Identify the major product formed from the following reaction:
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Aromatic amines first form diazonium salts with \(NaNO_2/HCl\) at \(273K\). Sandmeyer reaction replaces the diazonium group by halogen. The aryl halide then forms a Grignard reagent with \(Mg/dry\ ether\), and treatment with \(D_3O^+\) gives deuterated arene.
Step 1: Diazotisation of p-toluidine. p-Toluidine (p-CH\(_3\)C\(_6\)H\(_4\)NH\(_2\)) is treated with NaNO\(_2\)/HCl at 0-5 C to give the diazonium salt p-CH\(_3\)C\(_6\)H\(_4\)N\(_2^+\)Cl\(^-\).
Step 2: Reaction of diazonium salt with H\(_3\)PO\(_2\)/H\(_2\)O (Sandmeyer reduction). H\(_3\)PO\(_2\) reduces the diazonium group, replacing -N\(_2^+\) with -H. Product = p-methylbenzene (toluene), i.e., a benzene ring with only the -CH\(_3\) group remaining. This corresponds to product 1. \[ oxed{1} \]
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