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29240

Sigma-Aldrich

Cyclohexene

contains 100 ppm BHT as inhibitor, ≥99.0%

Synonym(s):

Tetrahydrobenzene

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500 ML
$66.30
1 L
$90.06
2.5 L
$155.00

$66.30

Available to ship onApril 22, 2025Details

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500 ML
$66.30
1 L
$90.06
2.5 L
$155.00

About This Item

Empirical Formula (Hill Notation):
C6H10
CAS Number:
110-83-8
Molecular Weight:
82.14
Beilstein/REAXYS Number:
906737
EC Number:
203-807-8
MDL number:
MFCD00001539
UNSPSC Code:
12352100
PubChem Substance ID:
329753328
NACRES:
NA.21
assay:
≥99.0%
bp:
83 °C (lit.)
vapor pressure:
160 mmHg ( 20 °C)

$66.30

Available to ship onApril 22, 2025Details

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vapor density

2.8 (vs air)

Quality Level

200

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.[1] It can also undergo hydrogen peroxide oxidation in the presence of peroxytungstate-oxalic acid complex catalyst to form adipic acid.[2]

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

1.4 °F

flash_point_c

-17 °C

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK0095
BCCK0094
BCCK0096
BCCK0093
BCCH2697

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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)
Hydration of cyclohexene with solid acid catalysts.
Zhang H, et al.
Chemical Engineering Science, 57(2), 315-322 (2002)
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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Questions

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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