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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

Quality Level

100

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
MKCW5349
MKCT8260
MKCV4121
MKCP5868
MKCM7818

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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
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)
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
Mario Seiss et al.
Dental materials : official publication of the Academy of Dental Materials, 23(1), 9-16 (2006-02-07)
In previous studies it could be demonstrated that methacrylic acid (MA) is an intermediate in the metabolism of unpolymerized dental comonomers, released from dental restorative materials. This study was performed to identify the possible dental material intermediate 2,3-epoxymethacrylic acid (2,3-EMA)
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