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110779

Sigma-Aldrich

Ethylidenecyclohexane

99%

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About This Item

Linear Formula:
C6H10(=CHCH3)
CAS Number:
1003-64-1
Molecular Weight:
110.20
EC Number:
213-711-8
MDL number:
MFCD00001662
UNSPSC Code:
12352100
PubChem Substance ID:
24847003
NACRES:
NA.22

Assay

99%

refractive index

n20/D 1.462 (lit.)

bp

136 °C (lit.)

density

0.822 g/mL at 25 °C (lit.)

SMILES string

C\C=C1\CCCCC1

InChI

1S/C8H14/c1-2-8-6-4-3-5-7-8/h2H,3-7H2,1H3

InChI key

BPBOWYWUOUJKLO-UHFFFAOYSA-N

General description

Ethylidenecyclohexane is oxidized by purified ethylbenzene dehydrogenase.

Application

Ethylidenecyclohexane has been used as a substrate in the Lewis-acid catalyzed reactions of azodicarboxylates with different alkenes.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

75.2 °F - closed cup

Flash Point(C)

24 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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H A Johnson et al.
Journal of bacteriology, 183(15), 4536-4542 (2001-07-10)
The first step in anaerobic ethylbenzene mineralization in denitrifying Azoarcus sp. strain EB1 is the oxidation of ethylbenzene to (S)-(-)-1-phenylethanol. Ethylbenzene dehydrogenase, which catalyzes this reaction, is a unique enzyme in that it mediates the stereoselective hydroxylation of an aromatic
Pompiliu S Aburel et al.
Organic & biomolecular chemistry, 3(12), 2344-2349 (2005-07-13)
Lewis acids such as Cu(OTf)(2), Zn(OTf)(2), Yb(OTf)(3) and Nd(OTf)(3) catalyze the aza-ene reaction of alkenes with azodicarboxylates, giving the allylic amination adducts. The use of bis(2,2,2-trichloroethyl)azodicarboxylate as the amination reagent and Cu(OTf)(2) and Yb(OTf)(3) as the catalysts gave the aza-ene

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