EBK ESSENTIAL ORGANIC CHEMISTRY
EBK ESSENTIAL ORGANIC CHEMISTRY
3rd Edition
ISBN: 8220100659461
Author: Bruice
Publisher: PEARSON
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Chapter 13.3, Problem 10P

(a)

Interpretation Introduction

Interpretation:

Hydrogen that can be exchanged with deuterium in a solution of D2O containing NaOD 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 tautomer is the location of hydrogen and double bond.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 13.3, Problem 10P , additional homework tip  1

α-carbon is the carbon adjacent to a carbonyl carbon.

(b)

Interpretation Introduction

Interpretation:

Hydrogen that can be exchanged with deuterium in a solution of D2O containing NaOD 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 tautomer is the location of hydrogen and double bond.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 13.3, Problem 10P , additional homework tip  2

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 13.3, Problem 10P , additional homework tip  3-carbon is the carbon adjacent to a carbonyl carbon.

(c)

Interpretation Introduction

Interpretation:

Hydrogen that can be exchanged with deuterium in a solution of D2O containing NaOD 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.

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 13.3, Problem 10P , additional homework tip  4

EBK ESSENTIAL ORGANIC CHEMISTRY, Chapter 13.3, Problem 10P , additional homework tip  5-carbon is the carbon adjacent to a carbonyl carbon.

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