Diphenyl sulfone

Base Information

• Chemical Name: Diphenyl sulfone
• CAS No.: 127-63-9
• Molecular Formula: C12H10O2S
• Molecular Weight: 218.276
• Hs Code.: 2930.90
• European Community (EC) Number: 204-853-1
• NSC Number: 627706,6780
• UNII: V25W2CFS3M
• DSSTox Substance ID: DTXSID6041892
• Nikkaji Number: J5.398H
• Wikipedia: Diphenyl_sulfone
• Wikidata: Q5279737
• ChEMBL ID: CHEMBL263327
• Mol file: 127-63-9.mol

Synonyms:Diphenyl sulfone;127-63-9;Sulfonyldibenzene;Phenyl sulfone;DIPHENYLSULFONE;Sulfobenzide;Diphenyl sulphone;Benzene, 1,1'-sulfonylbis-;benzenesulfonylbenzene;Sulfone, diphenyl;1,1'-sulfonyldibenzene;1,1'-Sulfonylbisbenzene;Phenyl sulphone;(Phenylsulfonyl)benzene;phenylsulfone;Difenylsulfon;Difenylsulfon [Czech];Caswell No. 399D;NSC 6780;NSC 627706;CHEBI:78360;EINECS 204-853-1;1-(phenylsulfonyl)benzene;UNII-V25W2CFS3M;EPA Pesticide Chemical Code 399500;BRN 1910573;V25W2CFS3M;S-97;AI3-00637;DTXSID6041892;S-127;NSC-6780;NSC627706;NSC-627706;Benzene,1'-sulfonylbis-;EC 204-853-1;4-06-00-01490 (Beilstein Handbook Reference);phenylsulfonylbenzene;bis-(phenyl)-sulfone;Ph-SO2-Ph;1,1 Sulphonylbisbenzene;Diphenyl sulfone, 97%;1,1'-Sulfonyl bis benzene;SCHEMBL30255;DIPHENYL SULFONE [MI];CHEMBL263327;DTXCID4021892;NSC6780;dioxo(diphenyl)-lambda~6~-sulfane;Tox21_301190;BDBM50492788;MFCD00007548;STK331804;AKOS005439508;DS-3893;NCGC00248325-01;NCGC00255088-01;CAS-127-63-9;2H,2H,3H,3H-PERFLUORONONANOICACID;Diphenyl sulfone, Vetec(TM) reagent grade;LS-105886;CS-0014047;FT-0625239;P0231;E80878;A805721;AE-562/13465017;Diphenyl sulfone, PESTANAL(R), analytical standard;Q5279737;W-108380

Chemical Property of Diphenyl sulfone

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.36E-05mmHg at 25°C
• Melting Point: 123-129 °C(lit.)
• Refractive Index: 1.593
• Boiling Point: 378.5 °C at 760 mmHg
• Flash Point: 226.8 °C
• PSA: 42.52000
• Density: 1.227 g/cm³
• LogP: 3.60020
• Storage Temp.: Store below +30°C.
• Solubility.: >14mg/l
• Water Solubility.: insoluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 218.04015073
• Heavy Atom Count: 15
• Complexity: 253

Purity/Quality:

98% ^*data from raw suppliers

PhenylSulphone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)C2=CC=CC=C2
• Description: Diphenyl sulfone (DPS) is a high boiling point solvent with good dissolving ability. It has an extremely high boiling point of 379°C and is commonly used in solution polymerization processes due to its ability to dissolve cyanate esters effectively. The chemical formula of Diphenyl sulfone (DPS) is C12H10O2S. It is composed of two phenyl groups attached to a sulfone group (SO2).
• Uses and Mechanism of Action: In electrochromic materials: ; Diphenyl sulfone (DPS) is utilized as an acceptor moiety in electrochromic materials, enabling multicolored electrochromism with high optical contrast and coloration efficiency.^[1]; In polymerization reactions: ; Diphenyl sulfone (DPS) serves as a solvent for the solvothermal polymerization of monomers, such as dicyanate esters, to produce microporous polymeric materials. It plays a crucial role in controlling the kinetics and properties of the polymerization process.^[2]
• Production Methods: DPS can be produced through various synthetic routes in the laboratory or industrially.
• Analysis Method: The kinetics and properties of DPS-containing reactions, such as polymerization processes, can be analyzed using techniques such as differential scanning calorimetry (DSC), electron microscopy, and gas adsorption measurements. These methods provide insights into the reaction kinetics, polymer structure, and pore characteristics of the resulting materials.
• References: [1] Diphenyl sulfone based multicolored cathodically coloring electrochromic materials with high contrast; DOI 10.1016/j.orgel.2020.105741; [2] The Kinetics of Formation of Microporous Polytriazine in Diphenyl Sulfone; DOI 10.3390/molecules27113605

Technology Process of Diphenyl sulfone

There total 224 articles about Diphenyl sulfone 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: 95.0%

pentaphenylbismuth (3049-07-8) → C6H4(SOO)(Bi(C6H5)O2S) + diphenyl sulphone (127-63-9) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With sulfur dioxide; In liquid sulphur dioxide; 15 min; GLC, volatiles removal (vacuum), washing (benzene), drying; elem. anal.;

Reference yield: 94.0%

tert.-butylhydroperoxide (75-91-2) + Martins sulfurane (32133-82-7) → di-tert-butyl peroxide (110-05-4) + diphenyl sulfide (139-66-2) + 1,1'-sulfinylbisbenzene (945-51-7) + diphenyl sulphone (127-63-9) + 1,1,1,3,3,3-hexafluoro-2-phenylisopropyl alcohol (718-64-9) + isobutene (115-11-7,15220-85-6)

Guidance literature:

With 2,2-diphenyl-1-picrylhydrazine; In chloroform-d1; at -78 ℃; Product distribution; chemiluminescence, other peroxides;

DOI:10.1021/ja00530a035

Reference yield: 64.0%

S-Phenyl benzenethiosulfonate (1212-08-4) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + phenylacetylene (536-74-3) → diphenyl sulphone (127-63-9) + 2-(phenylethynyl)-1,1'-biphenyl (10271-65-5) + 1-phenyl-2-ethyne (143392-31-8) + diphenyl acetylene (501-65-5)

Guidance literature:

With copper(l) iodide; tetrabutyl ammonium fluoride; potassium carbonate; In acetonitrile; at 40 ℃; for 5h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.orglett.6b02027

upstream raw materials:

Perbenzoic acid

chloroform

diphenyl sulfide

diethyl ether

Downstream raw materials:

hexaphenyldisiloxanne

tetraphenylsilane

hexa-Si-phenyl-Si,Si'-m-phenylene-bis-silane

triphenylhydroxysilane

Refernces

• 1、 Okada, Shusuke,Mori, Kohsuke,Kamegawa, Takashi,Che, Michel,Yamashita, Hiromi. "Active site design in a core-shell nanostructured catalyst for a one-pot oxidation reaction". . p. 9047 - 9051. Retrieved 2011.
• 2、 Rayati, Saeed,Zakavi, Saeed,Kalantari, Hossein. "Factors influencing the catalytic activity of β-tetrabrominated meso-tetra(para-tolyl)porphyrinatomanganese(III) for oxidation of sulfides and olefins with Oxone". . p. 131 - 139. Retrieved 2011.
• 3、 Palermo, Valeria,Romanelli, Gustavo P.,Vázquez, Patricia G.. "Mo-based Keggin heteropolyacids as catalysts in the green and selective oxidation of diphenyl sulfide". . p. 142 - 150. Retrieved 2013.
• 4、 Kumar, Dalip,Arun,Pilania, Meenakshi,Shekar, K.P. Chandra. "A Metal-Free and Microwave-Assisted Efficient Synthesis of Diaryl Sulfones". . p. 831 - 836. Retrieved 2013.
• 5、 Ishiguro, Katsuya,Hirano, Yukimichi,Sawaki, Yasuhiko. "TURNING THE REACTIVITY OF CARBONYL OXIDES FROM NUCLEOPHILIC TO ELECTROPHILIC. A NOVEL DEOXYGENATION OF SULFOXIDES BY ELECTROPHILIC α,α,α-TRIFLUOROACETOPHENONE O-OXIDE". . p. 6201 - 6204. Retrieved 1987.
• 6、 Zamanifar, Elham,Farzaneh, Faezeh,Simpson, Jim,Maghami, Mahboobeh. "Synthesis, crystal structure and catalytic activity of a new Mo Schiff base complex with Mo histidine immobilized on Al-MCM-41 for oxidation of sulfides". . p. 63 - 70. Retrieved 2014.
• 7、 KIM, Yong Hae,LEE, Hyeon Kyu. "Activation of Superoxide. Facile Oxidation of Sulfoxides into Sulfones with a Peroxysulfur Intermediate Generated in situ from 2-Nitrobenzenesulfonyl Chloride and Superoxide". . p. 1499 - 1502. Retrieved 1987.
• 8、 Li, Haoran,Wang, Lingyao,Yao, Jia,Zhang, Yuanbin. "Metal-Free Synthesis of Sulfones and Sulfoxides through Aldehyde-Promoted Aerobic Oxidation of Sulfides". . . Retrieved 2021.
• 9、 Michida,Kasuya,Sayo. "Biomimetic oxidation of diphenyl sulfide with metalloporphyrin-O2-NaBH4 system". . p. 1462 - 1464. Retrieved 1993.
• 10、 Djerassi,Engle. "-". . p. 3838. Retrieved 1953.