Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 15.SE, Problem 31AP
Interpretation Introduction

Interpretation:

Given that cyclopropanone is highly reactive because of the large angle strain in the molecule. Methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled. Taking the polarity of the carbonyl group into account this observation is to be explained.

Concept introduction:

Carbonyl group is polar as oxygen is more electronegative than carbon. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.

To explain:

Taking into account the polarity of the carbonyl group, the observation that cyclopropanone is highly reactive because of the large angle strain in the molecule while methylcyclopropenone, although even more strained than cyclopropanone, is quite stable and can even be distilled.

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Chapter 15 Solutions

Organic Chemistry

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