JEE Main levelSingle correct optionDifficulty 2 of 3o3192
2-Methyloxirane (propylene oxide) is treated with CHX3MgBr in dry ether, followed by aqueous NHX4Cl. The product is
Abutan-1-ol
Bbutan-2-ol
C2-methylpropan-2-ol
D2-methylpropan-1-ol
Answer: B
The Grignard reagent is a strong nucleophile and opens the epoxide by SN2 at the less hindered CHX2 carbon. This gives CHX3CHX2−CH(OMgBr)−CHX3, which on protonation is butan-2-ol. Attack at the CH carbon would give 2-methylpropan-1-ol.