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Question

The most stable and the least stable resonating structures are respectively

A
I and II
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B
I and III
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C
II and III
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D
III and II
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Solution

The correct option is C II and III
In structure I, neither cycloheptatriene nor cyclopentadiene alone is aromatic.

In structure II, both the rings are aromatic because both seven (6 π-electrons) as well as five membered (6 π-electrons) rings are aromatic. Hence II is the most stable structure.

In structure III, both the rings are anti-aromatic because both seven (8 π-electrons) as well as five membered (4 π-electrons) rings are anti-aromatic. Hence III is the least stable structure.

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