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Question

Four structures are given in options (A) to (D). Examine them and select the aromatic structures.

A
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B
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C
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D
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Solution

The correct option is D
Huckel’s rule of aromaticity:

Aromaticity condition:

A). Cyclic and planar compound ( involving sp2 hybridisation)

B). Complete delocalisation of π electrons in the ring.

C). Presence of (4n+2)π electrons in the ring. Where n=0,1,2,3

If presence of 4n π electrons in the ring, along with satisfaction of condition A and B, then the compound is said to be
anti-aromatic.

A)Analysing the given options


This molecule is planar (sp2 hybridised carbons) and cyclic.

Number of delocalized π electrons = 2,
So, (4n+2)π electrons= 2
=>n=1

Therefore, the ring is aromatic in nature.

Option B)
It is a tub shaped molecule. Therefore, this molecule is non-planar.

So, it doesn’t satisfy the first condition for huckel’s rule of aromaticity.

Hence, it is not an aromatic compound

Cyclooctatetraene escapes from
anti-aromaticity by twisting itself into a
tub-shaped structure.

Option C)

The compound is planar (all carbon has 𝑠𝑝2 hybridisation) and cyclic.

Complete delocalisation of π electrons in the ring.

Number of π electrons =6,

4n+2=6

=>n=1 (Considering each ring as a
separate entity).

Therefore, the ring is aromatic in nature.

Option D)

This molecule is planar (sp2 hybridised carbon) and cyclic.

Number of π electrons involving in
delocalisation = 4 ,

4n=4

=>n=1

Hence, it follows the 4n π electrons rule, so the molecule is anti-aromatic.

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