Caliene,C_7H_6,is expected to be a fairly pol | vedclass

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(D) Caliene $(C_7H_6)$ consists of a five-membered ring and a three-membered ring connected by a double bond. For the molecule to exhibit aromatic cha

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(D) Caliene $(C_7H_6)$ consists of a five-membered ring and a three-membered ring connected by a double bond. For the molecule to exhibit aromatic character,both rings must satisfy $H$ückel's rule ($4n+2$ $\pi$ electrons). If the five-membered ring carries a negative charge,it becomes a cyclopentadienyl anion ($6$ $\pi$ electrons,aromatic). If the three-membered ring carries a positive charge,it becomes a cyclopropenyl cation ($2$ $\pi$ electrons,aromatic). Therefore,the resonance form where the five-membered ring is negatively charged and the three-membered ring is positively charged is the most stable and contributes most to the resonance hybrid.

Caliene,$C_7H_6$,is expected to be a fairly polar aromatic molecule. Which of the following resonance forms contributes to the greatest extent towards the real structure (resonance hybrid) of the molecule?

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