Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 13.3, Problem 8P

(a)

Interpretation Introduction

Interpretation:

Resonance contributor for the enolate ion formed from the given compounds has to be identified.

Concept Introduction:

Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.

The only difference in keto-enol tautomers is the location of hydrogen and double bond.

Essential Organic Chemistry (3rd Edition), Chapter 13.3, Problem 8P , additional homework tip  1

Enol tautomer is much less stable than the keto tautomer.

Enol tautomer is more stable when enol tautomer is aromatic or when the double bonds are conjugated.

Resonance: The delocalization of electrons which is characterized as several structural changes.

(b)

Interpretation Introduction

Interpretation:

Resonance contributor for the enolate ion formed from the given compounds has to be identified.

Concept Introduction:

Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.

The only difference in keto-enol tautomers is the location of hydrogen and double bond.

Essential Organic Chemistry (3rd Edition), Chapter 13.3, Problem 8P , additional homework tip  2

Enol tautomer is much less stable than the keto tautomer.

Enol tautomer is more stable when enol tautomer is aromatic or when the double bonds are conjugated.

Resonance: The delocalization of electrons which is characterized as several structural changes.

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Essential Organic Chemistry (3rd Edition)

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