Which of the following compounds does not form an alcohol when it reacts with excess Grignard reagent?

A.

B.

C.

Generally, aldehydes and ketones give alcohol when reacted with Grignard reagent.

When N-methyl propionamide reacts with excess Grignard reagent, a productive reaction does not take place. Since it has$\mathrm{N}-\mathrm{H}$ bond, this hydrogen reacts with Grignard reagent which then gets converted toalkane.

This compound can undergo nucelophilic addition-elimination reaction which forms a ketone. When excess Grignard reagent is added, it undergoes nucelophilic addition reaction and forms a tertiary alcohol. Methyl propionate produces tertiary alcohol when it reacts with Grignard reagent. The reaction is given below.

${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{COOCH}}_3+\mathrm{RMgX}\to {\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{C}\left({\mathrm{R}}_2\right)\mathrm{OH}$

Methyl 3-hydroxypropanoate has a hydrogen atom bonded with an oxygen atom and cannot undergo nucleophilic addition reaction. Thus, the acidic proton reacts with Grignard reagent and producesalkane.