Hydrocarbons: JEE Advanced 2023 Chemistry question

The major products obtained from the reactions in List-II are the reactants for the named reactions mentioned in List-I. Match List-I with List-II and choose the correct option. \textbf{List-I} (P) Etard reaction (Q) Gattermann reaction (R) Gattermann-Koch reaction (S) Rosenmund reduction \textbf{List-II} (1) Acetophenone $\stackrel{\mathrm{Zn}-\mathrm{Hg}, \mathrm{HCl}}{\longrightarrow}$ (2) Toluene $\underset{\text{(ii)}\mathrm{SOCl}_{2}}{\stackrel{\text { (i) } \mathrm{KMnO}_{4}, \mathrm{KOH}, \Delta}{\longrightarrow}}$ (3) Benzene $\underset{\text { anhyd. } \mathrm{AlCl}_{3}}{\stackrel{\mathrm{CH}_{3} \mathrm{Cl}}{\longrightarrow}}$ (4) Aniline $\underset{273-278 \mathrm{~K}}{\stackrel{\mathrm{NaNO}_{2} / \mathrm{HCl}}{\longrightarrow}}$ (5) Phenol $\stackrel{\mathrm{Zn}, \Delta}{\longrightarrow}$