Chapter 14.SE, Problem 35AP

Interpretation Introduction

Interpretation:

Whether a conjugated diyne such as 1,3-butadiyne will give Diels-Alder reaction with a dienophile or not is to be explained.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction.

To explain:

Whether a conjugated diyne such as 1,3-butadiyne will give Diels-Alder reaction with a dienophile or not.