p-Toluenesulfonic anhydride

Base Information

• Chemical Name: p-Toluenesulfonic anhydride
• CAS No.: 4124-41-8
• Molecular Formula: C14H14O5S2
• Molecular Weight: 326.394
• Hs Code.: 29041000
• European Community (EC) Number: 223-926-9
• DSSTox Substance ID: DTXSID50194160
• Nikkaji Number: J224.933B
• Wikidata: Q72487738
• Mol file: 4124-41-8.mol

Synonyms:p-Toluenesulfonic anhydride;4124-41-8;4-Methylbenzenesulfonic anhydride;4-Toluenesulfonic anhydride;(4-methylphenyl)sulfonyl 4-methylbenzenesulfonate;4-toluenesulfonic acid anhydride;P-Toluenesulfonicanhydride;p-toluene sulfonic anhydride;Toluene-p-sulphonic anhydride;Benzenesulfonic acid, 4-methyl-, anhydride;C14H14O5S2;Toluene-4-sulfonic anhydride;EINECS 223-926-9;MFCD00008548;4-methylbenzenesulfonyl 4-methylbenzene-1-sulfonate;41124-41-8;4-Toluenesulphonic anhydride;Toluene-4-sulfonic acid ahnydride;Toluenesulfonic anhydride;Tosylic anhydride;p-Toluenesulfonic acid anhydride;p-Toluenesulphonic anhydride;4-Methylbenzenesulfonicanhydride;Ts2O;p-toluensulfonic anhydride;p- toluenesulfonic anhydride;SCHEMBL6490;para-toluenesulfonic anhydride;para-toluenesulphonic anhydride;para-toluene sulfonic anhydride;AMY811;p-toluenesulfonic acid anhydride;p-toluenesulphonic acid anhydride;p-toluene sulfonic acid anhydride;4-methylbenzenesulphonic anhydride;4-Toluenesulphonic acid anhydride;DTXSID50194160;p-Toluenesulfonic anhydride, 97%;STR05857;SC5018;AKOS015842532;C14-H14-O5-S2;CCG-247546;CS-W008609;BP-10146;SY010748;FT-0619530;T1485;A934158;p-Toluenesulfonic anhydride, purum, >=95.0% (NT);Q-101289;p-Toluenesulfonic anhydride, < 0.1% p-toluenesulfonyl chloride (HPLC)

Chemical Property of p-Toluenesulfonic anhydride

Chemical Property:

• Appearance/Colour: Off-white to cream powder
• Vapor Pressure: 7.72E-09mmHg at 25°C
• Melting Point: 121-127 °C(lit.)
• Refractive Index: 1.582
• Boiling Point: 478 °C at 760 mmHg
• Flash Point: 242.9 °C
• PSA: 94.27000
• Density: 1.361 g/cm³
• LogP: 4.55920
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 326.02826589
• Heavy Atom Count: 21
• Complexity: 475

Purity/Quality:

99.9% ^*data from raw suppliers

p-Toluenesulfonic anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OS(=O)(=O)C2=CC=C(C=C2)C
• Uses: p-Toluenesulfonic anhydride has been employed as reagent in palladium-catalyzed allylic alkenylation of allylic alcohols with n-butyl acrylate.

Technology Process of p-Toluenesulfonic anhydride

There total 37 articles about p-Toluenesulfonic anhydride 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: 92.0%

silver(I) 4-methylbenzenesulfonate (16836-95-6) + p-toluenesulfonyl chloride (98-59-9) → p-toluenesulfonylanhydride (4124-41-8)

Guidance literature:

In acetonitrile; at 20 ℃; for 120h;

DOI:10.1007/BF00949479

Reference yield: 90.0%

N-methylpyridinium p-toluenesulfonate (38542-71-1) → p-toluenesulfonylanhydride (4124-41-8)

Guidance literature:

With trifluoromethylsulfonic anhydride; 1,3,5-trimethyl-benzene; In dichloromethane; at 20 ℃;

DOI:10.1007/s13738-011-0062-3

Reference yield: 90.0%

diethylaminobis(trifluoromethyl)phosphine (55865-38-8) + toluene-4-sulfonic acid (104-15-4) → bis(trifluoromethyl)phosphinous acid (359-65-9) + p-toluenesulfonylanhydride (4124-41-8) + diethylammonium 4-toluenesulfonate (52723-97-4)

Guidance literature:

In various solvent(s);

DOI:10.1016/j.jorganchem.2004.09.041

upstream raw materials:

toluene-4-sulfonic acid

p-toluenesulfonyl chloride

di(p-tolyl) disulfide

p-toluenesulfonyl iodide

Downstream raw materials:

1,4-ditosyloxybutane

O,O'-diethylphosphoric 4-methylbenzenesulfonic anhydride

3',5'-bis-O-(p-tolylsulfonyl)thymidine

benzyl tosylate

Refernces

• 1、 Sekiguchi et al.. "". . p. 2932. Retrieved 1972.
• 2、 Caminade, Anne-Marie,González-Méndez, Israel,Illescas, Javier,Moineau-Chane Ching, Kathleen I.,Rivera, Ernesto,Sorroza-Martínez, Kendra,Vonlanthen, Mireille. "First class of phosphorus dendritic compounds containing β-cyclodextrin units in the periphery prepared by CuAAC". . . Retrieved 2020/09/21.
• 3、 Khodaei,Nazari. "Sulfonylation of aromatic compounds with methyl p-toluenesulfonate as a sulfonylating precursor". . p. 507 - 512. Retrieved 2013/02/22.