JEE Main 2025 · 22 January · evening · Single correct · +4 / −1

Match the Compounds (List - I) with the appropriate Catalyst/ Reagents (List - II) for their reduction into corresponding amines.
Choose the correct answer from the options given below :

List - I (Compounds)List - II (Catalyst/Reagents)
(A)R-C(∥(O))-NH₂(I)NaOH (aqueous)
(B)(II)H₂/Ni
(C)R-C≡ N(III)LiAlH₄,H₂O
(D)(IV)Sn,HCl
  1. (a) (A)-(II), (B)-(IV), (C)-(III), (D)-(I)
  2. (b) (A)-(III), (B)-(IV), (C)-(II), (D)-(I)
  3. (c) (A)-(III), (B)-(II), (C)-(IV), (D)-(I)
  4. (d) (A)-(II), (B)-(I), (C)-(III), (D)-(IV)
Answer and solution

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

Solution

Chemistry ma’am · 4 steps

Match each group to its famous reagent, starting with the ones that can have only one partner.

  1. Read the structures. (B) is nitrobenzene, C₆H₅NO₂. (D) is an N-alkylphthalimide, the intermediate of the Gabriel synthesis.
  2. Fix the sure ones. An amide RCONH₂ needs the strong hydride LiAlH₄ to become RCH₂NH₂, because catalytic H₂/Ni does not do this. The N-alkylphthalimide releases its amine only on hydrolysis with aqueous NaOH, which is not a reduction at all. That places (A)-(III) and (D)-(I).
    CompoundReagentAmine formed
    (A) RCONH₂(III) LiAlH₄, H₂ORCH₂NH₂
    (B) C₆H₅NO₂(IV) Sn, HClC₆H₅NH₂
    (C) RC≡N(II) H₂/NiRCH₂NH₂
    (D) N-alkylphthalimide(I) aqueous NaOHRNH₂ and sodium phthalate
  3. Remaining two. Sn/HCl is the classic metal-acid reagent for turning a nitro group into -NH₂, so (B)-(IV). The nitrile takes catalytic hydrogenation, RC≡N + 2H₂ →(Ni) RCH₂NH₂, so (C)-(II).
  4. So. The matching is (A)-(III), (B)-(IV), (C)-(II), (D)-(I), which is option (b).

The idea to keep. Amides need LiAlH₄, nitro groups go with metal and acid like Sn/HCl, nitriles take H₂/Ni, and the Gabriel phthalimide frees its amine by alkaline hydrolysis.

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 2025.