3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone supplier

Name
3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone
EINECS 231-428-8
CAS No. 7545-50-8
Article Data10
CAS DataBase
Density 1.564 g/cm³
Solubility
Melting Point 231 °C
Formula C₁₂H₁₂N₂O₄S
Boiling Point 596.9 °C at 760 mmHg
Molecular Weight 280.304
Flash Point 314.8 °C
Transport Information
Appearance Baby pink powder
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,2'-Diamino-4,4'-sulfonyldiphenol;4,4'-Sulfonylbis(2-aminophenol);4,4'-Sulfonylbis(o-aminophenol);Bis(3-amino-4-hydroxyphenyl)sulfone;NSC155173;
PSA 135.02000
LogP 3.33820

Synthetic route

: 56486-79-4
3,3'-dibromo-4,4'-dihydroxydiphenyl sulfone

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
With ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 150℃; Solvent; Temperature;	98%

: 7149-20-4
3,3'-dinitro-4,4'-dihydroxydiphenylsulfone

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In 1,4-dioxane; ethanol at 95℃; for 24h; Inert atmosphere;	94%
With iron; ammonium chloride In water at 50℃; Concentration; Temperature; Large scale;	93%
With palladium on activated charcoal; ethanol Hydrogenation;

: 80-09-1
4,4'-sulfonediphenol

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous H2SO4; HNO3 2: Na2S2O4; aqueous NH3 View Scheme

: 16346-97-7
bis[3-methyl-4-hydroxyphenyl]sulfone

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: KMnO4; aqueous NaOH 2: aqueous H2SO4; HNO3 3: Na2S2O4; aqueous NH3 View Scheme

: 95-48-7
ortho-cresol

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: H2SO4 / 180 °C / unter vermindertem Druck 2: KMnO4; aqueous NaOH 3: aqueous H2SO4; HNO3 4: Na2S2O4; aqueous NH3 View Scheme
Multi-step reaction with 4 steps 1: H2SO4 / 180 °C / unter vermindertem Druck 2: KMnO4; aqueous NaOH 3: aqueous H2SO4; HNO3 4: Na2S2O4; aqueous NH3 View Scheme

: 69-72-7
salicylic acid

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2SO4 / 200 °C / unter vermindertem Druck 2: aqueous H2SO4; HNO3 3: Na2S2O4; aqueous NH3 View Scheme

: 2050-48-8
4,4'-dibromodiphenyl sulfone

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid; potassium nitrate / 3 h / 80 °C 2: sodium hydroxide / dimethyl sulfoxide; water / 2 h / 50 °C 3: palladium 10% on activated carbon; hydrazine hydrate / ethanol; 1,4-dioxane / 24 h / 95 °C / Inert atmosphere View Scheme

: 75853-45-1
4,4'-sulfonylbis(1-bromo-2-nitrobenzene)

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / dimethyl sulfoxide; water / 2 h / 50 °C 2: palladium 10% on activated carbon; hydrazine hydrate / ethanol; 1,4-dioxane / 24 h / 95 °C / Inert atmosphere View Scheme

: 108-86-1
bromobenzene

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: trifluorormethanesulfonic acid; dipotassium peroxodisulfate; tetra(n-butyl)ammonium hydrogensulfate; trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 85 °C / Sealed tube 2: sulfuric acid; potassium nitrate / 3 h / 80 °C 3: sodium hydroxide / dimethyl sulfoxide; water / 2 h / 50 °C 4: palladium 10% on activated carbon; hydrazine hydrate / ethanol; 1,4-dioxane / 24 h / 95 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 4 steps
1: trifluorormethanesulfonic acid; dipotassium peroxodisulfate; tetra(n-butyl)ammonium hydrogensulfate; trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 85 °C / Sealed tube
2: sulfuric acid; potassium nitrate / 3 h / 80 °C
3: sodium hydroxide / dimethyl sulfoxide; water / 2 h / 50 °C
4: palladium 10% on activated carbon; hydrazine hydrate / ethanol; 1,4-dioxane / 24 h / 95 °C / Inert atmosphere
View Scheme

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 90-02-8
salicylaldehyde

: 4,4'-sulfonylbis(2-(-2-hydroxybenzylideneamino)phenol)

Conditions

Conditions	Yield
Stage #1: 3,3'-diamino-4,4'-dihydroxydiphenyl sulfone; salicylaldehyde In methanol for 0.5h; Stage #2: In methanol for 6h; Reflux;	83%

: 31643-49-9
4-Nitrophthalonitrile

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: C28H16N6O4S

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 5h;	82%

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 55244-11-6
ethyl cyanoacetimidate hydrochloride

: C18H10N4O4S

Conditions

Conditions	Yield
In methanol at 5℃; for 9h;	77%

: 2067-86-9
8-formyl-7-hydroxycoumarin

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 8,8'-((1E,1'E)-((sulfonylbis(6-hydroxy-3,1-phenylene))bis(azanylylidene))bis(methanylylidene))bis(7-hydroxy-2H-chromen-2-one)

Conditions

Conditions	Yield
In ethanol for 6h; Reflux;	76%

: 2067-86-9
8-formyl-7-hydroxycoumarin

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: C32H22N2O10S

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	70%

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 2-(4-(dibutylamino)phenyl)-6-hydroxybenzofuran-5-carbaldehyde

: C58H58N4O8S

Conditions

Conditions	Yield
With potassium cyanide; phenylboronic acid In methanol at 20℃; Inert atmosphere;	25%

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: Os(3,3'-diamino-4,4'-dihydroxydiphenylsulphone)(OH)2

Conditions

Conditions	Yield
With osmium compound

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: {OsO2(3,3'-diamino-4,4'-dihydroxydiphenylsulphone)}Cl2

Conditions

Conditions	Yield
With osmium compound

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 6192-13-8
neodymium(III) acetate

: 2Nd(3+)*3SO2(C6H3(NH2)O)2(2-)*4H2O=Nd2(C12H10N2O4S)3*4H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water ethanolic soln. of the ligand, aqueous soln. of rare earth(III) acetate; mixing; adjusting pH to 7.0-8.5 (NaOH); crystn.;

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 10465-27-7
samarium(III) acetate

: 2Sm(3+)*3SO2(C6H3(NH2)O)2(2-)*4H2O=Sm2(C12H10N2O4S)3*4H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water ethanolic soln. of the ligand, aqueous soln. of rare earth(III) acetate; mixing; adjusting pH to 7.0-8.5 (NaOH); crystn.;

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 6192-12-7
praseodymium(3+) acetate

: 2Pr(3+)*3SO2(C6H3(NH2)O)2(2-)*4H2O=Pr2(C12H10N2O4S)3*4H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water ethanolic soln. of the ligand, aqueous soln. of rare earth(III) acetate; mixing; adjusting pH to 7.0-8.5 (NaOH); crystn.;

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 537-00-8, 19475-87-7, 57023-24-2
cerium(III) acetate

: 2Ce(3+)*3SO2(C6H3(NH2)O)2(2-)*4H2O=Ce2(C12H10N2O4S)3*4H2O

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water ethanolic soln. of the ligand, aqueous soln. of rare earth(III) acetate; mixing; adjusting pH to 7.0-8.5 (NaOH); crystn.;

: 826-62-0, 85081-15-8, 85081-16-9
5-norbornene-2,3-dicarboxylic anhydride

: 2215-89-6
oxybis(benzoic acid)

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

PA-3: PA-3

Conditions

Conditions	Yield
Stage #1: oxybis(benzoic acid); 3,3'-diamino-4,4'-dihydroxydiphenyl sulfone With benzotriazol-1-ol In 1-methyl-pyrrolidin-2-one Stage #2: 5-norbornene-2,3-dicarboxylic anhydride In 1-methyl-pyrrolidin-2-one Product distribution / selectivity;

...Expand

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 2318-25-4
ethyl 3-ethoxy-3-iminopropanoate hydrochloride

: C22H20N2O8S

Conditions

Conditions	Yield
In methanol at 10 - 60℃; for 55h;
In methanol at 60℃; for 55h;
In methanol at 10 - 60℃; for 55h;

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: C64H66N4O8S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 55 h / 10 - 60 °C 2: piperidine / toluene / 19 h / 100 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: methanol / 55 h / 60 °C 2: piperidine / toluene / 19 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: methanol / 55 h / 10 - 60 °C 2: piperidine / toluene / 19 h / 100 °C / Inert atmosphere View Scheme

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: C64H50N4O8S

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol / 55 h / 10 - 60 °C 2: piperidine / toluene / 6 h / 105 °C View Scheme
Multi-step reaction with 2 steps 1: methanol / 55 h / 60 °C 2: piperidine / toluene / 6 h / 105 °C View Scheme

: 17754-90-4
4-(Diethylamino)salicylaldehyde

: 7545-50-8
3,3'-diamino-4,4'-dihydroxydiphenyl sulfone

: 105-56-6
ethyl 2-cyanoacetate

: C40H34N4O8S

Conditions

Conditions	Yield
With benzoic acid In pentan-1-ol at 120℃; for 15h;
With benzoic acid In pentan-1-ol at 120℃; for 15h;

...Expand

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone Specification

The 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is an organic compound with the formula C₁₂H₁₂N₂O₄S. The IUPAC name of this product is 2-amino-4-(3-amino-4-hydroxyphenyl)sulfonylphenol . With the CAS registry number 7545-50-8, it is also named as 4,4'-Sulphonylbis(2-aminophenol) ; phenol, 4,4'-sulfonylbis[2-amino- ; Bis(3-amino-4-hydroxyphenyl) sulfone .

The product's categories are diphenyl sulfones (for high-performance polymer research), functional materials and reagent for high-performance polymer research. The 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is baby pink powder which is non-toxic. It must be stored at room temperature away from light and isolated from the air. People should not breathe dust and avoid contact with skin and eyes.

The 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is a heterocyclic aromatic monomer. In particular, it can be used as monomer in the preparation of special polymer materials PBO. It has excellent mechanical properties and dielectric properties at high temperature. In addition, it has excellent thermal stability nature and excellent fiber and film properties. So it is widely used in aviation and aerospace industries, the textile industry and other areas need to enhance heat resistance.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.03 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 0.99 ; (4)ACD/LogD (pH 7.4): -0.06 ; (5)ACD/BCF (pH 5.5): 3.25 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 78.53 ; (8)ACD/KOC (pH 7.4): 6.93 ; (9)#H bond acceptors: 6 ; (10)#H bond donors: 6 ; (11)#Freely Rotating Bonds: 6 ; (12)Index of Refraction: 1.717 ; (13)Molar Refractivity: 70.57 cm³ ; (14)Molar Volume: 179.2 cm³ ; (15)Polarizability: 27.97×10^-24 cm³ ; (16)Surface Tension: 84.5 dyne/cm ; (17)Enthalpy of Vaporization: 92.2 kJ/mol ; (18)Vapour Pressure: 7.61E-15 mmHg at 25°C ; (19)Rotatable Bond Count: 2 ; (20)Tautomer Count: 9 ; (21)Exact Mass: 280.051778 ; (22)MonoIsotopic Mass: 280.051778 ; (23)Topological Polar Surface Area: 135 ; (24)Heavy Atom Count: 19.

People can use the following data to convert to the molecule structure. SMILES: O=S(=O)(c1ccc(O)c(N)c1)c2ccc(O)c(N)c2; InChI: InChI=1/C12H12N2O4S/c13-9-5-7(1-3-11(9)15)19(17,18)8-2-4-12(16)10(14)6-8/h1-6,15-16H,13-14H2; InChIKey: KECOIASOKMSRFT-UHFFFAOYAO. 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone has many suppliers, such as Changzhou Sunlight Pharmaceutical Co., Ltd..

Product Name

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone

Synthetic route

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone Specification

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