does not undergo the Diels-Alder reaction as a diene because:
A)a bicyclic ring system cannot function as the diene component.
B)it cannot adopt the s-cis conformation.
C)it lacks electron-withdrawing groups.
D)it lacks strong electron-releasing groups.
E)the two double bonds are farther apart than in a non-cyclic conjugated system.

Question

does not undergo the Diels-Alder reaction as a diene because:
A)a bicyclic ring system cannot function as the diene component. 
B)it cannot adopt the s-cis conformation. 
C)it lacks electron-withdrawing groups. 
D)it lacks strong electron-releasing groups. 
E)the two double bonds are farther apart than in a non-cyclic conjugated system.

Quizplus · Accepted Answer

In order to undergo Diels-Alder reaction as a diene, the molecule needs to be able to adopt the s-cis conformation, where the two double bonds are in the same plane and oriented in a head-to-tail fashion. However, the bicyclic ring system of 11eaa4bc_3deb_0267_9180_63df03ab5334_TB5902_00 prevents it from adopting this conformation, making it unsuitable as a diene.

Does Not Undergo the Diels-Alder Reaction as a Diene Because