Identify the major product C formed in the following reaction sequence:

\mathrm{CH3CH2CH2I \xrightarrow{NaCN} A \xrightarrow[ ext{partial hydrolysis}]{OH^-} B \xrightarrow[ ext{(major)}]{Br2 / NaOH

Question

Identify the major product C formed in the following reaction sequence:

\mathrm{CH3CH2CH2I \xrightarrow{NaCN} A \xrightarrow[	ext{partial hydrolysis}]{OH^-} B \xrightarrow[	ext{(major)}]{Br2 / NaOH} C}

Vishal Gupta · Accepted Answer

D. \mathrm{CH3CH2CH2I} with NaCN gives butanenitrile (A). Partial hydrolysis converts the nitrile to the amide, butanamide (B). Hofmann bromamide degradation with \mathrm{Br2/NaOH} removes one carbon, giving propylamine (C).

Amines

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