Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 10.5, Problem 11P
Interpretation Introduction

Interpretation:

The majororganic product formed by the addition of HBr to the given alkenesin the presence and absence of peroxides is to be identified.

Concept Introduction:

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Addition of hydrogen halides to alkenes produces alkyl halides.

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This addition may be electrophilic which proceeds through the formation of carbocation intermediates.

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During electrophilic addition, a proton is added to the double bond such that the more stable carbocation is produced.

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The overall addition is according to the Markovnikov rule. The hydrogen atoms get added to the carbon atom which has more hydrogens attached to it.

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The addition of hydrogen halides to alkenes may be through the formation of free radicals as intermediates.

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During free radical addition, the bromine is added to the double bond such that a more stable alkyl free radical is produced.

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The overall addition takes place with a regioselectivity opposite to that of Markovnikov rule: The hydrogen atoms get added to the carbon atom which has less hydrogens attached to it.

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