Question

Hydrolysis of the minor product formed from the reaction of 1-Bromo propane and ethanolic KCN gives:

• A. 1
• B. 2
• C. 3
• D. 4

Hint:

SN2 reaction of 1° alkyl halide with KCN → nitrile, hydrolysis of nitrile → primary amine.

Answer 1

The Correct Option is A

Step 1: Reaction of 1-bromopropane with KCN (ethanolic).
KCN is ambident: carbon of CN\(^-\) attacks via S\(_N\)2 to give propanenitrile (major). Nitrogen attacks to give propyl isocyanide, CH\(_3\)CH\(_2\)CH\(_2\)NC (minor product).

Step 2: Hydrolysis of the minor isocyanide product.
Acid hydrolysis of an isocyanide (RNC) gives a primary amine (RNH\(_2\)) and formic acid. Product = propylamine (CH\(_3\)CH\(_2\)CH\(_2\)NH\(_2\)).
\[ \boxed{\text{Propylamine}} \]