ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
6th Edition
ISBN: 9781319306977
Author: LOUDON
Publisher: INTER MAC
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Chapter 28, Problem 28.45AP
Interpretation Introduction

Interpretation:

A compound A (C11H14O3) in insoluble in base and gives an isomeric compound B when heated strongly. Compound B gives a sodium salt when treated with NaOH.Treatment of the sodium salt of B with dimethyl sulfate gives a new compound C (C12H16O3) that is identical in all respects to a natural product elemicin.Ozonolysis of elemicin followed by oxidation gives the carboxylic acid D.Structures for compounds A, B, C are to be stated.

ORGANIC CHEMISTRY SAPLING ACCESS + ETEX, Chapter 28, Problem 28.45AP

Concept introduction:

Sigmatropic reaction can be described as the migration of allylic sigma bond at one end of the π-electron system to the other end of the π-electron system as an uncatalyzed intramolecular reaction. The formation of sigma bond at 3, 3-position of a 1, 5-diene is called as cope rearrangement. Notably, [3, 3] sigmatropic reaction of allyl vinyl ether is termed as Claisen rearrangement.

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