Pyridinium p-toluenesulfonate | |
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4-methylbenzenesulfonate; pyridin-1-ium |
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Other names
pyridinium p-toluenesulfonate |
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Identifiers | |
Abbreviations | PPTS |
CAS number | 24057-28-1 |
PubChem | 466102 |
ChemSpider | 141806 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C12H13NO3S |
Molar mass | 251.3 g mol−1 |
Appearance | Colourless solid |
Melting point |
120 °C, 393 K, 248 °F (source[2]) |
Acidity (pKa) | 5.21[1] |
(verify) (what is: / ?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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Infobox references |
Pyridinium p-toluenesulfonate is a salt of pyridine and p-toluenesulfonic acid. It is often called PPTS. It appears a colourless solid.
Masaki Miyashita studied this compound and found it efficient to deprotect tetrahydropyranyl group (THP).[3]
In organic synthesis, p-toluenesulfonate is used as a catalyst due to its weak acidity. For example, PPTS is available to deprotect silyl group or tetrahydropyranyl group when a substrate is unstable to strong acid.