JEE Main 2024 · 4 April · morning · Single correct · +4 / −1

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

LIST I Mechanism stepsLIST II Effect
A.I.- E effect
B.II.- R effect
C.III.+ E effect
D.IV.+ R effect
  1. (a) (A) - (I), (B) - (II), (C) - (IV), (D) - (III)
  2. (b) (A) - (II), (B) - (IV), (C) - (III), (D) - (I)
  3. (c) (A) - (III), (B) - (I), (C) - (II), (D) - (IV)
  4. (d) (A) - (IV), (B) - (III), (C) - (I), (D) - (II)
Answer and solution

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

Solution

Chemistry ma’am · 3 steps

First ask if a reagent is present: that makes it E, not R. Then ask which way the electrons move.

  1. R or E. The resonance (R) effect is permanent: electrons are delocalised in the molecule even with no reagent nearby. The electromeric (E) effect is temporary: a multiple bond shifts its π electrons only when a reagent attacks. A and D are resonance structures of one molecule. B and C each show a reagent attacking C=C.
  2. Sign of each effect. +R: the group pushes electrons into the ring. −R: the group pulls electrons out of the ring. +E: the π electrons move to the carbon where the reagent bonds, which happens with an electrophile such as H⁺. −E: the π electrons move to the other carbon, away from the reagent, which happens with a nucleophile such as CN⁻.
    StepWhat the arrows showEffect
    ALone pair on NH₂ pushed into the ring, giving =NH₂⁺ and a ring carbanion+R (IV)
    Bπ electrons go to the carbon that takes H⁺, and the other carbon becomes C⁺+E (III)
    CCN⁻ bonds to one carbon, and the π electrons move to the other carbon as C⁻−E (I)
    DRing π electrons pulled onto NO₂, giving O⁻ and a ring carbocation−R (II)
  3. So. A–IV, B–III, C–I, D–II, which is option (d).

The idea to keep. No reagent means R; a reagent attacking a multiple bond means E. For E, electrons moving toward the attacker means +E (electrophile), and moving away means −E (nucleophile).

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

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Asked about 180 times in JEE Main since 2020. This question is from 2024.