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) HCl and SnCl2,H3O+ (Q) H2,Pd−BaSO4,S and quinoline (R) CO,HCl and AlCl3
(A)(I) - (Q), (II) - (R) and (III) - (P)
(B)(I) - (P), (II) - (Q) and (III) - (R)
(C)(I) - (R), (II) - (P) and (III) - (Q)✓ Correct
(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 CO, HCl and AlClX3. Benzonitrile gives benzaldehyde by Stephen reduction with SnClX2/HCl followed by hydrolysis. Benzoyl chloride gives benzaldehyde by Rosenmund reduction with HX2 over palladium poisoned on BaSOX4 with sulphur and quinoline. So benzene pairs with the CO/HCl/AlClX3 reagent, benzonitrile with SnClX2/HCl, and benzoyl chloride with the poisoned-palladium reagent.
JEE Main · 2020 · 06 Sep 2020 · Shift 2 · Single correct option