4-Vinylbenzyl chloride

4-Vinylbenzyl chloride

Names
Preferred IUPAC name 1-(Chloromethyl)-4-ethenylbenzene
Other names 1-(Chloromethyl)-4-vinylbenzene α-Chloromethylstyrene
Identifiers
CAS Number	1592-20-7  Y
3D model (JSmol)	Interactive image
ChemSpider	66739
ECHA InfoCard	100.014.975
EC Number	250-005-9
PubChem CID	74126
UNII	CJL4OJ6BS0  Y
CompTox Dashboard (EPA)	DTXSID2061808
InChI InChI=1S/C9H9Cl/c1-2-8-3-5-9(7-10)6-4-8/h2-6H,1,7H2 Key: ZRZHXNCATOYMJH-UHFFFAOYSA-N
SMILES C=Cc1ccc(cc1)CCl
Properties
Chemical formula	C9H9Cl
Molar mass	152.62
Appearance	colorless liquid
Density	1.083
Boiling point	229 °C (444 °F; 502 K)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	alkylating agent
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.

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

1. 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.
2. 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