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Question

Question: $\qquad ^{+}O-H$...

+OH\qquad ^{+}O-H

Answer

The cyclic system is aromatic due to the presence of 6 π\pi electrons in a planar, conjugated ring.

Explanation

Solution

The given structure depicts a six-membered ring containing two double bonds and a negative charge, with a protonated carbonyl group (=O+H=\text{O}^+ \text{H}) attached to one of the ring carbons. The two double bonds contribute 4 π\pi electrons to the ring system. The negative charge, if delocalized into the ring, contributes an additional 2 π\pi electrons. Thus, the cyclic system has a total of 4+2=64 + 2 = 6 π\pi electrons. According to Hückel's rule, a planar, cyclic, conjugated system with 4n+24n+2 π\pi electrons is aromatic. In this case, 4n+2=64n+2 = 6, which means n=1n=1. Therefore, if the ring is planar, the species is aromatic, exhibiting enhanced stability. The protonated carbonyl group is a resonance contributor, with the positive charge residing on the oxygen atom. The negative charge is delocalized within the ring, contributing to the aromatic character.