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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

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)
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
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
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
Dongliang Chang et al.
Chemical communications (Cambridge, England), (8)(8), 960-961 (2003-05-15)
Hydrolysis of N-benzyloxycarbonyl-3,4-epoxy-pyrrolidine and cyclohexene oxide with the epoxide hydrolase of Sphingomonas sp. HXN-200, respectively, gave the corresponding vicinal trans-diols in high ee and yield, representing the first example of enantioselective hydrolysis of a meso-epoxide with a bacterial epoxide hydrolase.
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