CH3−CH2−CN→EtherCH3MgBrA→H3O+B→HClZn−HgC\mathrm{CH_3{-}CH_2{-}CN\xrightarrow[Ether]{CH_3MgBr}A\xrightarrow{H_3O^+}B\xrightarrow[HCl]{Zn{-}Hg}C}CH3−CH2−CNCH3MgBrEtherAH3O+BZn−HgHClC
The correct structure of C is
Official answer: A
Steps. Grignard on the nitrile gives butan-2-one after hydrolysis; Clemmensen reduction gives butane.
(A)