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ChemicalBook >  Product Catalog >  Pharmaceutical intermediates >  2,2-Bis(3-amino-4-hydroxyphenyl)propane

2,2-Bis(3-amino-4-hydroxyphenyl)propane

Basic information Uses Safety Supplier Related

2,2-Bis(3-amino-4-hydroxyphenyl)propane Basic information

Product Name:
2,2-Bis(3-amino-4-hydroxyphenyl)propane
Synonyms:
  • 2,2-Bis(3-aMino-4-hydroxylphenyl)propane(BAP)
  • Phenol, 4,4'-(1-Methylethylidene)bis[2-aMino-
  • 4,4'-(Propane-2,2-diyl)bis(2-aMinophenol)
  • 2,2-Bis(3-amino-4-hydroxylphenyl)propane
  • 2,2-Bis(3-amino-4-hydroxyphenyl)propane(BAP)
  • 2,2-BIS-(3-AMINO-4-HYDROXYPHENYL)PROPANE
  • 2,2-BIS[4-HYDROXYL-3-AMINOPHENYL]PROPANE(BHAPP)
  • 2-amino-4-[1-(3-amino-4-hydroxy-phenyl)-1-methyl-ethyl]phenol
CAS:
1220-78-6
MF:
C15H18N2O2
MW:
258.32
EINECS:
807-962-8
Mol File:
1220-78-6.mol
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2,2-Bis(3-amino-4-hydroxyphenyl)propane Chemical Properties

Melting point:
248-250 °C
Boiling point:
471.1±45.0 °C(Predicted)
Density 
1.265±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Dimethylformamide
form 
powder to crystal
pka
10.62±0.10(Predicted)
color 
White to Yellow to Orange
CAS DataBase Reference
1220-78-6(CAS DataBase Reference)
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Safety Information

HS Code 
29222990
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2,2-Bis(3-amino-4-hydroxyphenyl)propane Usage And Synthesis

Uses

4,4'-(Propane-2,2-diyl)bis(2-aminophenol) is a useful research chemical.

Description

2,2-Bis(3-amino-4-hydroxyphenyl)propane (BAP) is a diamine organic compound that is used in the synthesis of polyimides.

Uses

2,2-bis(4-hydroxy-3-aminophenyl)propane is used as a polyimide intermediate and functional monomer.

Synthesis


Thedinitro compound (2) (10,000 g, 0.0314 mol) was heated to reflux inabsolute ethanol (100 mL) in the presence of wet 10% Pd/C catalyst(0.650 g). Hydrazine monohydrate (20 mL) was then added dropwiseover a period of 30 min, and the reaction was maintained at reflux for24 h. The hot solution was filtered through Celite to eliminate thecatalyst and partially concentrated under reduced pressure. Afterwards,the concentrate was poured into cold distilled water. The crude productwas filtered, washed with water, dried under vacuum and recrystallizedtwice from methanol to give (3). The diamino compound was obtainedas a white powder: yield: 88%; mp. 263 ??C (DSC); Analysis: Calculatedfor C15H18N2O2: C, 69.74%; H, 7.02%; N, 10.84%. Found: C, 69.35%;H, 7.15%; N, 11.02%. 1H NMR (400 MHz, DMSO-d6): |? (ppm); 8.57 (s,1H, OH), 6.43 (d, J=8.1 Hz, 1H, Har), 6.34 (d, J=1.8 Hz, 1H, Har),6.21 (dd, J=8.1 Hz, 1.8 Hz, 1H, Har), 4.23 (s, 2H, NH) 1.37 (s, 3H, CH3f). 13C NMR (100 MHz, DMSO-d6): |? (ppm) 142.4, 141.4, 135.4, 114.4,113.5, 113.4, 40.8, 30.9.

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