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94950

Supelco

4-Vinyl-1-cyclohexene

analytical standard

Synonym(s):

4-Ethenyl-1-cyclohexene, NSC 15760

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About This Item

Linear Formula:
C6H9CH=CH2
CAS Number:
Molecular Weight:
108.18
Beilstein:
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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Signal Word

Danger

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Inorganic Reactions and Methods, Reactions Catalyzed by Inorganic Compounds (2009)
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
Ellen A Cannady et al.
Toxicological sciences : an official journal of the Society of Toxicology, 68(1), 24-31 (2002-06-21)
Microsomal epoxide hydrolase (mEH) is involved in the detoxification of xenobiotics that are or can form epoxide metabolites, including the ovotoxicant, 4-vinylcyclohexene (VCH). This industrial chemical is bioactivated by hepatic CYP450 to the diepoxide metabolite, VCD, which destroys mouse small
Ellen A Cannady et al.
Toxicological sciences : an official journal of the Society of Toxicology, 73(2), 423-430 (2003-04-18)
4-Vinylcyclohexene (VCH), an occupational chemical, causes destruction of small preantral follicles (F1) in mice. Previous studies suggested that VCH is bioactivated via cytochromes P450 (CYP450) to the ovotoxic, diepoxide metabolite, VCD. Whereas hepatic CYP450 isoforms 2E1, 2A, and 2B can
P B Hoyer et al.
Annual review of pharmacology and toxicology, 36, 307-331 (1996-01-01)
The ovary plays a pivotal role in the regulation of reproductive function in females. Development, maturation, and ovulation of oocytes occur within ovarian follicles. Females are born with a finite number of undeveloped, primordial follicles. Chemicals that destroy oocytes contained

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