JEE Advanced 2023 Paper 1 Q17 Chemistry Organic Reactions & Mechanisms Named Reactions & Reagents Hard

JEE Advanced 2023 Paper 1 · Q17 · Named Reactions & Reagents

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. List-I: (P) Étard reaction (Q) Gattermann reaction (R) Gattermann–Koch reaction (S) Rosenmund reduction List-II: (1) Acetophenone via Clemmensen reduction → ethylbenzene (2) Benzoic acid via $KMnO_4$/KOH oxidation, then $SOCl_2$ → benzoyl chloride (3) Toluene via $CH_3Cl/AlCl_3$ (4) Aniline via reduction of nitrobenzene, then $NaNO_2/HCl$ → benzene diazonium chloride (5) Phenol via Zn-dust pyrolysis → benzene

Reveal answer + step-by-step solution

Correct answer:D

Solution

Étard uses toluene (from Friedel–Crafts $CH_3Cl/AlCl_3$) — (P)→(3). Gattermann uses arenediazonium salt (from aniline + $NaNO_2/HCl$) — (Q)→(4). Gattermann–Koch uses benzene (e.g. via Zn dust from phenol) + CO/HCl/AlCl$_3$ → benzaldehyde — (R)→(5). Rosenmund uses acyl chloride (from $KMnO_4/KOH$ oxidation then $SOCl_2$) — (S)→(2).

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