Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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]−
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]
^Thomas T. Tidwell "Sulfur Trioxide–Pyridine" Encyclopedia of Reagents for Organic Synthesis 2001, John Wiley & Sons. doi:10.1002/047084289X.rs139m. Article Online Posting Date: April 15, 2001
^Spivey, Alan (12 March 2012). "Heteroaromatic Chemistry Lectures 4 and 5" (PDF). Imperial College Research. Retrieved 7 February 2017.
^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.
and 24 Related for: Sulfur trioxide pyridine complex information
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preparation of this solution, i.e., the addition of chromium trioxide to a solution of pyridine in methylene chloride. A second family of Cr(VI) reagents...
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manufacturing sulfuric acid by the contact process In this process sulfur dioxide (SO 2) is oxidized to the trioxide (SO 3): In this redox reaction, sulfur is oxidized...
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transition metal compounds to give nitrosyl complexes, most of which are deeply coloured. Blue dinitrogen trioxide (N2O3) is only available as a solid because...
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rate. Ferrocene has been found to be effective at reducing smoke and sulfurtrioxide produced when burning coal. The addition by any practical means, impregnating...
a11_619. Ratcliffe, R. W. (1988). "Oxidation with the Chromium Trioxide-PyridineComplex Prepared in situ: 1-Decanal". Organic Syntheses; Collected Volumes...
Leopold, K. R.; Chance, K. V.; Klemperer, W. (1980). "Weakly bound complexes of sulfurtrioxide: The structure of ArSO3 and the dipole moment of N2SO3". The...
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