Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
Question
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Chapter 5, Problem 34P

(a)

Interpretation Introduction

Interpretation:

The number of alkenes used to prepare methylcyclopentane by hydrogenation process has to be predicted.

Concept introduction:

  • The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).
  • The most stable alkene has the smallest heat of hydrogenation.
  • The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.
  • The stability of an alkene increases as the number of hydrogen bonded to its sp2 carbon decreases.
    • Catalytic hydrogenation is the process of addition of hydrogen to a compound in the presence of a catalyst.  The most common metal catalyst is palladium, which is used as a powder absorbed on charcoal to maximize its surface area.  The metal catalyst is required to weaken the very strong HH bond.
    • A meso compound is a molecule with multiple stereocentres that is super imposable on its mirror image.

(b)

Interpretation Introduction

Interpretation:

Most stable alkene has to be identified.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene decreases as the number of hydrogen bonded to its sp2 carbon decreases.

(c)

Interpretation Introduction

Interpretation:

The alkene which has the smallest heat of hydrogenation has to be identified.

Concept introduction:

The amount of heat released in a hydrogenation reaction is known as heat of hydrogenation(ΔH0).

The most stable alkene has the smallest heat of hydrogenation.

The stability of an alkene increases as the number of alkyl substituents bonded to its sp2 carbon increases.

The stability of an alkene decreases as the number of hydrogen bonded to its sp2 carbon decreases.

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Chapter 5 Solutions

Essential Organic Chemistry, Global Edition

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