Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
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Chapter 18.5, Problem 3LTS
Interpretation Introduction

Interpretation For the given compound there are three lone pair of electrons,

It should be checked which lone pair will participate in aromaticity.

Concept introduction:

  • The criteria’s for aromatic compound are,
    1. 1. It should be planar
    2. 2. It must obey the Huckel’s rule

The requirement of an odd number of electron pair is called Huckel’s rule. A     compound can only be aromatic if the number of π electron in the ring is 2, 6,10,14,18 and so on. This series of number can be expressed mathematically as 4n+2 , where n should be an integer and the compound is aromatic.

  1. 3. Continuous conjugated π system(all carbon should be in sp2 hybridized state)

In order for the heterocycle to achieve a continuous system of overlapping p orbitals, the lone pair of the hetero atom must occupy a p orbital with six π electrons that is four from the π bonds and two from the lone pair. Then this compound is aromatic.

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