Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 15.2, Problem 15.2P
Interpretation Introduction

To determine: The mechanism for the rearrangement reaction of cyclohexa1,4diene into cyclohexa1,3diene in the presence of an acidic solution along with the reason of energetically favourable reaction.

Interpretation: The mechanism for the rearrangement reaction of cyclohexa1,4diene into cyclohexa1,3diene in the presence of an acidic solution is to be proposed and the reason corresponds to the statement that is why the reaction is energetically favourable to be explained.

Concept introduction: Tautomerization is the process in which molecular formula of compounds remain same but connectivity of atoms or substituents in compounds become different. The stability of compound is the major factor that determines the formation of a compound. The compounds that have low energy are energetically favourable.

Conjugated systems possess alternate single and double bonds that results in lower energy of molecule and increase in stability of a molecule.

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In a strongly acidic solution, cyclohexa-1,4-diene tautomerizes to cyclohexa-1,3-diene.Propose a mechanism for this rearrangement, and explain why it is energetically favorable.P
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Organic Chemistry (9th Edition)

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