Chapter 14.SE, Problem 55AP

Interpretation Introduction

Interpretation:

The structure of aldrin formed by the Diels-Alder reaction of hexachloro-1,3-cyclopentadiene with norbornadiene is to be given.

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. The addition takes place in endo manner.

To give:

The structure of aldrin formed by the Diels-Alder reaction of hexachloro-1,3-cyclopentadiene with norbornadiene.