JEE Main · 2020 · 06 Sep 2020 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

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The correct match between Item-I (starting material) and Item-II (reagent) for the preparation of benzaldehyde is:

Item-I
(I) Benzene
(II) Benzonitrile
(III) Benzoyl Chloride

Item-II
(P) and
(Q) and quinoline
(R) and
  1. (A)(I) - (Q), (II) - (R) and (III) - (P)
  2. (B)(I) - (P), (II) - (Q) and (III) - (R)
  3. (C)(I) - (R), (II) - (P) and (III) - (Q)✓ Correct
  4. (D)(I) - (R), (II) - (Q) and (III) - (P)

Answer: (C)

Solution

Each route is a named formylation. Benzene is turned into benzaldehyde by the Gattermann-Koch reaction with , and . Benzonitrile gives benzaldehyde by Stephen reduction with followed by hydrolysis. Benzoyl chloride gives benzaldehyde by Rosenmund reduction with over palladium poisoned on with sulphur and quinoline. So benzene pairs with the reagent, benzonitrile with , and benzoyl chloride with the poisoned-palladium reagent.

JEE Main · 2020 · 06 Sep 2020 · Shift 2 · Single correct option

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