Question

Predict the name and product of the given rearrangement reaction.

• A. Loosen rearrangement ;
  
  
• B. Schmidt rearrangement;
  
• C. Curtius rearrangement;
  
• D. Schmidt rearrangement;
  
  

Answer 1

The correct option is C Curtius rearrangement;


In Curtius rearrangement, acyl halides will react with sodium azide to give primary amines.

Mechanism of Curtius rearrangement:
1. Azide ion will attack the acyl carbon and replace the $Cl$ atom to acyl azide.
2. On heating the acyl azide, $N_2$ gets eliminated and the alkyl group gets migrated to form a isocyanate intermediate.
3. Isocyanate on hydrolysis gives primary amine and $C{O}_2$.

Hence, option (c) is correct.