JEE Chemistry · Hard

General Organic Chemistry: Nucleophilicity MCQ

Solve this quality-checked JEE multiple-choice question, then review the correct answer and explanation.

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NucleophilicityHardQuestion 730012

Question

In polar aprotic solvents (e.g., DMSO), the nucleophilicity order of halide ions is:
  1. A
    I⁻ > Br⁻ > Cl⁻ > F⁻
    Correct
  2. B
    F⁻ > Cl⁻ > Br⁻ > I⁻
  3. C
    All equal
  4. D
    F⁻ > I⁻ > Cl⁻ > Br⁻

Correct answer

I⁻ > Br⁻ > Cl⁻ > F⁻

Explanation

In polar aprotic solvents (no H-bonding to nucleophile), nucleophilicity parallels polarizability: I⁻ > Br⁻ > Cl⁻ > F⁻. In polar protic solvents, F⁻ is the most solvated and hence least nucleophilic; order reverses. In aprotic solvents, solvation is less — inherent nucleophilicity determines order.