Nucleophilicity vs basicityMediumQuestion 830005
Question
In polar protic solvents, which is a better nucleophile for SN2?
- AI⁻ (larger, more polarisable)Correct
- BF⁻ (more electronegative)
- COH⁻ (strongest base)
- DH₂O (neutral)
Correct answer
I⁻ (larger, more polarisable)
Explanation
In polar protic solvents, small anions (F⁻, OH⁻) are heavily solvated → poor nucleophiles. Large, polarisable anions (I⁻, RS⁻) are less solvated → better nucleophiles. Order: I⁻ > Br⁻ > Cl⁻ > F⁻ in protic solvents.