ChemicalBook--->CAS DataBase List--->7545-50-8

7545-50-8

7545-50-8 Structure

7545-50-8 Structure
IdentificationMore
[Name]

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone
[CAS]

7545-50-8
[Synonyms]

3,3'-DIAMINO-4,4'-DIHYDROXYDIPHENYL SULFONE
BIO-FARMA BF003087
BIS(3-AMINO-4-HYDROXYPHENYL) SULFONE
4,4'-sulphonylbis[2-aminophenol]
2-Amino-4-[(3-amino-4-hydroxybenzene)sulfonyl]phenol
3-Amino-4-hydroxyphenyl sulfone
4,4'-Sulfonylbis(2-aminophenol)
2,2'-Diamino-4,4'-sulfonyldiphenol
[EINECS(EC#)]

231-428-8
[Molecular Formula]

C12H12N2O4S
[MDL Number]

MFCD00025181
[Molecular Weight]

280.3
[MOL File]

7545-50-8.mol
Chemical PropertiesBack Directory
[Melting point ]

231 °C
[Boiling point ]

596.9±50.0 °C(Predicted)
[density ]

1.564±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

slightly sol. in Methanol
[form ]

powder to crystal
[pka]

6.62±0.20(Predicted)
[color ]

White to Gray to Brown
[InChI]

InChI=1S/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-UHFFFAOYSA-N
[SMILES]

S(C1=CC=C(O)C(N)=C1)(C1=CC=C(O)C(N)=C1)(=O)=O
[CAS DataBase Reference]

7545-50-8(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[HazardClass ]

IRRITANT
[HS Code ]

29222990
Hazard InformationBack Directory
[Description]

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is a kind of fragrant heterocyclic monomer that can be used as the monomer preparing polybenzoxazoles (PBO) speciality polymer functional materials. There are under high temperatures with outstanding mechanical and dielectric properties, except for outstanding thermostability. Also, there is outstanding fibre and film performance, widely used in the aerospace cause, the textile industry and other needs to strengthen the field of resistance to heat.
[Chemical Properties]

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is a white to grey to brown powder to crystal with a melting point of 231 °C, slightly soluble in methanol.
[Uses]

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone is an organic reagent mainly used in chemical and experimental research. 3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone and its derivatives can be used in the preparation of a permanently fixing film, an anodic photosensitive resin precursor compositions and moulding compositions containing polyimide components. In addition, 3,3'-diallyl-4,4'-dihydroxydiphenyl sulfone (DA-DHDPS) can be used to prepare fast photocrosslinkable polyethersulfone coatings[1].
[Synthesis]

4-(4-hydroxy-3-nitro-phenyl)sulfonyl-2-nitro-phenol

7149-20-4

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

7545-50-8

The general procedure for the synthesis of bis(3-amino-4-hydroxyphenyl)sulfone from 3,3'-dinitro-4,4'-dihydroxydiphenylsulfone was as follows: 3.4 kg of 3,3'-dinitro-4,4'-dihydroxydiphenylsulfone, 9.5 kg of dimethylsulfoxide (DMSO), and 3.18 kg of aqueous 5.3% ammonium chloride were added to a reactor, and the temperature was slowly raised to 50°C. Subsequently, 2.5 kg of reduced iron powder was added in batches (material molar ratio of 3,3'-dinitro-4,4'-dihydroxydiphenylsulfone: iron: chlorinated iron). 2.5 kg of reduced iron powder was added in batches (material molar ratio of 3,3'-dinitro-4,4'-dihydroxydiphenylsulfone: iron: ammonium chloride: water: DMSO = 1:4.5:6:29:12). After completion of the reaction, hot filtration was performed and the filter cake was washed with hot DMSO. The filtrates were combined and evaporated under reduced pressure to give a mixed solution of DMSO and water, which was cooled to 5°C to promote precipitation of the product. After stopping the distillation, the solid product was collected by filtration, washed with water and dried to give 2.6 kg of 3,3'-diamino-4,4'-dihydroxydiphenyl sulfone in 93% yield.

[References]

[1] Z. ZENG. Photosensitive poly(ether sulfone)s for thiol/ene UV curable coatings: synthesis, characterization and crosslinking[J]. e-Polymers, 2010. DOI:10.1515/epoly.2010.10.1.1013.
Spectrum DetailBack Directory
[Spectrum Detail]

3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone(7545-50-8)MS
3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone(7545-50-8)1HNMR
3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone(7545-50-8)13CNMR
3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone(7545-50-8)IR1
3,3'-Diamino-4,4'-dihydroxydiphenyl sulfone(7545-50-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

7545-50-8(sigmaaldrich)
[TCI AMERICA]

Bis(3-amino-4-hydroxyphenyl) Sulfone,>98.0%(LC)(7545-50-8)
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