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Merck

94950

Supelco

4-Vinyl-1-cyclohexene

analytical standard

Sinónimos:

4-Ethenyl-1-cyclohexene, NSC 15760

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About This Item

Fórmula lineal:
C6H9CH=CH2
Número de CAS:
Peso molecular:
108.18
Beilstein/REAXYS Number:
1901553
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

vapor density

3.76 (vs air)

vapor pressure

10.2 mmHg ( 25 °C)

assay

≥99.5% (GC)

autoignition temp.

517 °F

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.463 (lit.)
n20/D 1.464

bp

126-127 °C (lit.)

mp

−101 °C (lit.)

density

0.831 g/mL at 20 °C
0.831 g/mL at 20 °C
0.832 g/mL at 25 °C (lit.)

application(s)

environmental
petroleum

format

neat

storage temp.

2-8°C

SMILES string

C=CC1CCC=CC1

InChI

1S/C8H12/c1-2-8-6-4-3-5-7-8/h2-4,8H,1,5-7H2

InChI key

BBDKZWKEPDTENS-UHFFFAOYSA-N

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General description

4-Vinyl-1-cyclohexene can be synthesized via cyclo-dimerization of butadiene in the presence of nitrosyl iron catalysts like [Fe(NO)2(CO)2] or [{FeCl(NO)2}2]/reductant.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Recommended products

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signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Carc. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Certificados de análisis (COA)

Lot/Batch Number

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Visite la Librería de documentos

Inorganic Reactions and Methods, Reactions Catalyzed by Inorganic Compounds (2009)
Patricia B Hoyer et al.
Birth defects research. Part B, Developmental and reproductive toxicology, 80(2), 113-125 (2007-03-08)
The occupational chemical 4-vinylcyclohexene (VCH) has been shown to cause destruction of small pre-antral follicles in ovaries of mice. Further, its monoepoxide metabolites, 1,2-VCH epoxide, 7,8-VCH epoxide, and the diepoxide, VCD, have been shown to cause pre-antral follicle loss in
Cinzia Chiappe et al.
Chemical research in toxicology, 16(1), 56-65 (2003-04-16)
The stereochemical course of the biotransformation of 1,2-monoepoxides of 4-vinylcyclohexene (2 and 3) by liver microsomes from control and induced rats and by purified P4502B1 and P4502E1 has been determined. The epoxidation of monoexpodies cis-4-vinylcyclohexene 1,2-epoxide (2) and trans-4-vinylcyclohexene 1,2-epoxide
Gold(I)-catalyzed asymmetric cycloisomerization of eneallenes into vinylcyclohexenes.
Michael A Tarselli et al.
Angewandte Chemie (International ed. in English), 46(35), 6670-6673 (2007-07-31)
D A Keller et al.
Toxicology and applied pharmacology, 144(1), 36-44 (1997-05-01)
4-Vinylcyclohexene (4-VCH), the dimer of 1,3-butadiene, is an ovarian toxicant in mice due to the formation of a diepoxide metabolite, but the tissue-specific site of formation of the metabolites is unknown. Microsomal preparations from liver, lung, and ovaries obtained from

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