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A15708 Pyridinium p-toluenesulfonate, 98+%

CAS Number
24057-28-1
Synonyms
PPTS
Pyridinium tosylate

Stock No. Size Price ($) Quantity Availability
A15708-14 25g 52.50
A15708-22 100g 161.00
A15708-36 500g 702.00
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Pyridinium p-toluenesulfonate, 98+%

MDL
MFCD00013108
EINECS
246-002-7

Chemical Properties

Formula
C12H13NO3S
Formula Weight
251.31
Melting point
116-120°
Storage & Sensitivity
Moisture Sensitive. Store under Argon. Ambient temperatures.
Solubility
Soluble in water (partly), ethanol, acetone, dichloromethane, chloroform, methanol and dimethyl sulfoxide.

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.

Notes

Moisture Sensitive. Store in a tightly closed container. Store in a cool, dry, well-ventilated. Store protected from moisture.

Literature References

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.

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.

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).

This application has been extended to other acetalization or trans-acetalization reactions, where more acidic conditions are undesirable: Synthesis, 724 (1979).

For use in cleavage of TBDMS protecting groups, see: J. Chem. Soc. Perkin 1, 169 (1993).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
3764305
Harmonized Tariff Code
2933.31
TSCA
Yes

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