JEE Main 2023 · 29 January · morning · Single correct · +4 / −1

Match List I with List II
Choose the correct answer from the options given below :

List IList II
ReactionReagents
(A)Hoffmann Degradation(I)Conc.KOH, Δ
(B)Clemenson reduction(II)CHCl₃,NaOH/H₃O ⊕
(C)Cannizaro reaction(III)Br₂,NaOH
(D)Reimer-Tiemann Reaction(IV)Zn-Hg/HCl
  1. (a) (A) - III, (B) - IV, (C) - I, (D) - II
  2. (b) (A) - II, (B) - IV, (C) - I, (D) - III
  3. (c) (A) - III, (B) - IV, (C) - II, (D) - I
  4. (d) (A) - II, (B) - I, (C) - III, (D) - IV
Answer and solution

Answer (a) (A) - III, (B) - IV, (C) - I, (D) - II

Solution

Chemistry ma’am · 3 steps

Tie each named reaction to the one reagent that defines it, and the matching falls into place.

  1. Recall each reagent. Every named reaction here has a signature reagent. Remember what each reaction does to the molecule, and its reagent follows.
    ReactionWhat it doesReagentMatch
    (A) Hoffmann degradationamide to amine with one carbon lessBr₂, NaOHIII
    (B) Clemmensen reductionC=O to CH₂Zn-Hg/HClIV
    (C) Cannizzaro reactionaldehyde with no α-hydrogen gives an alcohol and a carboxylateconc. KOH, ΔI
    (D) Reimer-Tiemann reactionphenol to salicylaldehydeCHCl₃, NaOH, then H₃O⁺II
  2. Why these reagents. In Hoffmann degradation, Br₂ in base makes an N-bromoamide that rearranges to an isocyanate, which then loses CO₂. In Reimer-Tiemann, CHCl₃ and NaOH give dichlorocarbene, which attacks the phenoxide ion. Acid work-up at the end gives the aldehyde.
  3. So. The matching is A-III, B-IV, C-I, D-II, which is option (a).

The idea to keep. Learn each named reaction as a reagent plus a change. Br₂/NaOH on an amide and CHCl₃/NaOH on phenol are both basic, so tell them apart by the halogen source.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Amines & Diazonium Salts

Asked about 170 times in JEE Main since 2020. This question is from 2023.