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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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25 ML
€54.40
100 ML
€59.50
500 ML
€89.20

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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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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Keiji Morokuma
Philosophical transactions. Series A, Mathematical, physical, and engineering sciences, 360(1795), 1149-1164 (2003-06-14)
As quantum chemistry plays a more and more central role in many complicated chemical problems, it has become necessary to obtain accurate results for large molecular systems. Conventional quantum chemistry methods are either too expensive to apply to large systems
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)
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.
Antoine Buchard et al.
Chemical communications (Cambridge, England), 47(1), 212-214 (2010-09-28)
A novel di-iron(III) catalyst for the copolymerisation of cyclohexene oxide and CO(2) to yield poly(cyclohexene carbonate), under mild conditions, is reported. The catalyst selectivity was completely changed on addition of an ammonium co-catalyst to yield only the cis-isomer of the
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
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