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  1. Jan 2022
    1. The main difference in stability can be seen when comparing the lowest energy molecular orbital of 1,3,5-hexatriene and benzne: pi1. In pi1 molecular orbital of 1,3,5-hexatriene there are 5 stabilizing bonding interactions where there are 6 stabilizing bonding interactions in the pi1 of benzne. The sixth bonding interaction is made possible by benzene's p orbitals being in a ring. Because benzene's pi1 molecular orbital has more stabilizing bonding interactions it is lower in energy than the pi1 molecular orbital of 1,3,5-hexatriene. This gives benzene the additional aromatic stability not seen in the acyclic 1,3,5-hexatriene.

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