Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 10, Problem 37P

The halogen atom of an alkyl halide can be replaced by the hydrogen atom bonded to tin in tributytin hydride ( B u 3 S n H ) . The process, called dehalogenation, is a radical reaction, and it can be initiated by AIBN (2, 2'-azobisisobutyronitrile). AIBN decomposes to form nitrogen gas and two isobutyronitrile radicals, which initiate the reaction. Write a mechanism for the reaction.

Chapter 10, Problem 37P, The halogen atom of an alkyl halide can be replaced by the hydrogen atom bonded to tin in tributytin

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