4-Vinylbenzyl chloride
4-Vinylbenzyl chloride is an organic compound with the formula ClCH2C6H4CH=CH2. It is a bifunctional molecule, featuring both vinyl and a benzylic chloride functional groups. It is a colorless liquid that is typically stored with a stabilizer to suppress polymerization.
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Preferred IUPAC name
1-(Chloromethyl)-4-ethenylbenzene | |
Other names
1-(Chloromethyl)-4-vinylbenzene α-Chloromethylstyrene | |
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Properties | |
C9H9Cl | |
Molar mass | 152.62 |
Appearance | colorless liquid |
Density | 1.083 |
Boiling point | 229 °C (444 °F; 502 K) |
Hazards | |
Main hazards | alkylating agent |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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In combination with styrene, vinylbenzyl chloride is used as a comonomer in the production of chloromethylated polystyrene.[1] It is produced by the chlorination of vinyltoluene. Often vinyltoluene consists of a mixture of 3- and 4-vinyl isomers, in which case the vinylbenzyl chloride will also be produced as a mixture of isomers.[2]
References
- Montheard, Jean Pierre; Jegat, Corinne; Camps, Marcel "Vinylbenzylchloride (chloromethylstyrene), polymers, and copolymers. Recent reactions and applications" Journal of Macromolecular Science, Reviews in Macromolecular Chemistry and Physics 1999, volume C39, pp. 135-174.
- Denis H. James; William M. Castor (2007), "Styrene", Ullmann's Encyclopedia of Industrial Chemistry (7th ed.), Wiley, p. 1, doi:10.1002/14356007.a25_329.pub2, ISBN 978-3527306732
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