Consider the rigorous multi-step synthesis sequence: Methyl chloride () is forcefully heated with alcoholic to yield compound X. Compound X undergoes total reduction with to yield compound Y. Compound

Question

Consider the rigorous multi-step synthesis sequence: Methyl chloride ($CH_3Cl$) is forcefully heated with alcoholic $KCN$ to yield compound X. Compound X undergoes total reduction with $LiAlH_4$ to yield compound Y. Compound Y is heavily treated with a cold mixture of $NaNO_2$ and $HCl$ to yield the final major organic product Z. Identify Z.

Prashant Kotian · Accepted Answer

Correct answer: B. reacts via an step with to step up the chain, forming methyl cyanide (X, ). Extensive reduction with transforms X completely into the primary amine ethanamine (Y, ). Y reacts with nitrous acid to forcefully generate a highly unstable diazonium salt that collapses to an ethyl carbocation, catching water to finally yield ethyl alcohol (Z).

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