Question
The ring systems having following characteristics are aromatic.
  1. Planar ring containing conjugated $\pi$ bonds.
  2. Complete delocalisation of the $\pi$−electrons in ring system i.e. each atom in the ring has unhybridised p-orbital, and
  3. Presence of (4n + 2)$\pi$−electrons in the ring where n is an integer (n = 0, 1, 2, ..........) [Huckel rule].
Using this information classify the following compounds as aromatic/ nonaromatic.

Answer

$\mathrm{A}=$ Planar ring, all atoms of the ring $\mathrm{sp}^2$ hybridised, has six delocalised $\pi$-electrons, follows Huckel rule. It is aromatic. $\mathrm{B}=$ Has six $\pi$-electrons, but the delocalisation stops at $\mathrm{sp}^3$ hybridised $\mathrm{CH}_2$ - carbon. Hence, not aromatic. C $=$ Six delocalised $\pi$-electrons ( $4 \pi$ electrons +2 unshared electrons on negatively charged carbon) in a planar ring, follows Huckel's rule. It is aromatic. $\mathrm{D}=$ Has only four delocalised $\pi$-electrons. It is non aromatic. $\mathrm{E}=$ Six delocalised $\pi$-electrons follows Huckel's rule. $\pi$-electrons are in $\mathrm{sp}^2$ hybridised orbitals, conjugation all over the ring because of positively charged carbon. The ring is planar hence is aromatic. F = Follows Huckel's rule, has $2 \pi$ electrons i.e. ( $4 \mathrm{n}+$ 2) $\pi$-electrons where $(n=0)$, delocalised $\pi$-electrons. It is aromatic. $G=8 \pi$ electrons, does not follow Huckel's rule i.e., $(4 n+2) \pi$-electrons rule. It is not aromatic.

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