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| Names | |
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Preferred IUPAC name
4-Ethenylcyclohex-1-ene | |
Other names
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| Identifiers | |
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3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.002.590 |
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| KEGG | |
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PubChem CID
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| RTECS number |
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| UNII | |
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CompTox Dashboard (EPA)
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| Properties | |
| C8H12 | |
| Molar mass | 108.184 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0.8299 g/cm3 at 20°C |
| Melting point | −108.9 °C (−164.0 °F; 164.2 K) |
| Boiling point | 128.9 °C (264.0 °F; 402.0 K) |
| 0.05 g/L | |
| Solubility | soluble in benzene, diethyl ether, petroleum ether |
| Vapor pressure | 2 kPa |
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Refractive index (nD)
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1.4639 (20 °C) |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H351 | |
| P201, P202, P281, P308+P313, P405, P501 | |
| NFPA 704 (fire diamond) | |
| Flash point | 21.2 °C (70.2 °F; 294.3 K) |
| 269 °C (516 °F; 542 K) | |
| Lethal dose or concentration (LD, LC): | |
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LD50 (median dose)
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2563 mg/kg (oral, rat) |
| Safety data sheet (SDS) | Oxford University |
| Related compounds | |
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Related compounds
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Buta-1,3-diene Cyclohexene |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Vinylcyclohexene is an organic compound consisting of a vinyl group attached to the 4-position of the cyclohexene ring. It is a colorless liquid. Although chiral, it is used mainly as the racemate. It is a precursor to vinylcyclohexene dioxide.
Production
It is produced by buta-1,3-diene dimerization in a Diels-Alder reaction. The reaction is conducted at 110 - 425 °C at pressures of 1.3 - 100 MPa in the presence of a catalyst. A mixture of silicon carbide and salts of copper or chromium comprises the catalyst. A competing product is 1,5-cyclooctadiene.
Safety
4-Vinylcyclohexene is classified as a Group 2B carcinogen by the IARC ("possibly carcinogenic to humans").