxide, etc.

Application

Cyclohexene has been used to investigate the kinetics of its liquid-phase hydrogenation reaction in the presence of Pd-Al catalyst supported on biomorphic carbon. It may be used for the industrial preparation of cyclohexanol.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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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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)
Kinetics of liquid phase cyclohexene hydrogenation on Pd-Al/biomorphic carbon catalysts.
Caza?a F, et al.
Catalysis Today, 14-14 (2014)
Yuan Fang et al.
The journal of physical chemistry letters, 10(3), 468-473 (2019-01-03)
The adsorption of limonene, a common organic compound found in indoor air, on hydrophilic surfaces such as glass (SiO2), a prevalent surface in the indoor environment, is poorly understood. In this study, we have investigated the interaction of limonene and
Oxidative decarboxylation of benzilic acid by a biomimetic iron(II) complex: evidence for an iron(IV)-oxo-hydroxo oxidant from O2.
Sayantan Paria et al.
Angewandte Chemie (International ed. in English), 50(47), 11129-11132 (2011-10-01)
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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