ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS
ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS
4th Edition
ISBN: 9781119830474
Author: Klein
Publisher: WILEY
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Chapter 22, Problem 86IP
Interpretation Introduction

Interpretation: A mechanism for the formation of the product has to be provided.

Concept Introduction:

Diels-Alder reaction is a [4+2]-cycloaddition of a conjugated diene and a dienophile (an alkene or alkyne), an electrocyclic reaction that involves the 4 π-electrons of the diene and 2 π-electrons of the dienophile. The driving force of the reaction is the formation of new σ-bonds, which are energetically more stable than the π-bonds. Typically, Diels-Alder reaction works best when either the diene is substituted with electron-donating groups (like -OR, -NR2, etc) or when the dienophile is substituted with electron-withdrawing groups (like -NO2, -CN, -COR, etc).

ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS, Chapter 22, Problem 86IP , additional homework tip  1

To find: Provide a mechanism for the formation of the product

Derive the intermediate benzyne by heating

ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS, Chapter 22, Problem 86IP , additional homework tip  2

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Chapter 22 Solutions

ORGANIC CHEMISTRY(EBOOK)-W/WILEYPLUS

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