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 further 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 further apart than in a non-cyclic conjugated system.

Quizplus · Accepted Answer

The Diels-Alder reaction requires a diene component with two conjugated double bonds that can adopt the s-cis conformation, which allows for the p-orbitals to overlap and form the cyclic product. However, the molecule TB5902_00 has a bicyclic ring system that results in the two double bonds being too far apart for them to undergo the Diels-Alder reaction as a diene. Therefore, the correct answer is B.

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