JEE Advanced 2023 · Paper 1 · Chemistry Q17

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ChemistryList match+3 / -1Question 51 of 51

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.

List-I

P
Etard reaction
Q
Gattermann reaction
R
Gattermann-Koch reaction
S
Rosenmund reduction

List-II

1
Acetophenone $\xrightarrow{\text{Zn-Hg, HCl}}$
2
Toluene $\xrightarrow[\text{(ii) } \ce{SOCl2}]{\text{(i) } \ce{KMnO4}\text{, KOH, }\Delta}$
3
Benzene $\xrightarrow[\text{anhyd. } \ce{AlCl3}]{\ce{CH3Cl}}$
4
Aniline $\xrightarrow[\text{273-278 K}]{\ce{NaNO2}/\ce{HCl}}$
5
Phenol $\xrightarrow{\text{Zn, }\Delta}$

P → 2; Q → 4; R → 1; S → 3

P → 1; Q → 3; R → 5; S → 2

P → 3; Q → 2; R → 1; S → 4

P → 3; Q → 4; R → 5; S → 2

Answer and worked solution

Official answer: D

Products of the List-II reactions.

Clemmensen reduction of acetophenone gives ethylbenzene.
Toluene → benzoic acid → benzoyl chloride.
Friedel-Crafts methylation of benzene gives toluene.
Diazotisation of aniline gives benzenediazonium chloride.
Zinc dust converts phenol to benzene.

Matching each named reaction to its reactant.

Etard reaction: toluene with $\ce{CrO2Cl2}$ → 3.
Gattermann reaction: a diazonium salt with Cu/HX → 4.
Gattermann-Koch reaction: benzene with CO/HCl → 5.
Rosenmund reduction: an acid chloride → 2.

P→3, Q→4, R→5, S→2.

Topics:Named reactions Diazonium salts Aromatic hydrocarbons and electrophilic substitution

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