Question

Predict the product of the following Diels–Alder reaction:

Short answer

Diels alder reaction (4+2 cycloaddition reaction) in which diene reacts with dienophile in a supra-supra manner in the heating condition to form the cyclic adduct.

This reaction follows the “concerted mechanism” it is a single-step reaction forming the final cyclic product

Step-by-step solution

Diels-Alder Reaction

Diels alder reaction (4+2 cycloaddition reaction) in which diene reacts with dienophile in a supra-supra manner in the heating condition to form the cyclic adduct.

This reaction follows the “concerted mechanism” it is a single-step reaction forming the final cyclic product

Product of Diels-Alder Reaction

The given diene is S-trans for the undergoing Diels-Alder reaction; it has to undergo rotation to form an s-trans conformation.

Diene (s-trans) is drawn such that the ends of its two double bonds are near the dienophile. Then form two single bonds between the diene and the dienophile, convert the three double bonds into single bonds, and convert the former single bond of the diene into a double bond.

The substituents on the dienophile are trans; thus, the cyclic product formed also retains their trans relationship.

Formation of Diels-Alder product