NucleophilicityHardQuestion 730012
Question
In polar aprotic solvents (e.g., DMSO), the nucleophilicity order of halide ions is:
- AI⁻ > Br⁻ > Cl⁻ > F⁻Correct
- BF⁻ > Cl⁻ > Br⁻ > I⁻
- CAll equal
- DF⁻ > 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.