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Merck
CN

29240

Cyclohexene

≥99.0%, contains 100 ppm BHT as inhibitor

Synonym(s):

Tetrahydrobenzene

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About This Item

Empirical Formula (Hill Notation):
C6H10
CAS Number:
Molecular Weight:
82.14
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-807-8
MDL number:
Beilstein/REAXYS Number:
906737
Assay:
≥99.0%
Bp:
83 °C (lit.)
Vapor pressure:
160 mmHg ( 20 °C)
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Product Name

Cyclohexene, contains 100 ppm BHT as inhibitor, ≥99.0%

InChI key

HGCIXCUEYOPUTN-UHFFFAOYSA-N

InChI

1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2

SMILES string

C1CCC=CC1

vapor density

2.8 (vs air)

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%

Quality Level

bp

83 °C (lit.)

mp

−104 °C (lit.)

density

0.811 g/mL at 25 °C (lit.)

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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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

1.4 °F

flash_point_c

-17 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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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)
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)
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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