JEE Main levelSingle correct optionDifficulty 2 of 3o1124
Ethyl acetate, CHX3−CO−OCX2HX5, is treated with excess CHX3MgBr in dry ether and then with HX3OX+. The product is
Apropan-2-ol
B2-methylpropan-2-ol
Cbutan-2-one
Dethanol
Answer: B
The first CHX3X− adds and expels CX2HX5OX− to give acetone. Acetone is more reactive than the ester and takes up a second CHX3X−, giving (CHX3)X3C−OMgBr. Hydrolysis gives the tertiary alcohol 2-methylpropan-2-ol.