A
common property of aromatic molecules is their ability to absorb
electromagnetic radiation in the near ultraviolet or even in the
visible range, thereby making the molecules brightly colored. The
effect of combining p orbitals in benzene into a set of delocalized
MO's is to split the energy of the individual p orbitals into four
closely spaced energy levels, which were diagramed previously. In
benzene, the three bonding orbitals are filled and the antibonding
orbitals are empty. If the right frequency of radiation is supplied,
a benzene molecule can absorb it and promote one or more electrons
from bonding to antibonding orbitals. The gap between levels is
a measure of the energy needed to make the transition from the ground
state (lowest energy) to an excited electronic state. An excited
molecule can emit this energy later as a photon of radiation, and
drop back to the ground state. Nonaromatic molecules also can be
electronically excited, but larger amounts of energy are required,
and this means that absorption and emission take place farther into
the ultraviolet. If enough energy is supplied, the s-
single bonds can be broken and the molecules destroyed. The special
property of aromatic molecules is that their p-
orbital energy levels are closely spaced , which leads to absorption
in the lower-energy, longer-wavelength region.
|
|