Sajun.org
In
chemistry, an '''aromatic'''
molecule is one in which
electrons are free to cycle around circular arrangements of
atoms, which are alternately singly and doubly
bonded to one another. (More properly, these bonds may be seen as a hybrid of a single bond and a double bond, each bond in the ring being identical to every other.) This commonly seen model of aromatic rings was developed by
Friedrich August Kekul von Stradonitz. The model for
benzene consists of two
resonant forms, which corresponds to the double and single bonds switching positions.
Image:Benzene resonance.png
The two headed arrow is used in chemistry to represent resonance, and doesn't mean the molecule oscillates between the two states. Actually, standard single and multiple bond representations can't accurately describe a resonant molecule.
A better representation is that of the circular pi bond, in which the electron density is evenly distributed through a
pi bond above and below the ring. This model more correctly represents the location of electron density within the aromatic ring.
Image:Benzene circle.png
Molecules which are not aromatic are said to be
aliphatic. Aromatic molecules typically display enhanced chemical stability, compared to similar non-aromatic molecules. The circulating pi electrons in a aromatic molecule generate significant local
magnetic fields that can be detected by
NMR techniques.
Aromaticity was discovered by
Kekul in benzene, and was first explained in
quantum mechanical terms by
Linus Pauling in the
1930s. In 1931,
Erich Hckel devised the "4n+2" pi electron rule, valid for planar molecules with a single ring. Molecules having 4n+2 pi electrons (n >= 0) are expected to be aromatic.
==See also==
*
aromatic hydrocarbon
*
aromatic compound
de:Aromaten
fr:Aromatique