Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 9, Problem 76CP

(a)

Interpretation Introduction

Interpretation:

A base catalysed mechanism for the tautomerization of roquefortine C has to be drawn.

Concept Introduction:

Keto-enol tautomerization:

Enols and ketones are tautomers that are constitutional isomers that rapidly interconvert via the migration of a proton.  The interconversion between an enol and a ketone is called keto-enol tautomerization and is catalyzed by trace amounts of acid or base.

(b)

Interpretation Introduction

Interpretation:

An acid-catalysed mechanism for the tautomerization of roquefortine C has to be drawn.

Concept Introduction:

Keto-enol tautomerization:

Enols and ketones are tautomers that are constitutional isomers that rapidly interconvert via the migration of a proton.  The interconversion between an enol and a ketone is called keto-enol tautomerization and is catalyzed by trace amounts of acid or base.

(c)

Interpretation Introduction

Interpretation:

The stable tautomer and its reason have to be given.

Concept Introduction:

Keto-enol tautomerization:

Enols and ketones are tautomers that are constitutional isomers that rapidly interconvert via the migration of a proton.  The interconversion between an enol and a ketone is called keto-enol tautomerization and is catalyzed by trace amounts of acid or base.

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Chapter 9 Solutions

Organic Chemistry

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