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C102504

Sigma-Aldrich

Cyclohexene oxide

98%

Synonym(s):

1,2-Epoxycyclohexane, 7-Oxabicyclo[4.1.0]heptane

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About This Item

Empirical Formula (Hill Notation):
C6H10O
CAS Number:
286-20-4
Molecular Weight:
98.14
Beilstein:
383568
EC Number:
206-007-7
MDL number:
MFCD00005162
UNSPSC Code:
12162002
PubChem Substance ID:
24892306
NACRES:
NA.23
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Assay

98%

form

liquid

autoignition temp.

703 °F

expl. lim.

12.36 %

refractive index

n20/D 1.452 (lit.)

bp

129-130 °C (lit.)

density

0.97 g/mL at 25 °C (lit.)

SMILES string

C1CCC2OC2C1

InChI

1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2

InChI key

ZWAJLVLEBYIOTI-UHFFFAOYSA-N

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Application

  • Polymeric carbon nitride with internal np homojunctions for efficient photocatalytic CO2 reduction coupled with cyclohexene oxidation: This study focuses on the use of cyclohexene oxide in the context of photocatalytic CO2 reduction, highlighting the application of polymeric carbon nitride as a catalyst. The process shows how cyclohexene oxide can be efficiently converted in a coupled reaction that also addresses environmental concerns through CO2 reduction (W Zhen et al., 2021).

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Muta. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3158
MKCW5349
MKCT8260
MKCV4121
MKCP5868

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Alternating copolymerization of epoxides and cyclic anhydrides: an improved route to aliphatic polyesters.
Ryan C Jeske et al.
Journal of the American Chemical Society, 129(37), 11330-11331 (2007-08-29)
Kathila S Rajapaksa et al.
Toxicological sciences : an official journal of the Society of Toxicology, 96(2), 327-334 (2007-01-06)
Ovarian follicle disruption in mice caused by 7,12-dimethylbenz[a]anthracene (DMBA) is attributed to its bioactivation by CYP1B1 to a 3,4-epoxide which is then hydrolyzed to form a 3,4-diol by microsomal epoxide hydrolase (mEH). Further epoxidation by CYP1A1 or 1B1 forms the
Donald J Darensbourg et al.
Journal of the American Chemical Society, 127(40), 14026-14038 (2005-10-06)
The mechanism of the copolymerization of cyclohexene oxide and carbon dioxide to afford poly(cyclohexylene)carbonate catalyzed by (salen)CrN3 (H2salen = N,N,'-bis(3,5-di-tert-butylsalicylidene)-1,2-ethylene-diimine) in the presence of a broad range of cocatalysts has been studied. We have previously established the rate of copolymer
M Amedjkouh et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 7(20), 4368-4377 (2001-11-07)
Improved stereoselectivity has been obtained by using 2-lithium-1-methylimidazole, 2, as a replacement for lithium diisopropylamide (LDA) as a bulk base in catalytic deprotonations. The chiral lithium amide 6 of (1R,2S)-N-methyl-1-phenyl-2-pyrrolidinylpropanamine, 5, has been found to deprotonate cyclohexene oxide 3 in
Youli Xiao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(12), 3668-3678 (2005-04-14)
The intramolecular dinuclear zinc complexes generated in situ from the reaction of multidentate semi-azacrown ether ligands with Et(2)Zn, followed by treatment with an alcohol additive, were found to promote the copolymerization of CO(2) and cyclohexene oxide (CHO) with completely alternating
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    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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    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.
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      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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