JEE MainHardQuestion 830008
Question
The reaction of (R)-2-bromobutane with KOH/H₂O predominantly gives:
- A(S)-butan-2-ol via SN2 (inversion)Correct
- B(R)-butan-2-ol (retention)
- CRacemic butan-2-ol only
- DBut-2-ene (elimination)
Correct answer
(S)-butan-2-ol via SN2 (inversion)
Explanation
KOH/H₂O = hydroxide nucleophile in protic solvent + primary substrate (actually secondary here). The conditions favour SN2 for secondary halide (OH⁻ is a strong nucleophile). SN2 → Walden inversion → (S)-butan-2-ol from (R)-2-bromobutane.