Pyridinium p-toluenesulfonate
Names | |
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IUPAC name
4-methylbenzenesulfonate; pyridin-1-ium | |
Other names
pyridinium p-toluenesulfonate | |
Identifiers | |
24057-28-1 | |
3D model (Jmol) | Interactive image |
Abbreviations | PPTS |
ChemSpider | 141806 |
ECHA InfoCard | 100.041.806 |
PubChem | 466102 |
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Properties | |
C12H13NO3S | |
Molar mass | 251.30 g·mol−1 |
Appearance | Colourless solid |
Melting point | 120 °C (248 °F; 393 K) source[1] |
Acidity (pKa) | 5.21[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
Pyridinium p-toluenesulfonate (PPTS) is a salt of pyridine and p-toluenesulfonic acid. It is a colourless solid.
Uses
In organic synthesis, PPTS is used as a weakly acidic catalyst. For example, PPTS is used to deprotect silyl ethers or tetrahydropyranyl ethers when a substrate is unstable to stronger acid catalysts.
References
- ↑ TOKYO CHEMICAL INDUSTRY CO., LTD. "Pyridinium p-Toluenesulfonate". Retrieved 2011-09-16.
- ↑ David A. Evans (2005-11-04). "Evans pKa Table" (PDF). Retrieved 2016-03-02.
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