The Chemical EducatorISSN: 1430-4171 (electronic version) Abstract Volume 7
Issue 5 (2002) pp 249-257 Toward a Dynamic Lewis NotationRoy W. Clark Department of Chemistry, Middle Tennessee State University, Murfreesboro,
TN 37132 Published online: 20 September 2002 Abstract. Because the
presently used Lewis diagrams have their roots in static electron theories
of the early twentieth century, this paper proposes substituting a double-arrow
symbolism for the customary double dots. This means that students should
be taught that a bond line (or “stick” as some call it) means a double
arrow, not a double dot. Lone pairs are to be represented by double-curved
arrows and later abbreviated to the old familiar double dot. There are
obvious advantages to this new notation when atoms have different electronegativities.
The double arrows can suggest the shifting of the bond pair equilibrium
toward the most electronegative atom. The new notation is more compatible
with VSEPR theory, and it seems to suggest the loci of largely imaginary
MOs and AOs by the configuration of the arrows. With the help of some
imagination, the new symbolism can clarify resonance in aromatic molecules
and conjugated chains. The most radical suggestion is that resonance
forms be abandoned in favor of conjugated blur bonds. The concept of
blur bonds has the merit of being easily extendable to the explanation
of metal bonding and electron conduction.
Key Words: In the Classroom; organic chemistry; NMR; computers (*) Corresponding author. (E-mail: royclark@bellsouth.net) Article in PDF format (601 KB) HTML format Issue date: October
1, 2002 |