The reaction of N-bromosuccinimide with the following compounds has been reported in the chemical literature. Each compound yields a single product in 95% yield. Identify the product formed from each starting material.
(a) p-tert-Butyltoluene
(b) 4-Methyl-3-nitroanisole
Sample Solution (a) The only benzylic hydrogens in p-tert-butyltoluene are those of the methyl group that is attached directly to the ring. Substitution occurs there to give p-tert-butylbenzyl bromide.
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