Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 12, Problem 12.11P
Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the given reaction is to be drawn and the major product of the given reaction is to be predicted.

Concept introduction:

In a non-nucleophilic solvent (such as carbon tetrachloride), Br2 or Cl2 adds to an alkene to produce a 1, 2-dihalide. This reaction takes place with anti-addition of the halogens (to yield a vicinal dihalide) through bromonium or chloronium ion intermediate. In water or any other nucleophilic solvent, the treatment of an alkene with molecular halogen produces halohydrin, in which a halogen atom and a OH group adds in anti-fashion to the alkene carbon atoms. The OH group ends up on the carbon that can better handle a positive charge (that is greatest substituted carbon atom).

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Organic Chemistry: Principles and Mechanisms (Second Edition)

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