Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 28, Problem 28.49AP
Interpretation Introduction

Interpretation:

Ions as well as neutral molecules undergo pericyclic reactions. Classify the pericyclic reactions of the cation involved in the transformation shown in Fig. P28.49.The methyl groups are cis or trans is to be explained.

Organic Chemistry Study Guide and Solutions, Chapter 28, Problem 28.49AP

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner. In phase orbital overlap results in symmetry allowed electrocyclic reactions. Selection rules of electrocyclic reactions are;

No. of electrons Activation mode Stereochemistry of rotation
4n Thermal
Photochemical
Con
Dis
4n + 2 Thermal
Photochemical
Dis
Con

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