Question

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

\[\ce{CH3 - CH2 - CH2 - I ->[NaCN] A ->[OH-][Partial hydrolysis] B ->[NaOH][Br2] \underset{(major)}{C}}\]

Options

• butanamide

• α-bromobutanoic acid

• propylamine

• butylamine

Answer 1

propylamine

Explanation:

\[\ce{\underset{(Nucleophilic substitution reaction)}{CH3 - CH2 - CH2 - I ->[NaCN][OH-] CH3 - CH2 - CH2 - CN}}\]

\[\ce{CH3 - CH2 - CH2 - CN ->[Partial hydrolysis][NaOH/Br2] CH3 - CH2 - CH2 - CONH2}\]

\[\ce{\underset{Hoffmann Bromamids degradation reactions}{(CH3 - CH2 - CH2 - CONH2 -> \underset{(Propyl amine)}{CH3 - CH2 - CH2 - NH2}}}\]