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 steps | LIST II Effect | ||
|---|---|---|---|
| A. | I. | - E effect | |
| B. | II. | - R effect | |
| C. | III. | + E effect | |
| D. | IV. | + R effect |
- (a) (A) - (I), (B) - (II), (C) - (IV), (D) - (III)
- (b) (A) - (II), (B) - (IV), (C) - (III), (D) - (I)
- (c) (A) - (III), (B) - (I), (C) - (II), (D) - (IV)
- (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.
- 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.
- 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⁻.
Step What the arrows show Effect A Lone pair on NH₂ pushed into the ring, giving =NH₂⁺ and a ring carbanion +R (IV) B π electrons go to the carbon that takes H⁺, and the other carbon becomes C⁺ +E (III) C CN⁻ bonds to one carbon, and the π electrons move to the other carbon as C⁻ −E (I) D Ring π electrons pulled onto NO₂, giving O⁻ and a ring carbocation −R (II) - 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.