Pyridinium p-Toluenesulfonate Chemical Properties

Melting point:

117-120 °C

Density 

1.2829 (rough estimate)

vapor pressure 

40Pa at 20℃

refractive index 

1.6000 (estimate)

storage temp. 

Store below +30°C.

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Crystalline Powder or Crystals

color 

White to light beige

Water Solubility 

decomposes

Sensitive 

Moisture Sensitive

BRN 

3764305

InChI

InChI=1S/C7H8O3S.C5H5N/c1-6-2-4-7(5-3-6)11(8,9)10;1-2-4-6-5-3-1/h2-5H,1H3,(H,8,9,10);1-5H

InChIKey

ZDYVRSLAEXCVBX-UHFFFAOYSA-N

SMILES

C1(S(=O)(=O)O)C=CC(C)=CC=1.C1=CC=NC=C1

CAS DataBase Reference

24057-28-1(CAS DataBase Reference)

EPA Substance Registry System

Pyridinium p-toluenesulfonate (24057-28-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

9-21

TSCA 

Yes

HS Code 

29333100

MSDS

• Language:English Provider:Pyridinium p-toluenesulfonate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Pyridinium p-Toluenesulfonate Usage And Synthesis

Chemical Properties

white to light beige crystalline powder or

Uses

As a co-catalyst with L-proline improved both yield and enantioselectivity of an asymmetric aldol condensation between dioxanones and aldehydes.1

Uses

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.

Uses

Pyridinium p-Toluenesulfonate is used in the synthesis of a subdomain of the cytochrome P450 BM3 enzyme, for use in screening systems for drug candidates.

Flammability and Explosibility

Not classified

Synthesis

(2) 4-methylbenzenesulfonic acid (5 g, 0.029 mol) and anhydrous tetrahydrofuran (40 mL) were added to the reactor under nitrogen protection and stirred at room temperature. The reaction mixture was cooled to 0-5 °C. At this temperature, a tetrahydrofuran solution of pyridine (2.75 g, 0.035 mol) was slowly added dropwise for 20 to 30 min, followed by continued stirring for 30 min. After completion of the reaction, the reaction mixture was filtered under nitrogen atmosphere and the solid product was collected. The filter cake was washed with anhydrous tetrahydrofuran (5 mL), and then the wet filter cake was placed in a vacuum oven and dried at 45-50 °C for 4 h to obtain the pyridinium salt of 4-methylbenzenesulfonate. The yield of the product was 6 g, the yield was 82.19% and the purity was 100% by HPLC.

References

[1] Patent: CN106565521, 2017, A. Location in patent: Paragraph 0072-0075
[2] Patent: CN106565442, 2017, A. Location in patent: Paragraph 0065; 0066; 0067
[3] Patent: CN106632223, 2017, A. Location in patent: Paragraph 0069; 0070; 0071
[4] Patent: CN106349269, 2017, A. Location in patent: Paragraph 0073; 0074; 0075
[5] Synthetic Communications, 2013, vol. 43, # 21, p. 2906 - 2912

Pyridinium p-Toluenesulfonate (24057-28-1)Related Product Information

• 2,4,6-Collidine
• Sodium p-toluenesulfonate
• 2-Chloro-5-chloromethylpyridine
• 4-Methylpyridine
• Methyl p-toluenesulfonate
• p-Toluenesulfonic acid
• Azamethiphos
• 2,6-Lutidine
• Ethyl p-toluenesulfonate
• Pyridinium chlorochromate
• Iron(III) p-toluenesulfonate
• 3-(4-PHENYL-2-PYRIDYL)-5-PHENYL-1,2,4-TRIAZINE DISULFONIC ACID, DISODIUM SALT
• BUFFER SOLUTION
• Ferrozine disodium salt
• Ferrozine sodium
• 2-FLUORO-1-METHYLPYRIDINIUM P-TOLUENESULFONATE
• Toluene
• TMPYP