Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Chapter 17, Problem 63IP

(a)

Interpretation Introduction

Interpretation:

For each of the given pairs of compounds, the compound liberating most heat upon hydrogenations should be identified.

Concept introduction:

  • The heat liberation in a reaction is depends upon the stability of the reactant compounds. If the reactant compound is more stable, then the heat liberation will be less.
  • Based on the proximity of C=C bonds in dienes, they are classified into three.

    Cumulated dienes: the C=C bonds are located adjacent carbons.

    Conjugated dienes: the C=C bonds or C=C and C=O are separated by one σ-bond.

    Isolated dienes: the C=C bonds are separated by two or more σ-bonds.

  • The conjugated dienes are more stable as compare to isolated dienes because the delocalization of π bonds is taking place, so this forms some stabilization energy in conjugated system.

To identify: the compound liberating most heat upon hydrogenations from the given pairs of compounds.

(b)

Interpretation Introduction

Interpretation:

For each of the given pairs of compounds, the compound liberating most heat upon hydrogenations should be identified.

Concept introduction:

  • The heat liberation in a reaction is depends upon the stability of the reactant compounds. If the reactant compound is more stable, then the heat liberation will be less.
  • Based on the proximity of C=C bonds in dienes, they are classified into three.

    Cumulated dienes: the C=C bonds are located adjacent carbons.

    Conjugated dienes: the C=C bonds or C=C and C=O are separated by one σ-bond.

    Isolated dienes: the C=C bonds are separated by two or more σ-bonds.

  • The conjugated dienes are more stable as compare to isolated dienes because the delocalization of π bonds is taking place, so this forms some stabilization energy in conjugated system.

To identify: the compound liberating most heat upon hydrogenations from the given pairs of compounds.

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