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Merck
CN

V2208

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
EC Number:
202-848-9
UNSPSC Code:
12162002
PubChem Substance ID:
329829033
Beilstein/REAXYS Number:
1901553
MDL number:
MFCD00001576

Key Documents

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InChI key

BBDKZWKEPDTENS-UHFFFAOYSA-N

InChI

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

SMILES string

C=CC1CCC=CC1

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

0.832 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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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

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
S27637
22413LY
16221BR
13209BS
11528MF

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J K Doerr-Stevens et al.
Drug metabolism and disposition: the biological fate of chemicals, 27(2), 281-287 (1999-02-04)
4-Vinylcyclohexene (VCH), an ovarian toxicant in mice, is known to irreversibly deplete ovarian follicles as a consequence of VCH diepoxide formation. Because ovotoxicity requires repeated dosing of VCH, the effect of consecutive daily doses of VCH (7.5 mmol/kg/day) on mouse
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
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
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
Loretta P Mayer et al.
Reproductive toxicology (Elmsford, N.Y.), 16(6), 775-781 (2002-10-29)
4-Vinylcyclohexene diepoxide (VCD) destroys preantral ovarian follicles in rats. Female 28-day Fisher 344 (F344) rats were dosed (30 days) with VCD (80 mg/kg per day, i.p.) or vehicle, and animals were evaluated for reproductive function at subsequent time points for
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