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Question 39

Given below are two statements :
Statement I : Tropolone is an aromatic compound and has $$8\pi$$ electrons.
Statement II : $$\pi$$ electrons of $$> C = O$$ group in tropolone is involved in aromaticity. In the light of the above statements choose the correct answer from the options given below:

Statement I: Tropolone is an aromatic compound and has 8π electrons.

Tropolone is a 7-membered ring compound (tropone with OH group). The tropylium-like ring system has 6π electrons in the ring, making it aromatic (4n+2 where n=1). Including the C=O π electrons, the total π electrons = 6 (ring) + 2 (C=O) = 8. However, aromaticity requires 4n+2 π electrons in a cyclic conjugated system.

The tropone part of tropolone has 6π electrons in the ring contributing to aromaticity (the C=O π electrons participate in conjugation but the counting for Hückel's rule considers the 6 π electrons in the cyclic system). So tropolone IS aromatic and has 8 total π electrons counting C=O.

Statement I is true.

Statement II: π electrons of >C=O group in tropolone are involved in aromaticity.

The C=O group's π electrons are not part of the cyclic aromatic system. The oxygen withdraws electrons, giving the ring partial positive charge (tropylium-like character with 6π electrons). The C=O π electrons are localized and not directly involved in the aromatic ring's 6π electron count.

Statement II is false.

This matches option 1: Statement I is true but Statement II is false.

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