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V2208

Sigma-Aldrich

4-Vinyl-1-cyclohexene

99%

Synonym(s):

4-Ethenyl-1-cyclohexene, NSC 15760

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About This Item

Linear Formula:
C6H9CH=CH2
CAS Number:
100-40-3
Molecular Weight:
108.18
Beilstein/REAXYS Number:
1901553
EC Number:
202-848-9
MDL number:
MFCD00001576
UNSPSC Code:
12162002
PubChem Substance ID:
329829033

vapor density

3.76 (vs air)

vapor pressure

10.2 mmHg ( 25 °C)

assay

99%

autoignition temp.

517 °F

contains

25-200 ppm p-tert-butylcatechol as inhibitor

refractive index

n20/D 1.463 (lit.)

bp

126-127 °C (lit.)

mp

−101 °C (lit.)

density

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

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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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

Certificates of Analysis (COA)

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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
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
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)
Yasushi Takai et al.
Endocrinology, 144(1), 69-74 (2002-12-19)
The industrial chemical, 4-vinylcyclohexene diepoxide (VCD), kills oocytes within immature follicles in the ovaries of mice and rats and is considered a potential occupational health hazard. It has been reported that VCD-induced follicle loss occurs via a cell death process
P J Devine et al.
Frontiers in bioscience : a journal and virtual library, 7, d1979-d1989 (2002-08-06)
Many investigations have utilized techniques for culturing ovarian tissue or isolated follicles in vitro. Whole ovaries from fetal or neonatal rodents have been incubated in organ culture systems. This has been utilized to understand the sequence of follicle formation and
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