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