Sulfur trioxide pyridine complex
Chemical compound From Wikipedia, the free encyclopedia
Sulfur trioxide pyridine complex is the compound with the formula C5H5NSO3. It is a colourless solid that dissolves in polar organic solvents. It is the adduct formed from the Lewis base pyridine and the Lewis acid sulfur trioxide. The compound is mainly used as a source of sulfur trioxide, for example in the synthesis of sulfate esters from alcohols:[1]
- ROH + C5H5NSO3 → [C5H5NH]+[ROSO3]−
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Identifiers | |||
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3D model (JSmol) |
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ChemSpider | |||
ECHA InfoCard | 100.043.334 | ||
PubChem CID |
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CompTox Dashboard (EPA) |
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Properties | |||
C5H5NSO3 | |||
Molar mass | 159.16 g/mol | ||
Appearance | white solid | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It also is useful for sulfamations:
- R2NH + C5H5NSO3 → C5H5N + R2NSO3H
The compound is used for sulfonylation reactions, especially in the sulfonylation of furans.[2] It is also an activating electrophile in a Parikh-Doering oxidation.[3]
References
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