Chemistry - Halogen Derivative Question with Solution | TestHub

Benzonitrile is ${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{CN}$.

When benzonitrile reacts with phenylmagnesium bromide (${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{MgBr}$) in the presence of dry ether, a nucleophilic addition takes place at the electrophilic carbon of the cyano group to form an imine complex.

${\mathrm{C}}_6{\mathrm{H}}_5\mathrm{C}\equiv \mathrm{N}+{\mathrm{C}}_6{\mathrm{H}}_5\mathrm{MgBr}\stackrel{\text{dry ether}}{\to }({\mathrm{C}}_6{\mathrm{H}}_5{)}_2\mathrm{C}=\mathrm{NMgBr}$

Upon acid hydrolysis, the imine complex is converted into a ketone.

$({\mathrm{C}}_6{\mathrm{H}}_5{)}_2\mathrm{C}=\mathrm{NMgBr}\stackrel{{\mathrm{H}}_3{\mathrm{O}}^{+}}{\to }({\mathrm{C}}_6{\mathrm{H}}_5{)}_2\mathrm{C}=\mathrm{O}+{\mathrm{NH}}_3+\mathrm{Mg}(\mathrm{OH})\mathrm{Br}$

The final product is benzophenone.

Answer: Benzophenone