Identify the major product from the following reaction sequence:
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In aromatic substitution, \(-CH_3\) is ortho-para directing and gives mainly para product during nitration due to steric reasons. After reduction, \(-NH_2\) strongly activates the ring and bromination occurs at available ortho positions to \(-NH_2\).
Step 1: Nitration of toluene. Toluene + HNO\(_3\)/H\(_2\)SO\(_4\) at 288 K: the -CH\(_3\) group is ortho/para-directing and activating. The major product is p-nitrotoluene (para preferred due to less steric hindrance).
Step 2: Reduction to amine. p-Nitrotoluene + Fe/HCl (or Sn/HCl) reduces -NO\(_2\) to -NH\(_2\), giving p-toluidine (p-methylaniline). This corresponds to product 4. \[ oxed{4} \]
