Girish Mahajan (Editor)

Sulfur trioxide pyridine complex

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Formula  C5H5NSO3
Appearance  white solid
Molar mass  159.16 g/mol
Pubchem  168533
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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:

ROH + C5H5NSO3 → [C5H5NH]+[ROSO3]

This is useful for sulfonylation reactions, especially in the sulfonylation of furans. It is also an activating electrophile in a Parikh-Doering oxidation.

References

Sulfur trioxide pyridine complex Wikipedia


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