ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 2, Problem 42P
Interpretation Introduction

Interpretation: Three discrete steps shown for conversion of alcohol to haloalkane should be drawn with curved arrows.

Concept introduction: Alcohol to haloalkane conversion is essentially unimolecular nucleophilic substitution. These substitutions proceed via carbocation formation that occurs in a slow step; followed by a rapid step that involves attack of nucleophile to carbocation center. The products obtained are racemic in the sense that each of the two enantiomers is formed in equal amounts. The general pathway of such substitution is illustrated as follows:

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 2, Problem 42P

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