Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 28, Problem 28.52AP
Interpretation Introduction

Interpretation:

An interesting heterocyclic compound C was prepared and trapped by the sequence of reactions given in Fig. P28.52.The structure of all missing compounds is to be explained.

Organic Chemistry, Chapter 28, Problem 28.52AP

Concept introduction:

Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner.

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(a) Which is more reactive towards Electrophilic aromatic substitution (EAS)? (b) Which of the following is a a meta-substituted compound? (c) Which is the least reactive towards Electrophilic aromatic substitution (EAS)? (d) Which is an ortho-substituted compound?
(A) Provide the major organic product for the reaction below (B) Would the product be optically active of optically in active?
(a) Discuss the aromaticity of a six membered heterocyclic compound which is weak base in nature. (b) Discuss about the stability factors of the reaction intermediates, which involved in a name reaction "Wittig rearrangement".
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