ORGANIC CHEMISTRY-EBOOK>I<
ORGANIC CHEMISTRY-EBOOK>I<
9th Edition
ISBN: 9781305084414
Author: McMurry
Publisher: INTER CENG
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Chapter 10.4, Problem 7P
Interpretation Introduction

a)

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 10.4, Problem 7P , additional homework tip  1

Interpretation:

The product expected when 5-methylcycloheptene reacts with NBS is to be shown. If more than one product is possible the structures of all of them are to be shown.

Concept introduction:

NBS is used mainly for allylic bromination. An unsymmetrical alkene will lead to a mixture of products as two different allyl radicals will be produced as a result of delocalization. The two products are not formed in equal amounts because the intermediate allylic radical is not symmetrical and the reaction at two ends will not take place to the same extent. Reaction at less hindered primary side is more favored.

To show:

The structures of all the products expected when 5-methylcycloheptene reacts with NBS.

Interpretation Introduction

b)

ORGANIC CHEMISTRY-EBOOK>I<, Chapter 10.4, Problem 7P , additional homework tip  2

Interpretation:

The product expected when 2-methyl-3-hexene reacts with NBS is to be shown. If more than one product is possible the structures of all of them are to be shown.

Concept introduction:

NBS is used mainly for allylic bromination. An unsymmetrical alkene will lead to a mixture of products as two different allyl radicals will be produced as a result of delocalization. The two products are not formed in equal amounts because the intermediate allylic radical is not symmetrical and the reaction at two ends will not take place to the same extent. Reaction at less hindered primary side is more favored.

To show:

The structures of all the products expected when 2-methyl-3-hexene reacts with NBS.

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Chapter 10 Solutions

ORGANIC CHEMISTRY-EBOOK>I<

Ch. 10.7 - How would you carry out the following...Ch. 10.8 - Rank both sets of compounds in order of increasing...Ch. 10.8 - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 14VCCh. 10.SE - Prob. 15VCCh. 10.SE - Prob. 16VCCh. 10.SE - Draw the electron-pushing mechanism for each...Ch. 10.SE - Draw the electron-pushing mechanism for the...Ch. 10.SE - The formation of Br2 from NBS first involves the...Ch. 10.SE - In light of the fact that tertiary alkyl halides...Ch. 10.SE - Alkyl halides can be reduced to alkanes by a...Ch. 10.SE - Name the following alkyl halides:Ch. 10.SE - Prob. 23APCh. 10.SE - Draw and name all of the monochlorination products...Ch. 10.SE - How would you prepare the following compounds,...Ch. 10.SE - Prob. 26APCh. 10.SE - A chemist requires a large amount of...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product would you expect from the reaction of...Ch. 10.SE - Rank the compounds in each of the following series...Ch. 10.SE - Which of the following compounds have the same...Ch. 10.SE - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 34APCh. 10.SE - Alkylbenzenes such as toluene (methylbenzene)...Ch. 10.SE - Prob. 36APCh. 10.SE - Prob. 37APCh. 10.SE - Prob. 38APCh. 10.SE - Prob. 39APCh. 10.SE - Prob. 40APCh. 10.SE - The syntheses shown here are unlikely to occur as...Ch. 10.SE - Why do you suppose its not possible to prepare a...Ch. 10.SE - Prob. 43APCh. 10.SE - Identify the reagents a–c in the following...Ch. 10.SE - Prob. 45APCh. 10.SE - Prob. 46APCh. 10.SE - Prob. 47APCh. 10.SE - The relative rate of radical bromination is...Ch. 10.SE - Prob. 49APCh. 10.SE - Predict the product and provide the entire...
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