What type of product results when 3-pentanone reacts with dimethylamine?
A) enolate
B) enol
C) amide
D) imine
E) enamine

Question

Quizplus · Accepted Answer

When 3-pentanone reacts with dimethylamine, it undergoes a nucleophilic addition-elimination reaction to form an enamine. The nitrogen of dimethylamine attacks the carbonyl carbon of 3-pentanone, forming an intermediate that quickly undergoes tautomerization to form an iminium ion. The iminium ion then undergoes deprotonation to form the enamine.

What Type of Product Results When 3-Pentanone Reacts with Dimethylamine