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Description:
A
hypervalent molecule
is a
molecule
that contains one or more
main group elements
formally bearing more than eight
electrons
in their
valence shells
.
Phosphorus pentachloride
(PCl<sub>5</sub>),
sulfur hexafluoride
(SF<sub>6</sub>), the
phosphate
(PO<sub>4</sub><sup>3−</sup>) ion,
chlorine trifluoride
(ClF<sub>3</sub>) and the
triiodide
(I<sub>3</sub><sup>−</sup>) ion are examples of hypervalent molecules.
Definitions and nomenclature
Hypervalent molecules were first formally defined by Jeremy I. Musher in 1969 as molecules having central atoms of group 15-18 in any
oxidation state
other than the lowest.
Several specific classes of hypervalent molecules exist:
Hypervalent iodine
compounds are useful reagents in organic chemistry (e.g.
Dess-Martin periodinane
)
Tetra-, penta- and hexacoordinated phosphorus, silicon, and sulfur compounds (ex. PCl<sub>5</sub>, PF<sub>5</sub>, SF<sub>6</sub>,
sulfuranes
and
persulfuranes
)
Noble gas compounds
(ex. xenon tetrafluoride, XeF<sub>4</sub>)
Halogen polyfluorides (ex. ClF<sub>5</sub>)
Non-classical carbocations
(ex. Norbornyl cation)
Many common acids (ex.
chloric acid
,
phosphoric acid
, and
sulfuric acid
)
N-X-L notation
N-X-L nomenclature, introduced in 1980,Perkins,C. W.; Martin, J. C.; Arduengo, A....
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