23E - Organic Chemistry (Mcmurry)

Question

Show the structure of the polymer that results from heating the following diepoxide and diamine:

Step-by-Step Solution

Answer

Step 1: Reaction of diepoxide and diamine

When the diepoxide monomer is reacted with the diamine then the highly strained epoxide ring is open by SN₂ mechanism.

In the given reaction lone pair of nitrogen attack the epoxide ring and we get the polymer as shown below;

Step 2: Mechanism of the reaction

In the given reaction lone pair of nitrogen attack the epoxide ring and we get the polymer as shown below. The mechanism of the reaction is as shown below;