Question:

p-Nitrotoluene with \(Br_2\) (heat)

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Br\(_2\) + heat → side chain bromination (free radical substitution).
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Solution and Explanation

Bromination in presence of heat leads to side-chain bromination. \[ p\text{-Nitrotoluene} \xrightarrow{Br_2,\ heat} p\text{-Nitrobenzyl bromide} \]
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