General Description
Colorless liquid. Floats on water.
Reactivity Profile
VINYLCYCLOHEXENE(100-40-3) can react with oxidizing materials. VINYLCYCLOHEXENE(100-40-3) is also incompatible with peroxide catalysts. Prolonged exposure to oxygen-containing gases leads to discoloration and gum formation. .
Air & Water Reactions
Highly flammable. This chemical oxidizes in air to form hydroperoxides. Slightly soluble in water.
Health Hazard
Exposure can cause irritation of eyes, nose and throat. High concentrations have a narcotic effect.
Potential Exposure
4-Vinyl-1-cyclohexene is used as an
intermediate for the production of vinylcyclohexene dioxide,
which is used as a reactive diluent in epoxy resins.
Previous uses of 4-vinyl-1-cyclohexene include comonomer
in the polymerization of other monomers and for halogenation
to polyhalogenated derivatives which are used as flame
retardants.
First aid
Skin Contact: Flood all areas of body that
have contacted the substance with water. Don’t wait to
remove contaminated clothing; do it under the water stream.
Use soap to help assure removal. Isolate contaminated clothing
when removed to prevent contact by others. Eye
Contact: Remove any contact lenses at once. Flush eyes
well with copious quantities of water or normal saline for at
least 20-30 minutes. Seek medical attention. Inhalation:
Leave contaminated area immediately; breathe fresh air.
Proper respiratory protection must be supplied to any rescuers.
If coughing, difficult breathing or any other symptoms
develop, seek medical attention at once, even if symptoms
develop many hours after exposure. Ingestion: If convulsions
are not present, give a glass or two of water or milk to dilute
the substance. Assure that the person’s airway is unobstructed
and contact a hospital or poison center immediately
for advice on whether or not to induce vomiting.
Shipping
UN1993 Flammable liquids, n.o.s., Hazard
Class: 3; Labels: 3-Flammable liquid, Technical Name
Required.
Incompatibilities
Vapor may form explosive mixture with
air. Hydrolyzes in water. Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates,
chlorine, bromine, fluorine, etc.); contact may cause fires
or explosions. Keep away from alkaline materials, strong
bases, strong acids, oxoacids, epoxides, amines, alcohols.
Chemical Properties
4-Vinyl-1-cyclohexene, a cyclic alkene, is a
highly flammable liquid.
Chemical Properties
Liquid. Temperatures
above 80F (26.6C) and prolonged exposure
to oxygen-containing gases should be avoided
because these conditions lead to discoloration and
gum formation.
Waste Disposal
Dissolve or mix the material
with a combustible solvent and burn in a chemical
incinerator equipped with an afterburner and scrubber.
All federal, state, and local environmental regulations must
be observed.
Definition
ChEBI: 4-Vinylcyclohexene is a cyclic olefin.
Production Methods
4-Vinylcyclohexene is produced by dimerization of butadiene,
as a by-product of chlorination of butadiene, or frombutadiene
on long storage.
Synthesis Reference(s)
Journal of the American Chemical Society, 108, p. 1322, 1986
DOI: 10.1021/ja00266a047Synthesis, p. 1027, 1984
Carcinogenicity
A dose of 145 g/kg applied to
mouse skin for 54 weeks provided weak evidence of carcinogenicity
(109). Administration by gavage of doses of 0,
200, or 400 mg/kg body weight, 5 days per week, to groups of
50 F344/N rats for 103 weeks induced a slightly increased
incidence of epithelial hyperplasia of the forestomach (1/50;
3/50; 5/47) and squamous cell papillomas or carcinomas
(combined) of the skin, in males receiving the highest dose.
Low-dose female rats whose survival was more similar to that
of the vehicle controls had a marginally increased incidence
of adenomas or squamous cell carcinomas (combined) of the
clitoral gland. Under these conditions, the 2-year gavage
studies in male and female rats were considered inadequate
because of extensive and early mortality at the high dose or at
body doses and the lack of conclusive evidence of a carcinogenic
effect (125a). In female Fisher 344 rats treated with this
agent to induce ovarian failure followed by application of the
carcinogen dimethylbenzanthracene (DMBA) directly to the
ovaries, there resulted tumors in 42% of animals at 3 months
and 57% at 5 months (126b). All neoplasms were classified
Sertoli–Leydig cell tumors (SLCT). No tumors occurred in
animals treated with vehicle or DMBA alone.
Toxics Screening Level
The Initial Threshold Screening Level (ITSL) for 4-vinylcyclohexene (VCH) is 4 μg/m3 based on an 8 hour averaging time.
