Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 15.SE, Problem 42AP
Interpretation Introduction

Interpretation:

4-Pyrone on treatment with acid gets protonated on the carbonyl group oxygen to yield a stable product. Why the structure is so stable is to be explained using resonance structures and the Huckel’s (4n+2) rule.

Concept introduction:

A compound to become aromatic should obey Huckel’s rule. According to Huckel’s rule, any specie that is cyclic, planar and has (4n+2) delocalized Ï€ electrons will be aromatic and stable. Thus species with 2, 6, 10, 14 etc. Ï€ electrons will be aromatic and stable.

To explain:

Using resonance structures and the Huckel’s (4n+2) rule why the protonated product obtained when 4-pyrone reacts with acid is so stable.

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Chapter 15 Solutions

Organic Chemistry

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