Classify the following anion as aromatic, anti-aromatic or non-aromatic. Do not count the lone pair on the negatively charged N, which lies in an $s p^{2}$ orbital in the plane of the ring.

Question

Classify the following anion as aromatic, anti-aromatic or non-aromatic. Do not count the lone pair on the negatively charged N, which lies in an s p 2 orbital in the plane of the ring.

TestHub · Accepted Answer

The C = N and C = C bonds give 4π. The p-orbital lone pair on N − gives 2π more; its other lone pair is in the plane of the ring. Total 6π in a planar ring : aromatic.

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