Abstract
Synthesis of p-bromomethylstyrene (3) and p-iodome-thylstyrene (4) is reported. 3 was obtained by the bromomethylation of 2-phenylethyl bromide followed by dehydrobromination of the resultant p-(2-bromoethyl) benzyl bromide (2) with t-BuOK, as well as by cleaving p-vinyl-benzyl methanosulfonate with LiBr in the presence of 18--crown-6. 4 was obtained from p-chloromethylstyrene (1) via the Finkelstein reaction. 3 was polymerized successfully in the presence of free-radical initiators, but 4 was found to be too unstable to give a well-defined polymer.
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