ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<
2nd Edition
ISBN: 9781118872925
Author: Klein
Publisher: JOHN WILEY+SONS INC.CUSTOM
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Chapter 17.7, Problem 18CC
Interpretation Introduction

Interpretation:

The given dienes should be ranked in terms of their reactivity (least to most) for Diels-Alder reaction.

Concept introduction:

  • Diels-Alder reaction is a [4+2] cycloaddition reaction, in which a π-system having four atoms (diene) and a π-system having two atoms (dienophile) are undergoing in cycloaddition reaction and producing a substituted cyclohexene.
  • Only the diene having s-cis conformation will undergo Diels-Alder reaction with dienophile.
  • The dienes shows conformations due to free rotation of CC bond. The conformations are s-cis and s-trans.

Example, the conformations for 1,3-butadiene are,

ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<, Chapter 17.7, Problem 18CC

To rank: the given dienes in terms of reactivity (least to most) for Diels-Alder reaction.

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Chapter 17 Solutions

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