Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 5.6, Problem 9P

(a)

Interpretation Introduction

Interpretation:

The correct alkene wanted to synthesize pentane molecule has to be identified.

Concept introduction:

 Alkanes are the unsaturated organic compounds which have carbon-carbon double bond.

 Alkanes are the saturated organic compounds which have carbon-carbon single bond.

    OrganiccompoundGenaralformulaAlkaneCnH2n+2AlkeneCnH2nAlkyneCnH2n2

 Alkanes can be prepared from alkenes by various reactions, in which of those reactions catalytic hydrogenation is one of the important reactions.

 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.

(b)

Interpretation Introduction

Interpretation:

The correct alkene wanted to synthesize ethylcyclopentane molecule has to be identified.

Concept introduction:

 Alkanes are the unsaturated organic compounds which have carbon-carbon double bond.

 Alkanes are the saturated organic compounds which have carbon-carbon single bond.

 OrganiccompoundGenaralformulaAlkaneCnH2n+2AlkeneCnH2nAlkyneCnH2n2

 Alkanes can be prepared from alkenes by various reactions, in which of those reactions catalytic hydrogenation is one of the important reactions.

 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.

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Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively.
Explain why the addition of HBr to alkenes A and C is regioselective,forming addition products B and D, respectively.
Based on the hydrogenation and the bromination reaction information, how many different alkene structures can you draw that could be Compound X? (If enantiomers are possible, count each pair of enantiomers as one structure.)

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Essential Organic Chemistry, Global Edition

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