JEE Main 2024 · 29 January · morning · Single correct · +4 / −1

The interaction between π bond and lone pair of electrons present on an adjacent atom is responsible for

  1. (a) Resonance effect
  2. (b) Electromeric effect
  3. (c) Hyperconjugation
  4. (d) Inductive effect
Answer and solution

Answer (a) Resonance effect

Solution

Chemistry ma’am · 3 steps

A lone pair sitting next to a π bond can spread into it, and that sharing of electrons is resonance.

  1. What is interacting. A lone pair sits in a p orbital on an atom right next to a π bond. That p orbital lies parallel to the p orbitals of the π bond, so they overlap sideways.
  2. Delocalisation. Because of this overlap, the lone pair and the π electrons spread over the whole system. In vinyl chloride, CH₂=CH-Cl, a lone pair on Cl moves in to form C=Cl and the π pair shifts onto the end carbon.

    CH₂=CH-Cl(..): ↔ ⁻CH₂-CH=Cl⁺

    EffectWhat causes it
    Resonanceπ bond conjugated with a lone pair or another π bond; permanent
    ElectromericFull shift of a π pair, only while an attacking reagent is present
    Hyperconjugationσ (C–H) bond overlapping with an adjacent π bond or empty p orbital
    InductivePull or push of electrons through σ bonds, due to electronegativity
  3. So. Lone pair and π bond conjugation is the resonance effect, option (a).

The idea to keep. Ask which electrons overlap with the π bond. A lone pair or another π bond gives resonance. A C–H σ bond gives hyperconjugation. σ bonds alone give the inductive effect.

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.