4-Vinylcyclohexene
Names | |
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Preferred IUPAC name
4-Ethenylcyclohex-1-ene | |
Other names
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Identifiers | |
3D model (
JSmol ) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.002.590 |
EC Number |
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KEGG | |
PubChem CID
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RTECS number
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UNII | |
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[1] | |
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: | |
Warning | |
H351 | |
P201, P202, P281, P308+P313, P405, P501 | |
NFPA 704 (fire diamond) | |
Flash point | 21.2 °C (70.2 °F; 294.3 K)[3] |
269 °C (516 °F; 542 K) | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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2563 mg/kg (oral, rat)[2] |
Safety data sheet (SDS) | Oxford University |
Related compounds | |
Related compounds
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Buta-1,3-diene
Cyclohexene |
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
racemate. It is a precursor to vinylcyclohexene dioxide.[4]
Production
It is produced by
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").[3]
References
- ^
Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 8–111. ISBN 0-8493-0594-2.
- ^ "Safety (MSDS) data for 4-vinylcyclohexene". Oxford University. Archived from the original on 2010-12-31. Retrieved 2009-04-19.
- ^ a b "4-Vinylcyclohexene" (PDF). IARC. Retrieved 2009-04-19.
- ^ ISBN 978-3527306732.
- ^
Wittcoff, Harold; Reuben, B. G.; Plotkin, Jeffrey S. (1998). Industrial Organic Chemicals (2 ed.). Wiley-Interscience. pp. 236–7. ISBN 978-0-471-44385-8. Retrieved 2009-04-19.