2,2-Bis(4-aminophenyl)propane Chemical Properties

Melting point:

128.2-129.6 °C(Solv: benzene (71-43-2))

Boiling point:

200-231 °C(Press: 5.5 Torr)

Density 

1.091±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.51±0.25(Predicted)

Appearance

Light brown to gray Solid

EPA Substance Registry System

Benzenamine, 4,4'-(1-methylethylidene)bis- (2479-47-2)

Safety Information

HS Code 

2921599090

2,2-Bis(4-aminophenyl)propane Usage And Synthesis

Synthesis

In a 1 L autoclave, 500 g of aniline hydrochloride, 199 g of water and 80 g of acetone were added sequentially. The reaction mixture was heated to 160 °C and maintained under continuous stirring conditions for 18 hours. Upon completion of the reaction, the reaction system was cooled and the reaction solution was transferred to a 3L dispensing funnel and diluted with 1600 g of ethyl acetate and 200 g of water. Subsequently, 356 g of 48 wt% aqueous sodium hydroxide solution was added to the partition funnel for alkaline treatment. After separating the organic layer, the organic layer was washed with 745 g of water. The organic layer was quantitatively analyzed by gas chromatography with hexadecane as the internal standard. Ultimately, 249 g of 2,2-bis(4-aminophenyl)propane was prepared in 80% yield based on the molar feed of acetone.

References

[1] Patent: JP5707935, 2015, B2. Location in patent: Paragraph 0025
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 14, p. 721

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