Problem

Use the inscribed polygon method to show the pattern of molecular orbitals in cyclooctatet...

Use the inscribed polygon method to show the pattern of molecular orbitals in cyclooctatetraene.

a. Label the MOs as bonding, antibonding, or nonbonding.


b. Indicate the arrangement of electrons in these orbitals for cyclooctatetraene, and explain why cyclooctatetraene is not aromatic.


c. Treatment of cyclooctatetraene with potassium forms a dianion. How many π electrons does this dianion contain?


d. How are the π electrons in this dianion arranged in the molecular orbitals?


e. Classify the dianion of cyclooctatetraene as aromatic, antiaromatic, or not aromatic, and explain why this is so.

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