JEE Main levelSingle correct optionDifficulty 2 of 3o1071
Ethyl acetate is treated with (i) excess CHX3MgBr in dry ether; (ii) HX3OX+. The final product is
Apropan-2-one (acetone)
B2-methylpropan-2-ol
Cbutan-2-one
Dpropan-2-ol
Answer: B
The first equivalent adds to the ester and ethoxide is lost to give acetone. Acetone is more reactive than the ester and takes up a second equivalent of CHX3MgBr, giving (CHX3)X3C−OMgBr. Hydrolysis gives (CHX3)X3C−OH.