1,4-Bis(4-aminophenoxy)benzene

Base Information

• Chemical Name: 1,4-Bis(4-aminophenoxy)benzene
• CAS No.: 3491-12-1
• Molecular Formula: C18H16N2O2
• Molecular Weight: 292.337
• Hs Code.: 29222990
• European Community (EC) Number: 677-976-5
• DSSTox Substance ID: DTXSID70188465
• Nikkaji Number: J208.124E
• Wikidata: Q72444097
• Mol file: 3491-12-1.mol

Synonyms:1,4-Bis(4-aminophenoxy)benzene;3491-12-1;4-[4-(4-aminophenoxy)phenoxy]aniline;ANILINE, p,p'-(p-PHENYLENEDIOXY)DI-;1,4-Phenylene-di-4-aminophenyl ether;CCRIS 6685;1,4-Phenylenedi(4-aminophenyl ether);4,4'-(p-Phenylenedioxy)dianiline;Benzenamine, 4,4'-[1,4-phenylenebis(oxy)]bis-;BRN 0422398;Benzenamine, 4,4'-(1,4-phenlenebis(oxy))bis-;4-[4-(4-Aminophenoxy)phenoxy]phenylamine;bisaminophenoxybenzene;1,4-Bis-(4-aminophenoxy)-benzene;4,4'-(1,4-Phenylenebis(oxy))dianiline;Oprea1_095445;SCHEMBL65211;YSWG196;1,4-bis(p-aminophenoxy)benzene;JCRRFJIVUPSNTA-UHFFFAOYSA-;DTXSID70188465;MFCD00039153;AKOS003242083;Hydroquinone Bis(4-aminophenyl) Ether;CS-W009994;SB66821;AS-14366;LS-19970;4-[4-(4-Aminophenoxy)phenoxy]phenylamine #;B1243;EU-0066968;FT-0606784;F10185;Benzenamine,4,4'-[1,4-phenylenebis(oxy)]bis-;A822466

Chemical Property of 1,4-Bis(4-aminophenoxy)benzene

Chemical Property:

• Vapor Pressure: 1.66E-09mmHg at 25°C
• Melting Point: 173 °C
• Refractive Index: 1.667
• Boiling Point: 483.6 °C at 760mmHg
• PKA: 5.20±0.10(Predicted)
• Flash Point: 267.8 °C
• PSA: 70.50000
• Density: 1.243 g/cm³
• LogP: 5.59800
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 292.121177757
• Heavy Atom Count: 22
• Complexity: 283

Purity/Quality:

98%, ^*data from raw suppliers

4,4-(p-Phenylenedioxy)dianiline ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)OC2=CC=C(C=C2)OC3=CC=C(C=C3)N
• Uses: 1,4-bis(4-aminophenoxy)benzene be used for preparation polyimide and epoxy resin material.

Technology Process of 1,4-Bis(4-aminophenoxy)benzene

There total 8 articles about 1,4-Bis(4-aminophenoxy)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

1,4'-bis(4-nitrophenoxy)benzene (20638-32-8) → 1,4-bis(4-aminophenoxy)benzene (3491-12-1)

Guidance literature:

1,4'-bis(4-nitrophenoxy)benzene; With 5%-palladium/activated carbon; In ethanol; at 50 ℃; for 0.5h;

With hydrazine hydrate; In ethanol; for 5.5h; Reflux;

DOI:10.1039/c6ra11163g

Reference yield:

hydroquinone (123-31-9,8027-02-9) → 1,4-bis(4-aminophenoxy)benzene (3491-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 145 - 150 °C / Inert atmosphere

2: iron(III) chloride hexahydrate; pyrographite / ethanol / 6 h / Reflux

With iron(III) chloride hexahydrate; potassium carbonate; pyrographite; In ethanol; N,N-dimethyl-formamide;

DOI:10.1039/c3ra46582a

Reference yield:

4-chlorobenzonitrile (100-00-5) → 1,4-bis(4-aminophenoxy)benzene (3491-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 145 - 150 °C / Inert atmosphere

2: iron(III) chloride hexahydrate; pyrographite / ethanol / 6 h / Reflux

With iron(III) chloride hexahydrate; potassium carbonate; pyrographite; In ethanol; N,N-dimethyl-formamide;

DOI:10.1039/c3ra46582a

upstream raw materials:

1,4'-bis(4-nitrophenoxy)benzene

4-chlorobenzonitrile

hydroquinone

4-Fluoronitrobenzene

Downstream raw materials:

C₄₂H₄₀N₂O₆

N,N'-(4,4'-(1,4-phenylenebis(oxy))bis(4,1-phenylene))dicyclohexanecarboximidamide

N,N'-(4,4'-(1,4-phenylenebis(oxy))bis(4,1-phenylene))dibenzimidamide

1,1'-(4,4'-(1,4-phenylenebis(oxy))bis(4,1-phenylene))-N',N-di-Boc-guanidine

Refernces

• 1、 Zhang, Wen-Qiang,Wang, Xiu-Li,Liu, Gui-Cheng,Chen, Li,Wang, Yu-Zhong. "Thermal transition behaviors, solubility, and mechanical properties of wholly aromatic para -, meta -poly(ether-amide)s: Effect on numbers of para -aryl ether linkages". . p. 84284 - 84293. Retrieved 2016/10/12.
• 2、 Thirukumaran,Shakila,Muthusamy, Sarojadevi. "Synthesis and characterization of novel bio-based benzoxazines from eugenol". . p. 7959 - 7966. Retrieved 2014/02/14.