JEE Main levelSingle correct optionDifficulty 2 of 3ap172
Methyloxirane (propylene oxide) is treated with CHX3MgBr in dry ether and then with HX3OX+. The product is
Abutan-1-ol
B2-methylpropan-2-ol
Cpentan-2-ol
Dbutan-2-ol
Answer: D
The Grignard carbon nucleophile opens the epoxide by SN2 attack at the less hindered ring carbon, the CHX2. This gives CHX3−CHX2−CH(OH)−CHX3, butan-2-ol, after hydrolysis.