As the second part of the energy-level diagram shows, the "real"
benzene molecule is 40 kcal mole-1
more stable than the Kekul� bond model would predict.
We saw the reason in terms of bonding in Chapter 9: In the benzene
molecule, six electrons are delocalized around the ring (see diagram),
and all six C-C bonds are the same length, intermediate between
that of a single and double bond. Each bond has a partial double
bond character, and the molecule as a whole gains 40 kcal mole-1
of added stability.
|
|