Names | |
---|---|
Preferred IUPAC name
4-Ethenylcyclohex-1-ene | |
Other names
| |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.590 |
EC Number |
|
KEGG | |
PubChem
CID
|
|
RTECS number |
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
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 |
Refractive index (nD)
|
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)
|
2563 mg/kg (oral, rat) [2] |
Safety data sheet (SDS) | Oxford University |
Related compounds | |
Related compounds
|
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).
|
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. [4]
It is produced by buta-1,3-diene dimerization in a Diels-Alder reaction. [5] [4] 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.
4-Vinylcyclohexene is classified as a Group 2B carcinogen by the IARC ("possibly carcinogenic to humans"). [3]
Names | |
---|---|
Preferred IUPAC name
4-Ethenylcyclohex-1-ene | |
Other names
| |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.590 |
EC Number |
|
KEGG | |
PubChem
CID
|
|
RTECS number |
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
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 |
Refractive index (nD)
|
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)
|
2563 mg/kg (oral, rat) [2] |
Safety data sheet (SDS) | Oxford University |
Related compounds | |
Related compounds
|
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).
|
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. [4]
It is produced by buta-1,3-diene dimerization in a Diels-Alder reaction. [5] [4] 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.
4-Vinylcyclohexene is classified as a Group 2B carcinogen by the IARC ("possibly carcinogenic to humans"). [3]