Pyridinium p-toluenesulfonate, 98+%
Pyridinium p-toluenesulfonate, 98+%
Pyridinium p-toluenesulfonate, 98+%
Thermo Scientific Chemicals

Pyridinium p-toluenesulfonate, 98+%

CAS: 24057-28-1 | C12H13NO3S
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Catalog number A15708.22
also known as A15708-22
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100 g
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Chemical Identifiers
CAS24057-28-1
IUPAC Name4-methylbenzene-1-sulfonic acid; pyridine
Molecular FormulaC12H13NO3S
InChI KeyZDYVRSLAEXCVBX-UHFFFAOYSA-N
SMILESC1=CC=NC=C1.CC1=CC=C(C=C1)S(O)(=O)=O
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SpecificationsSpecification SheetSpecification Sheet
Formcrystalline powder
Identification (FTIR)Conforms
Appearance (Color)White to cream
Assay (Aqueous acid-base Titration)> 98.0%
Water Content (Karl Fischer Titration)< 1.0%
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Pyridinium p-Toluenesulfate is used in the synthesis of a subdomain of the cytochrome P450 BM3 enzyme, for use in screening systems for drug candidates. Efficient catalyst for preparing tetrahydropyranyl ethers.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Pyridinium p-Toluenesulfate is used in the synthesis of a subdomain of the cytochrome P450 BM3 enzyme, for use in screening systems for drug candidates. Efficient catalyst for preparing tetrahydropyranyl ethers.

Solubility
Soluble in water (partly), ethanol, acetone, dichloromethane, chloroform, methanol and dimethyl sulfoxide.

Notes
Moisture Sensitive. Store in a tightly closed container. Store in a cool, dry, well-ventilated. Store protected from moisture.
RUO – Research Use Only

General References:

  1. Masaaki Miyashita; Akira Yoshikoshi; Paul A. Grieco. Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols. J. Org. Chem. 1977, 42 (23), 3772-3774.
  2. Takeshi Matsukawa, Yoshihiro Mineno; Toru Odani; Shuji Okadab; Tetsuo Taniuchic;Synthesis and terahertz-wave generation of mixed crystals composed of 1-methyl-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium p-toluenesulfonate and p-chlorobenzenesulfonate. Journal of Crystal Growth. 2007, 299 (22), 344-348.
  3. Mild catalyst for the formation of THP derivatives of alcohols superior to p-toluenesulfonic acid, where acid-sensitive functionality is present. Similarly, the reagent has been used for deprotection of THP ethers in ethanol: J. Org. Chem., 42. 3772 (1977).
  4. This application has been extended to other acetalization or trans-acetalization reactions, where more acidic conditions are undesirable: Synthesis, 724 (1979).
  5. For use in cleavage of TBDMS protecting groups, see: J. Chem. Soc. Perkin 1, 169 (1993).