Bis(4-aminophenoxy)ethane

Base Information

• Chemical Name: Bis(4-aminophenoxy)ethane
• CAS No.: 6052-10-4
• Molecular Formula: C14H16 N2 O2
• Molecular Weight: 244.293
• Hs Code.: 2922299090
• Mol file: 6052-10-4.mol

Synonyms:Aniline,4,4'-(ethylenedioxy)di- (6CI,8CI); 1,2-Bis(4-aminophenoxy)ethane;1,2-Bis(4-aminophenoxyl)ethane; 1,2-Bis(p-aminophenoxy)ethane;4,4'-(Ethylenedioxy)dianiline; Ethylene glycol bis(4-aminophenyl) ether; a,a'-Bi-p-anisidine

Chemical Property of Bis(4-aminophenoxy)ethane

Chemical Property:

• Melting Point: 179 °C(Solv: ethanol (64-17-5))
• Boiling Point: 477.2±30.0 °C(Predicted)
• PKA: 5.40±0.10(Predicted)
• PSA: 70.50000
• Density: 1.204±0.06 g/cm3(Predicted)
• LogP: 3.47120
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%, ^*data from raw suppliers

4,4''-(Ethane-1,2-diylbis(oxy))dianiline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bis(4-aminophenoxy)ethane

There total 12 articles about Bis(4-aminophenoxy)ethane 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: 94.4%

→ 1,2-bis(4-aminophenoxy)ethane (6052-10-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In N,N-dimethyl-formamide; at 70 - 80 ℃; for 20h;

Reference yield: 81.0%

1,2-bis(4-nitrophenoxy)ethane (14467-69-7) → 1,2-bis(4-aminophenoxy)ethane (6052-10-4)

Guidance literature:

With 10% palladium on activated charcoal; hydrazine hydrate;

DOI:10.5012/jkcs.2010.54.5.659

Reference yield:

4-nitrophenol sodium salt (824-78-2) → 1,2-bis(4-aminophenoxy)ethane (6052-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 10 h / Heating

2: H₂ / 5percent Pd/C / tetrahydrofuran; methanol / 2280 Torr

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00149a032

upstream raw materials:

1,2-bis(4-nitrophenoxy)ethane

1,2-bis-(4-amino-phenoxy)-ethane; dihydrochloride

1,2-bis-tosyloxyethane

potassium 4-nitrophenolate

Downstream raw materials:

tetrakis-N-(2-hydroxy-ethyl)-4,4'-ethanediyldioxy-di-aniline

N,N'-[4,4'-{ethane-1,2-di-yl-bis(oxy)bis(4,1-phenylene)}bis(N'-hydroxy)-2-(hydroxyimino)acetamidamide]

Refernces

• 1、 Jia, Jianhua,Zhang, Longfei,Song, Jia,Dai, Jiapei,Cui, Mengchao. "Discovery of Diphenoxy Derivatives with Flexible Linkers as Ligands for β-Amyloid Plaques". . p. 4089 - 4100. Retrieved 2020/12/13.
• 2、 Park, Joo Hoon,Singu, Bal Sydulu,Choi, Ok Byung,Lee, Hwan Myung,Lee, Jin Young,Kim, Sung Jo,Cha, Eun Hee,Park, Seon Nam,Kwak, Myeong Heon,So, Bong Keun,Kim, Ran Hee,Lee, Soo Min,Yoon, Kuk Ro. "Liquid crystal dimers having vary oxyethylene flexible spacers". . p. 1 - 6. Retrieved 2017/09/07.