3,3'-Sulfonyldianiline

Base Information

• Chemical Name: 3,3'-Sulfonyldianiline
• CAS No.: 599-61-1
• Molecular Formula: C12H12N2O2S
• Molecular Weight: 248.305
• Hs Code.: 29309070
• European Community (EC) Number: 209-967-5
• NSC Number: 20610
• UNII: YFY9Q1LQN9
• DSSTox Substance ID: DTXSID3044962
• Nikkaji Number: J55.233J
• Wikidata: Q27294498
• ChEMBL ID: CHEMBL1535508
• Mol file: 599-61-1.mol

Synonyms:3,3'-Sulfonyldianiline;599-61-1;3,3'-Diaminodiphenyl sulfone;3-Aminophenyl sulfone;3,3'-Sulphonyldianiline;Benzenamine, 3,3'-sulfonylbis-;Bis(3-aminophenyl) Sulfone;Bis(m-aminophenyl) sulfone;3,3'-Diaminophenyl sulfone;3,3'-Sulfonylbis(aniline);Sulfone, bis(m-aminophenyl);Sulfone, bis(3-aminophenyl);ANILINE, 3,3'-SULFONYLDI-;3-(3-aminophenyl)sulfonylaniline;3,3'-Diaminodifenylsulfon;3,3'-Sulfonylbisbenzenamine;NSC 20610;DTXSID3044962;3,3'-Diaminodifenylsulfon [Czech];EINECS 209-967-5;UNII-YFY9Q1LQN9;YFY9Q1LQN9;BRN 2215938;AI3-52564;NSC-20610;3,3-sulfonyldianiline;EC 209-967-5;4-13-00-01009 (Beilstein Handbook Reference);3,3'-diaminodiphenylsulfone;PerformicAcid;3-aminophenyl;3-(3-aminobenzenesulfonyl)aniline;MFCD00007792;3-[(3-Aminophenyl)sulfonyl]phenylamine;3-Aminophenyl sulphone;Aniline,3'-sulfonyldi-;WLN: ZR CSWR CZ;3,3'-Sulfonyldianiline-;3,3\'-Sulfonyldianiline;3,3/'-Sulphonyldianiline;Benzenamine,3'-sulfonylbis-;Oprea1_316800;SCHEMBL34546;MLS000080522;3-Aminophenyl sulfone, 97%;BIDD:GT0652;CHEMBL1535508;DTXCID1024962;3,3'-Diamino Diphenyl Sulphone;3-(3-Aminophenylsulfonyl)aniline;HMS1607H21;HMS2342J17;3,3'-DAS;3,3'-DDS;NSC20610;Tox21_301737;3-[(3-Aminobenzene)sulfonyl]aniline;BBL027660;STK389349;3,3'-Diaminodiphenyl sulfone, 98%;AKOS000121015;CCG-103405;DS-4850;NCGC00256038-01;AC-10821;CAS-599-61-1;LS-19990;SMR000034089;{3-[(3-aminophenyl)sulfonyl]phenyl}amine;3-[(3-Aminophenyl)sulfonyl]phenylamine #;A8401;B0394;CS-0105060;FT-0614022;3,3'-Diaminodiphenyl sulphone (3,3'-DDS);EN300-34105;D76499;SR-01000391773;SR-01000391773-1;W-105294;Q27294498;benzenamine, 3,3'-sulfonylbis-;3,3'-sulphonyldianiline;3,3'-sulfonyldianiline;aniline, 3,3'-sulfonyldi-;benzenamine, 3,3'-sulfonylbis- 3,3'-sulphonyldianiline 3,3'-sulfonyldianiline aniline, 3,3'-sulfonyldi-

Chemical Property of 3,3'-Sulfonyldianiline

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 7.63E-12mmHg at 25°C
• Melting Point: 167-174 °C
• Refractive Index: 1.662
• Boiling Point: 542.8 °C at 760 mmHg
• PKA: 3.16±0.10(Predicted)
• Flash Point: 282.1 °C
• PSA: 94.56000
• Density: 1.361 g/cm³
• LogP: 3.92700
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 248.06194880
• Heavy Atom Count: 17
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

Bis(3-aminophenyl) Sulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)S(=O)(=O)C2=CC=CC(=C2)N)N
• Uses: Bis(3-Aminophenyl) Sulfone is an impurity of Dapson (D193250), an antibacterial used in the treatment of dermatitis herpetiformis. 4,4'-diaminodiphenylsulfone be used for preparation polyimide and epoxy resin material. 3,3'-Diaminodiphenyl sulfone is used for curing agent for epoxy resin and also important monomer for polysulfonamide fiber(PSA).

Technology Process of 3,3'-Sulfonyldianiline

There total 13 articles about 3,3'-Sulfonyldianiline 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: 99.0%

3,3'-dinitrodiphenyl sulfone (1228-53-1) → 3,3'-diaminodiphenyl sulfone (599-61-1)

Guidance literature:

With hydrazine hydrate; nickel; In ethanol; 1,2-dichloro-ethane; at 28 ℃; for 8h; Product distribution; other catalysts, other solvents, other reaction conditions;

DOI:10.1055/s-1981-29557

Reference yield: 73.0%

3,3'-Diazidodiphenylsulfon (75742-13-1) → 3,3'-diaminodiphenyl sulfone (599-61-1)

Guidance literature:

With hydrazine hydrate; palladium dihydroxide; pyrographite; In methanol; for 2h; Heating;

DOI:10.1055/s-1989-27284

Reference yield: 72.0%

2-ethoxy-ethanol (110-80-5) + dinitrodichlorodiphenylsulfone → 3,3'-diaminodiphenyl sulfone (599-61-1)

Guidance literature:

With triethylamine; aluminum nickel;

upstream raw materials:

3,3'-dinitrodiphenyl sulfone

3,3'-Diazidodiphenylsulfon

ammonia

hydrogenchloride

Downstream raw materials:

Bis-(3-isocyanato-phenyl)-sulfon

bis[3-(2-hydroxybenzylideneamino)phenyl] sulfone

3,3'-Diazidodiphenylsulfon

2-({3-[3-(N'-dicyanomethylene-hydrazino)-benzenesulfonyl]-phenyl}-hydrazono)-malononitrile

Refernces

• 1、 Tanaka, Hiromichi,Konishi, Hideyuki,Manabe, Kei. "Palladium-catalyzed one-step synthesis of symmetrical diaryl sulfones from aryl halides and a sulfur dioxide surrogate". supporting information. p. 760 - 763. Retrieved 2019/08/02.
• 2、 Li, Yi,Zhang, Haibao,Liu, Yuanyuan,Li, Fangshi,Liu, Xiaoning. "Synthesis, characterization, and quantum chemical calculation studies on 3-(3-nitrophenylsulfonyl)aniline". experimental part. p. 110 - 116. Retrieved 2011/09/13.