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| Product Name: | 4-Vinyl-1-cyclohexene |
| Synonyms: | Vinyl-1-cyclohex;4-VCH;NSC 15760;4-Vinyl-1-cycl;4-ethenyl-Cyclohexene;4-vinyl-1-cyclohexen;4-vinyl-cyclohexen;Butadiene dimer |
| CAS: | 100-40-3 |
| MF: | C8H12 |
| MW: | 108.18 |
| EINECS: | 202-848-9 |
| Product Categories: | Industrial/Fine Chemicals;Monomers;Polymer Science;Vinyl Halides, Amines, Amides, and Other Vinyl Monomers;Alpha Sort;Alphabetic;Chemical Class;Hydrocarbons;NeatsGasoline, Diesel,&Petroleum;OlefinsVolatiles/ Semivolatiles;Substance classes;T-ZAnalytical Standards;V |
| Mol File: | 100-40-3.mol |
| Melting point | -101 °C |
| Boiling point | 126-127 °C(lit.) |
| density | 0.832 g/mL at 25 °C(lit.) |
| vapor density | 3.76 (vs air) |
| vapor pressure | 10.2 mm Hg ( 25 °C) |
| refractive index | n |
| Fp | 68 °F |
| storage temp. | 2-8°C |
| form | Powder |
| color | Off-white to beige-brownish |
| Specific Gravity | 0.832 |
| Water Solubility | 50mg/L(25 ºC) |
| BRN | 1901553 |
| LogP | 3.93 at 25℃ |
| CAS DataBase Reference | 100-40-3(CAS DataBase Reference) |
| IARC | 2B (Vol. Sup 7, 60) 1994 |
| EPA Substance Registry System | 4-Vinylcyclohexene (100-40-3) |
| Hazard Codes | F,Xn |
| Risk Statements | 11-38-40-65-62-52/53 |
| Safety Statements | 16-33-36/37-62 |
| RIDADR | UN 1993 3/PG 2 |
| WGK Germany | 2 |
| RTECS | GW6650000 |
| F | 10-23 |
| Autoignition Temperature | 517 °F |
| HazardClass | 3.1 |
| PackingGroup | II |
| HS Code | 29021900 |
| Hazardous Substances Data | 100-40-3(Hazardous Substances Data) |
| Provider | Language |
|---|---|
| ACROS | English |
| SigmaAldrich | English |
| ALFA | English |
| Chemical Properties | Liquid. Temperaturesabove 80F (26.6C) and prolonged exposureto oxygen-containing gases should be avoidedbecause these conditions lead to discoloration andgum formation. |
| 4-Vinyl-1-cyclohexene, a cyclic alkene, is ahighly flammable liquid. | |
| Uses | Polymers, organic synthesis. |
| As an intermediate in theproduction of flame retardants, flavors, fragrances,and vinyl cyclohexene dioxide (whichitself is used in the manufacture of epoxyresins); found in gases discharged during theprocess of curing rubber in tire manufacturing. | |
| Definition | ChEBI: 4-Vinylcyclohexene is a cyclic olefin. |
| 4-Vinylcyclohexene is produced by dimerization of butadiene,as a by-product of chlorination of butadiene, or frombutadieneon long storage. | |
| Synthesis Reference(s) | Journal of the American Chemical Society, 108, p. 1322, 1986 DOI: 10.1021/ja00266a047 Synthesis, p. 1027, 1984 |
| Colorless liquid. Floats on water. Temperatures above 80F (26.6C) and prolonged exposure to oxygen-containing gases should be avoided because these conditions lead to discoloration and gum formation. | |
| Air & Water Reactions | Highly flammable. 4-Vinyl-1-cyclohexene oxidizes in air to form hydroperoxides. Slightly soluble in water. |
| 4-Vinyl-1-cyclohexene can react with oxidizing materials. 4-Vinyl-1-cyclohexene is also incompatible with peroxide catalysts. Prolonged exposure to oxygen-containing gases leads to discoloration and gum formation. . | |
| Health Hazard | Exposure can cause irritation of eyes, nose and throat. High concentrations have a narcotic effect. |
| Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Moderately toxic by ingestion and inhalation. MilcU~7 toxic by skin contact. Experimental reproductive effects. Dangerous fire hazard when exposed to heat, flame, or oxidizers. Can react with oxidizers. To fight fire, use foam, CO2, dry chemical. | |
| Potential Exposure | 4-Vinyl-1-cyclohexene is used as anintermediate for the production of vinylcyclohexene dioxide,which is used as a reactive diluent in epoxy resins.Previous uses of 4-vinyl-1-cyclohexene include comonomerin the polymerization of other monomers and for halogenationto polyhalogenated derivatives which are used as flameretardants. |
| A dose of 145 g/kg applied tomouse 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 of50 F344/N rats for 103 weeks induced a slightly increasedincidence 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 thatof the vehicle controls had a marginally increased incidenceof adenomas or squamous cell carcinomas (combined) of theclitoral gland. Under these conditions, the 2-year gavagestudies in male and female rats were considered inadequatebecause of extensive and early mortality at the high dose or atbody doses and the lack of conclusive evidence of a carcinogeniceffect (125a). In female Fisher 344 rats treated with thisagent to induce ovarian failure followed by application of the carcinogen dimethylbenzanthracene (DMBA) directly to theovaries, there resulted tumors in 42% of animals at 3 monthsand 57% at 5 months (126b). All neoplasms were classifiedSertoli–Leydig cell tumors (SLCT). No tumors occurred inanimals treated with vehicle or DMBA alone. | |
| Shipping | UN1993 Flammable liquids, n.o.s., HazardClass: 3; Labels: 3-Flammable liquid, Technical NameRequired. |
| Vapor may form explosive mixture withair. Hydrolyzes in water. Incompatible with oxidizers (chlorates,nitrates, peroxides, permanganates, perchlorates,chlorine, bromine, fluorine, etc.); contact may cause firesor explosions. Keep away from alkaline materials, strongbases, strong acids, oxoacids, epoxides, amines, alcohols. | |
| Toxics Screening Level | The Initial Threshold Screening Level (ITSL) for 4-vinylcyclohexene (VCH) is 4 μg/m3 based on an 8 hour averaging time. |
| Dissolve or mix the materialwith a combustible solvent and burn in a chemicalincinerator equipped with an afterburner and scrubber.All federal, state, and local environmental regulations mustbe observed. |
| Preparation Products | 4-Vinylcyclohexene dioxide-->UNDECANE,5-METHYL--->DICHLORO(DICYCLOPENTADIENYL)PLATINUM(II)-->[2-(3-CYCLOHEXENYL)ETHYL]DIMETHYLCHLOROSILANE-->2-CYCLOHEXYL-ETHYLAMINE HYDROCHLORIDE-->3-Cyclohexene-1-carboxaldehyde-->VINYLCYCLOHEXANE-->2-(3-CYCLOHEXENYL)ETHYLTRIMETHOXYSILANE |
Declaration: The products displayed on this website are intended exclusively for industrial applications or scientific research. They are not intended for medical, pharmaceutical, or food use. In accordance with applicable laws and regulations, purchasing organizations must hold valid qualifications and approvals.
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