JEE Main levelSingle correct optionDifficulty 2 of 3o1181
Benzoyl chloride is treated with excess CX2HX5MgBr and then HX3OX+. The final product is
A2-phenylbutan-2-ol
B3-phenylpentan-3-ol
C1-phenylpropan-1-one
D1-phenylpropan-1-ol
Answer: B
The first CX2HX5MgBr gives 1-phenylpropan-1-one with loss of MgBrCl. The ketone is more electrophilic than an ester and cannot be isolated, so a second mole adds, giving CX6HX5−C(CX2HX5)X2−OMgBr. Hydrolysis gives 3-phenylpentan-3-ol.