ORGANIC CHEMISTRY (LL) W/ACCESS
ORGANIC CHEMISTRY (LL) W/ACCESS
4th Edition
ISBN: 9781119856122
Author: Klein
Publisher: WILEY
Question
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Chapter 22, Problem 64PP

 (a)

Interpretation Introduction

Interpretation: The major products are to be found when the given compounds are treated with excess methyl iodide followed by aqueous silver oxide and heat.

Concept Introduction:

The reagents such as methyl iodide and silver oxide are given and used as the reaction conditions in the given reactions.  This reaction is called Hofmann elimination.  The amines undergo exhaustive alkylation in the presence of excess methyl iodide producing quaternary ammonium salt which is a excellent leaving group.  After treatment with strong base, aqueous silver oxide and heat, quaternary ammonium salt gives alkenes.  Alkene formation involves in E2 elimination.  Through E2 elimination, the major product is less substituted alkene with trace amount of more substituted alkene.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 22, Problem 64PP , additional homework tip  1

To find: The major product of compound (a) in Hofmann elimination

Draw and analyze the structure of the compound (a)

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 22, Problem 64PP , additional homework tip  2

(b)

Interpretation Introduction

Interpretation: The major products are to be found when the given compounds are treated with excess methyl iodide followed by aqueous silver oxide and heat.

Concept Introduction:

The reagents such as methyl iodide and silver oxide are given and used as the reaction conditions in the given reactions.  This reaction is called Hofmann elimination.  The amines undergo exhaustive alkylation in the presence of excess methyl iodide producing quaternary ammonium salt which is a excellent leaving group.  After treatment with strong base, aqueous silver oxide and heat, quaternary ammonium salt gives alkenes.  Alkene formation involves in E2 elimination.  Through E2 elimination, the major product is less substituted alkene with trace amount of more substituted alkene.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 22, Problem 64PP , additional homework tip  3

To find: The major product of the compound (b) in Hofmann elimination

Draw and analyze the structure of the compound (b)

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 22, Problem 64PP , additional homework tip  4

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Chapter 22 Solutions

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