Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

94956

Sigma-Aldrich

Vinylcyclohexene dioxide

purum, suitable for electron microscopy, mixture of isomers, ≥96.0% (GC)

Synonym(s):

4-vinyl-1-cyclohexene diepoxide, 1,2-Epoxy-4-epoxyethylcyclohexane, 3-Epoxyethyl-7-oxabicyclo[4.1.0]heptane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H12O2
CAS Number:
106-87-6
Molecular Weight:
140.18
Beilstein:
106071
EC Number:
203-437-7
MDL number:
MFCD00022354
UNSPSC Code:
12162002
PubChem Substance ID:
57653591
NACRES:
NA.25

grade

purum

Assay

≥96.0% (GC)

form

liquid

technique(s)

electron microscopy: suitable

refractive index

n20/D 1.477 (lit.)
n20/D 1.479

bp

230-232 °C (lit.)

density

1.094 g/mL at 25 °C (lit.)

SMILES string

C1CC2OC2CC1C3CO3

InChI

1S/C8H12O2/c1-2-6-7(10-6)3-5(1)8-4-9-8/h5-8H,1-4H2

InChI key

OECTYKWYRCHAKR-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Vinylcyclohexene dioxide (VCD) may be used to study and understand its effect on ovarian follicles and effects on epithelial differentiation.

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Muta. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

224.6 °F - closed cup

Flash Point(C)

107 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM3213
BCCM5102
BCCJ4415
BCBW6333
BCBW2871

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Cyclohexene oxide 98%

Sigma-Aldrich

C102504

Cyclohexene oxide

Poulomi Bhattacharya et al.
Toxicology and applied pharmacology, 267(1), 49-56 (2013-01-01)
4-Vinylcyclohexene diepoxide (VCD) destroys ovarian primordial and small primary follicles via apoptosis. In mice, VCD exposure induces ovarian mRNA expression of glutathione S-transferase (GST) family members, including isoform mu (Gstm). Extra-ovarian GSTM negatively regulates pro-apoptotic apoptosis signal-regulating kinase 1 (ASK1)
Jazmin I Acosta et al.
Endocrinology, 150(9), 4248-4259 (2009-05-28)
Clinical research suggests that type of ovarian hormone loss at menopause influences cognition. Until recently ovariectomy (OVX) has been the primary rodent model to examine effects of ovarian hormone loss on cognition. This model limits evaluations to abrupt and complete
P B Hoyer et al.
Toxicologic pathology, 29(1), 91-99 (2001-02-24)
Female mammals are born with a finite number of ovarian primordial follicles that cannot be regenerated; thus, chemicals that destroy oocytes contained in these follicles can produce premature ovarian failure (early menopuase in women). Exposure of women to known ovotoxicants
Laura A Laviolette et al.
Menopause (New York, N.Y.), 18(5), 549-557 (2011-01-12)
Ovarian cancer is often diagnosed in women after menopause when the levels of the serum gonadotropins follicle-stimulating hormone (FSH) and luteinizing hormone (LH) are increased because of the depletion of growing follicles within the ovary. The ability of FSH and
Connie J Mark-Kappeler et al.
Biology of reproduction, 85(4), 755-762 (2011-06-17)
In vitro exposure of Postnatal Day 4 (PND4) rat ovaries to the occupational chemical 4-vinylcyclohexene diepoxide (VCD) destroys specifically primordial and primary follicles via acceleration of atresia. Because oocyte-expressed c-kit (KIT) plays a critical role in follicle survival and activation
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service