Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 14, Problem 23P
Interpretation Introduction

Interpretation:

The aromatic nature of pentalene and heptalene needs to be explained on the basis of Huckel’s rule.

Concept introduction:

In accordance to the Huckel’s rule, aromatic compounds contain a planar ring and have a conjugated pi system with (4n+2)π lectrons, where n=0,1,2,3,...

Aromatic compounds contain conjugated pi bonds.

All the atoms in the ring have an unhybridized p orbital.

Antiaromatic compounds contain (4n)π lectrons. They are very unstable and are highly reactive.

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Aromatic heterocyclic chemistry: State whether the following drugs are aromatic heterocycles and if they follow the 4 aromaticity rules (unsaturation, (4n + 2)pi electrons, cyclic and flat/planar), NAME ANY HETEROCYCLES. Draw the structure of the core of any aromatic heterocycles in the drug. Riociguat, Imatinib, Clopidogrel, Glatiramer acetate, Axitinib
Which of the following are consistent with the requirements for aromaticity?I. A system with delocalized p electrons in a ring.II. 4n p electrons in the ring.III. All the ring atoms must be carbons.IV. (4n + 2) p electrons in the ring.  Give the answer why.
3)  In the mid-1930s, the German theoretical chemist Erich Hückel developed a rule that dealt with the aromaticity of various compounds, which became known as the Hückel Rule. Which (parts) of the compounds listed below are aromatic? Justify your answer based on Hückel's rule. You can treat the rings separately or together as you wish.

Chapter 14 Solutions

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