4-Vinylcyclohexene

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4-Vinylcyclohexene
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance Colorless liquid
Density 0.8299 g/cm3 at 20°C
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Solubility soluble in benzene, diethyl ether, petroleum ether
Vapor pressure 2 kPa
Template:Longitem 1.4639 (20 °C)
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Template:Longitem Buta-1,3-diene
Cyclohexene

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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.[3]

Production

It is produced by buta-1,3-diene dimerization in a Diels-Alder reaction.[4][3] 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.

1,3-Butadiene undergoes a Diels-Alder cycloaddition reaction to form 4-vinylcyclohexane.

In North America this is produced by Nippon Chemical Texas Inc. in Pasadena, TX.

Safety

4-Vinylcyclohexene is classified as a Group 2B carcinogen by the IARC ("possibly carcinogenic to humans").[5]

References

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Script error: No such module "Check for unknown parameters".6. https://nctius.com/op-coproduct-streams/