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 18, Problem 54IP
Interpretation Introduction

Interpretation: By analyzing the resonance structures, the dipole moment of azulene should be explained and for the given compounds, larger dipole moment exhibiting compound should be determined.

Concept introduction:

  • A five membered ring will be aromatic if it contains six π electrons. In order to have six π electrons, one of the carbon atoms must possess two electrons. It should be a carbanion.
  • A seven membered ring will be aromatic if it contains six π electrons. In order to have six π electrons in a seven membered ring one of the carbon atom must possess an empty p orbital. This carbocation exhibits a continuous system of overlapping and p orbitals and has six π electrons.
  • Aromatic compounds are more stable than non-aromatic compound
  • If the resonance structures of the compound are aromatic and these resonance structures contribute significant character to the overall resonance hybrid, then the compound will have significant dipole moment

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Chapter 18 Solutions

ORG.CHEM EBOOK W/BBWILEY PLUS>CUSTOM<

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