Question:

Explain why the following systems are not aromatic?
Explain why the following systems are not aromatic

Updated On: Nov 21, 2023
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Solution and Explanation

(i)
Non aromatic compound
For the given compound, the number of π-electrons is 6.
By Huckel’s rule,
4n + 2 = 6
4n = 4
n = 1
For a compound to be aromatic, the value of n must be an integer (n = 0, 1, 2…). Since the value of n is an integer.

Hence, the given compound is aromatic in nature.


(ii)
Non aromatic compound
For the given compound, the number of π-electrons is 4. 
By Huckel's rule,
4n + 2 = 4 
4n = 2
n = \(\frac 12\)
For a compound to be aromatic, the value of n must be an integer (n = 0, 1, 2…), which is not true for the given compound.

Hence, it is not aromatic in nature.


(iii)
Non aromatic compound
For the given compound, the number of π-electrons is 8. 
By Huckel's rule, 
4n + 2 = 8 
4n = 6
n = \(\frac 32\)
For a compound to be aromatic, the value of n must be an integer (n = 0, 1, 2…). Since the value of n is not an integer.

Hence the given compound is not aromatic in nature.

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Concepts Used:

Aromatic hydrocarbon

Aromatic hydrocarbons, sometimes known as arenes, are aromatic organic molecules made up entirely of carbon and hydrogen. In aromatic compounds a benzene ring which is named after the simple aromatic chemical benzene, or a phenyl group when part of a larger structure, is the configuration of six carbon atoms.

Read More: Aromaticity

Reactions of Aromatic Hydrocarbons:

1. Aromatic Substitution Reactions

This reaction involves the replacement of one substituent on the ring of an aromatic hydrocarbon, commonly a hydrogen atom, by a different substituent group.

The common types of aromatic substitution reactions are:

  • Nucleophilic aromatic substitution reactions
  • Electrophilic aromatic substitution reactions
  • Radical nucleophilic aromatic substitution reactions

2. Coupling Reactions

In these types of reactions, the coupling of two fragments that have a radical nature is achieved with the help of a metal catalyst