Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 7.4, Problem 7.7TIY
Interpretation Introduction

Interpretation: The major substitution product that would result from reaction of 2-bromo-2-methylpropane with concentrated aqueous ammonia should be predicted.

Concept introduction: Tertiary Haloalkane is a typical example for unimolecuar substitution. It proceeds via two-step mechanism. The first slow step that determines rate is the removal of leaving group from the substrate haloalkane and generates a carbocation. Since the rate is only governed by substrate alone and no other nucleophile or solvent it is termed as unimolecuar substitution. The final step is attack of nucleophile on carbocation generated and formation of racemic products.

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