Bromoethane is converted into CH3CH2MgBr, which reacts with ethylene oxide, and hydrolysis gives A. A is treated with SOCl2 to give B. B is converted into its Grignard reagent with Mg in dry ether, which is treated with ethanal and hydrolysed to give C. C is

JEE Advanced levelSingle correct optionDifficulty 3 of 3hx180

Bromoethane is converted into $CH X_{3} CH X_{2} MgBr$ , which reacts with ethylene oxide, and hydrolysis gives A. A is treated with $SOCl X_{2}$ to give B. B is converted into its Grignard reagent with $Mg$ in dry ether, which is treated with ethanal and hydrolysed to give C. C is

A = butan-1-ol (ethyl Grignard + oxirane). B = 1-chlorobutane (SOCl2 replaces OH by Cl). B gives

CH X_{3} CH X_{2} CH X_{2} CH X_{2} MgCl

, which adds to

CH X_{3} CHO

to give

CH X_{3} CH (OH) CH X_{2} CH X_{2} CH X_{2} CH X_{3}

after hydrolysis, i.e. hexan-2-ol (secondary).