JEE Main levelSingle correct optionDifficulty 2 of 3ap213
2-Methyloxirane (propylene oxide) is treated with CHX3ONa in methanol (basic conditions), then work-up. The major product is
A2-methoxypropan-1-ol
B1,2-dimethoxypropane
C1-methoxypropan-2-ol
Dpropane-1,2-diol
Answer: C
Under basic conditions the nucleophile CHX3OX− attacks the less hindered ring carbon (the CHX2) by SN2. This gives CHX3O−CHX2−CH(OH)−CHX3 after protonation, 1-methoxypropan-2-ol.