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 25, Problem 25.71P
Interpretation Introduction

Interpretation:

To explain the stereochemistry which is observed when radical halogenations generally yield a mixture of stereoisomers. When a Br atom is adjacent to the site of hydrogen abstraction, however, the reaction is stereospecific. A detailed mechanism for the reaction is to be determined.

Concept introduction:

The stereochemistry at the chiral center is inverted as soon as H atom is abstracted to form the cyclic radical. Attack of Br2 occurs from the opposite side of the attached bromine which inverts the stereochemical configuration.

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Chapter 25 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Prob. 25.22PCh. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Prob. 25.28PCh. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Prob. 25.31PCh. 25 - Prob. 25.32PCh. 25 - Prob. 25.33PCh. 25 - Prob. 25.34PCh. 25 - Prob. 25.35PCh. 25 - Prob. 25.36PCh. 25 - Prob. 25.37PCh. 25 - Prob. 25.38PCh. 25 - Prob. 25.39PCh. 25 - Prob. 25.40PCh. 25 - Prob. 25.41PCh. 25 - Prob. 25.42PCh. 25 - Prob. 25.43PCh. 25 - Prob. 25.44PCh. 25 - Prob. 25.45PCh. 25 - Prob. 25.46PCh. 25 - Prob. 25.47PCh. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50PCh. 25 - Prob. 25.51PCh. 25 - Prob. 25.52PCh. 25 - Prob. 25.53PCh. 25 - Prob. 25.54PCh. 25 - Prob. 25.55PCh. 25 - Prob. 25.56PCh. 25 - Prob. 25.57PCh. 25 - Prob. 25.58PCh. 25 - Prob. 25.59PCh. 25 - Prob. 25.60PCh. 25 - Prob. 25.61PCh. 25 - Prob. 25.62PCh. 25 - Prob. 25.63PCh. 25 - Prob. 25.64PCh. 25 - Prob. 25.65PCh. 25 - Prob. 25.66PCh. 25 - Prob. 25.67PCh. 25 - Prob. 25.68PCh. 25 - Prob. 25.69PCh. 25 - Prob. 25.70PCh. 25 - Prob. 25.71PCh. 25 - Prob. 25.72PCh. 25 - Prob. 25.73PCh. 25 - Prob. 25.74PCh. 25 - Prob. 25.75PCh. 25 - Prob. 25.76PCh. 25 - Prob. 25.77PCh. 25 - Prob. 25.1YTCh. 25 - Prob. 25.2YTCh. 25 - Prob. 25.3YTCh. 25 - Prob. 25.4YTCh. 25 - Prob. 25.5YTCh. 25 - Prob. 25.6YTCh. 25 - Prob. 25.7YTCh. 25 - Prob. 25.8YTCh. 25 - Prob. 25.9YTCh. 25 - Prob. 25.10YTCh. 25 - Prob. 25.11YTCh. 25 - Prob. 25.12YTCh. 25 - Prob. 25.13YTCh. 25 - Prob. 25.14YTCh. 25 - Prob. 25.15YTCh. 25 - Prob. 25.16YTCh. 25 - Prob. 25.17YTCh. 25 - Prob. 25.18YTCh. 25 - Prob. 25.19YTCh. 25 - Prob. 25.20YTCh. 25 - Prob. 25.21YTCh. 25 - Prob. 25.22YTCh. 25 - Prob. 25.23YTCh. 25 - Prob. 25.24YT
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