[14]-annulene (shown below) is not considered to be aromatic. It is not aromatic

Question

[14]-annulene (shown below) is not considered to be aromatic. It is not aromatic because: A. It contains 14 pi electrons. B. Conjugation destabilises the planar conformation. C. It is anti-aromatic because it violates the Huckel (4n + 2) rule. D. Steric effects destabilise the planar conformation. E. It has exocyclic double bonds. When furan undergoes electrophilic aromatic substitution, the substitution occurs to give two possible products. The major product is: A. Product XX because it is more stable. B. Product YY because it is more stable. C. Product XX because the cationic reaction intermediate is more stable. D. Product YY because the cationic reaction intermediate is more stable. E. Product YY because the oxygen atom in furan is ortho-para directing.

Explanation / Answer

Answer:

39. (D) [14] annulene is not aromatic because steric effects destabilize the planar configuration.

40. (A) Product XX because it is more stable.

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