1,4-Bis(4-aminophenoxy)benzene Chemical Properties

Melting point:

173°C

Boiling point:

483.6±40.0 °C(Predicted)

Density 

1.243±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Water Solubility 

Insoluble in water

pka

5.20±0.10(Predicted)

InChI

InChI=1S/C18H16N2O2/c19-13-1-5-15(6-2-13)21-17-9-11-18(12-10-17)22-16-7-3-14(20)4-8-16/h1-12H,19-20H2

InChIKey

JCRRFJIVUPSNTA-UHFFFAOYSA-N

SMILES

C1(OC2=CC=C(N)C=C2)=CC=C(OC2=CC=C(N)C=C2)C=C1

CAS DataBase Reference

3491-12-1(CAS DataBase Reference)

NIST Chemistry Reference

Aniline, p,p'-(p-phenylenedioxy)di-(3491-12-1)

Safety Information

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

RTECS 

BY8237000

HS Code 

29222990

1,4-Bis(4-aminophenoxy)benzene Usage And Synthesis

Uses

1,4-bis(4-aminophenoxy)benzene be used for preparation polyimide and epoxy resin material.

Synthesis

GENERAL METHODS: A mixture of compounds 1b, 2b or 3b (1.8 g, 5.1 mmol) with 10% Pd/C (0.2 g) in methanol (70 mL) was stirred overnight at room temperature in a hydrogen atmosphere. Upon completion of the reaction, the reaction mixture was treated by diafiltration, followed by addition of water (50 mL) to the filtrate and extraction with dichloromethane three times (50 mL each). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate and subsequently concentrated under vacuum. The crude product was purified by column chromatography to afford the target products 1c-3c as brown solids in 56.0%, 55.0% and 69.0% yields, respectively.

References

[1] RSC Advances, 2016, vol. 6, # 87, p. 84284 - 84293
[2] RSC Advances, 2014, vol. 4, # 16, p. 7959 - 7966
[3] Dyes and Pigments, 2015, vol. 121, p. 170 - 177
[4] Annali di Chimica (Rome, Italy), 1959, vol. 49, p. 985,992,994
[5] Arzneimittel-Forschung, 1965, vol. 15, # 6, p. 604 - 608

1,4-Bis(4-aminophenoxy)benzene(3491-12-1)Related Product Information

• 4-Aminobenzoic acid
• Sulfanilamide
• Sulfanilic acid
• p-Anisidine
• Xylene
• 4-Aminophenylacetic acid
• Aniline
• Benzene
• 1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene
• Anthranilic acid
• 1,3-Bis(4-aMinophenoxy)benzene
• 4,4'-(HEXAFLUOROISOPROPYLIDENE)BIS[(4-AMINOPHENOXY)BENZENE]
• 1,3-Bis(3-aminophenoxy)benzene
• 1,4-BIS(3-AMINOPHENOXY)BENZENE
• 1,4-Bis(4-aminophenoxy)benzene
• AKOS BBS-00005242
• AKOS BBS-00005189
• AKOS BBS-00005158