Sulfur trioxide pyridine complex

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Sulfur trioxide pyridine complex
Identifiers
CAS number 26412-87-3 YesY
PubChem 168533
ChemSpider 147422 YesY
Properties
Molecular formula C5H5NSO3
Molar mass 159.16 g/mol
Appearance white solid
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Sulfur trioxide pyridine complex is a complex formed where the lone pair on the nitrogen of the pyridine binds to the sulfur of the sulfur trioxide. The resulting compound is used as an activating electrophile in a Parikh-Doering oxidation.[1]

The compound strongly violates the octet rule, as sulfur here has 12 or 14 electrons in its valence shells, depending on whether the S-N bond is viewed as dative or not.

[edit] References

  1. ^ Jekishan R. Parikh, William v. E. Doering (1967). "Sulfur trioxide in the oxidation of alcohols by dimethyl sulfoxide". J. Am. Chem. Soc. 89 (21): 5505–5507. doi:10.1021/ja00997a067. 
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