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, Problem 61P
Interpretation Introduction

Interpretation: The most likely mechanism of below reaction should be written. Also, role of strong acid should be determined.

  Organic Chemistry: Structure and Function, Chapter 7, Problem 61P

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two step unimolecular elimination, abbreviated as E1 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

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