Pyridinium p-toluenesulfonate

Base Information

• Chemical Name: Pyridinium p-toluenesulfonate
• CAS No.: 24057-28-1
• Molecular Formula: C7H8O3S^.C5H5N
• Molecular Weight: 251.306
• Hs Code.: 29333100
• Wikipedia: Pyridinium_p-toluenesulfonate
• Mol file: 24057-28-1.mol

Synonyms:Pyridinium p-toluenesulfonate;PPTS;Pyridin-1-ium 4-methylbenzenesulfonate;pyridinium tosylate;pyridinium-p-toluenesulfonate;pyridinium para-toluenesulfonate;p-Toluenesulfonic acid pyridine salt;pyridinium p-toluene sulphonate;4-Toluenesulfonicacidpyridiniumsalt;4-methylbenzenesulfonate;pyridin-1-ium;14265-88-4;pyridinium 4-methylbenzenesulfonate;pyridiniumtosylate;PYRIDINE TOSYLATE;pyridine p-toluenesulphonate;pyridinium p-toluenesufonate;pyridinium p-toluenesulfonat;pyridinium p-toluensulfonate;pyridinium 4-toluensulfonate;pyridiniump-toluenesulphonate;pyridiniump-toluene sulfonate;pyridinium 4-tolyl sulfonate;pyridinium-toluene4-sulfonate;SCHEMBL20958;pyridine toluene-4-sulphonate;Pyridinium p-toluenesulfonates;pyridinium p-toluenesulphonate;pyridiniurn p-toluenesulfonate;Pyridine toluene 4-sulphonate;pyridinium 4-toluenesulphonate;pyridinium paratoluenesulfonate;pyridinium toluene-p-sulfonate;pyridinium-p-toluene sulfonate;C7H8O3S.C5H5N;Pyridinium p-toluene-sulfonate;pyridinium para-toluensulfonate;pyridinium rho-toluenesulfonate;Pyridiniumpara-toluenesulfonate;p-toluenesulfonic acid pyridine;Pyrdinium para-toluenesulfonate;pyridine p-toluenesulfonic acid;pyridinium 4-toluene-sulfonate;pyridinium p-toluene-sulphonate;pyridinium toluene-4-sulfonate;pyridinium paratoluene sulfonate;pyridinium p - toluenesulfonate;pyridinium para-toluene sulfonate;pyridinium (toluene-4-sulfonate);pyridinium p-toluenesulfonate salt;pyridinium-(toluene-4-sulfonate);pyridine 4-methylbenzene sulfonate;pyridinium (toluene-4-sulphonate);Pyridinium para-toluene sulphonate;pyridinium p-toluenesulfonate (ppts);p-toluene sulfonic acid pyridine salt;C7-H8-O3-S.C5-H5-N;p-toluenesulfonic acid pyridinium salt;4-methylbenzenesulfonic acid;pyridine;AKOS015891539;4-toluenesulphonic acid pyridinium salt;4-toluene sulphonic acid pyridinium salt;SY005668;Toluene-4-sulfonate1,2-dihydro-pyridinium;FT-0619532;P0942;A817066;J-610007;Q-201643;PyridiniuM p-toluenesulfonate;Pyridinium p-toluene sulfonate (PPTS)

Chemical Property of Pyridinium p-toluenesulfonate

Chemical Property:

• Appearance/Colour: white to light beige crystalline powder
• Vapor Pressure: 1.29E-08mmHg at 25°C
• Melting Point: 117-120 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 442.7 °C at 760 mmHg
• Flash Point: 221.6 °C
• PSA: 75.64000
• Density: 1.2829 (rough estimate)
• LogP: 3.40410
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: decomposes
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 251.06161445
• Heavy Atom Count: 17
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Pyridinium p-Toluenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].C1=CC=[NH+]C=C1
• Uses: As a co-catalyst with L-proline improved both yield and enantioselectivity of an asymmetric aldol condensation between dioxanones and aldehydes.1 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. 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.

Technology Process of Pyridinium p-toluenesulfonate

There total 4 articles about Pyridinium p-toluenesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

→ pyridinium p-toluenesulfonate (24057-28-1)

Guidance literature:

Reference yield: 82.19%

pyridine (110-86-1) + toluene-4-sulfonic acid (104-15-4) → pyridinium p-toluenesulfonate (24057-28-1)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

pyridine (110-86-1) + methyl p-toluene sulfonate (80-48-8) → pyridinium p-toluenesulfonate (24057-28-1)

Guidance literature:

at 0 - 20 ℃;

DOI:10.1515/hc-2012-0180

upstream raw materials:

pyridine

methyl p-toluene sulfonate

toluene-4-sulfonic acid

Downstream raw materials:

3-oxabicyclo<4.4.0>dec-1(6)-en-4-one

2-hydroxymethyl-2-cyclohexene-1-acetic acid δ-lactone

(2-Formyl-cyclohexyl)-acetic acid ethyl ester

Toluene-4-sulfonic acid (3aR,7aR)-2-oxo-hexahydro-benzofuran-7a-ylmethyl ester

Refernces

Cleavage of acetals promoted by copper (II) sulphate adsorbed on silica gel

10.1080/00397919508011371

The research focuses on the efficient removal of protective groups, specifically cyclic acetals and tetrahydropyranyl ethers, from carbonyl and hydroxyl compounds. The purpose of this study was to develop a mild method for the cleavage of these protective groups using copper (II) sulfate supported on silica gel in organic solvents. The conclusions drawn from the research indicate that the method is effective for the removal of cycloacetals and tetrahydropyranyl groups in low polarity solvents such as dichloromethane, chloroform, or benzene, and that it allows for chemoselective removal without affecting cyanohydrin and ester functions or primary and sterically hindered secondary alcohols. The chemicals used in the process include various substrates like cycloacetals and tetrahydropyranyl ethers, solvents such as benzene, dichloromethane, and chloroform, and reagents like copper (II) sulfate, silica gel, p-toluenesulfonic acid, and pyridinium p-toluenesulfonate.

Enantioselective Synthesis of Polycyclic Aromatic Hydrocarbon (PAH)-Based Planar Chiral Bent Cyclophanes by Rhodium-Catalyzed [2+2+2] Cycloaddition

10.1002/chem.202001450

The study presents the enantioselective synthesis of polycyclic aromatic hydrocarbon (PAH)-based planar chiral bent cyclophanes using rhodium-catalyzed [2+2+2] cycloaddition. The researchers achieved this by intramolecular regio- and enantioselective cycloaddition of tethered diyne benzofulvenes, followed by stepwise oxidative transformations. The synthesized planar chiral bent cyclophanes, featuring bent p-terphenyl and 9-fluorenone cores, were converted into 9-fluorenol-based cyclophanes with excellent enantiomeric excess (ee) values of over 99%. These cyclophanes exhibited high fluorescence quantum yields, significantly higher than an acyclic reference molecule, due to reduced flexibility and suppressed radiationless deactivation. The study also found that the anisotropy factors for electronic circular dichroism (ECD) increased as the tether length became shorter, enhancing the bending effect and reducing twist. The work demonstrates the utility of rhodium-catalyzed [2+2+2] cycloaddition for constructing PAH-based planar chiral bent cyclophane structures with high enantioselectivity and unique optoelectronic properties.

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