3-(4-Aminophenoxy)aniline

Base Information

• Chemical Name: 3-(4-Aminophenoxy)aniline
• CAS No.: 2657-87-6
• Molecular Formula: C12H12N2O
• Molecular Weight: 200.24
• Hs Code.: 29222990
• European Community (EC) Number: 220-190-0
• DSSTox Substance ID: DTXSID80181144
• Nikkaji Number: J32.005F
• Wikidata: Q72499342
• Mol file: 2657-87-6.mol

Synonyms:3,4'-Oxydianiline;2657-87-6;3-(4-Aminophenoxy)aniline;3,4-oxydianiline;3,4'-Diamino diphenylether;3,4'-Diaminodiphenyl Ether;Benzenamine, 3-(4-aminophenoxy)-;EINECS 220-190-0;3,4'-Oxydianiline, 97%;3,4'-Oxydianiline (3,4'-ODA);3,4'-Diamino diphenyl ether;3,4?-Oxydianiline;3,4'-Oxybisaniline;3,4'-Diaminodiphenylehter;SCHEMBL63373;ZBMISJGHVWNWTE-UHFFFAOYSA-;DTXSID80181144;3-(4-Aminophenoxy)phenylamine #;MFCD00036097;AKOS004910559;AM84851;CS-W015613;AC-23692;AS-14507;D1924;FT-0634431;D70102;A818519;W-107164

Chemical Property of 3-(4-Aminophenoxy)aniline

Chemical Property:

• Appearance/Colour: light brown powder
• Melting Point: 67-71 °C(lit.)
• Refractive Index: 1.6660 (estimate)
• Boiling Point: 384.7 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 209.9 °C
• PSA: 61.27000
• Density: 1.216 g/cm³
• LogP: 3.80570
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 200.094963011
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

3,4'-Diaminodiphenyl Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)OC2=CC=C(C=C2)N)N
• Uses: 3,4'-Oxydianiline is an ether organic substance and can be used as a pharmaceutical intermediate. 3,4''-Diaminodiphenyl Ether, can be used for the synthesis of asymmetric soluble polyimides. It can also be used as a spacer in the preparation of glycine-based molecular tongs as inhibitors of β-amyloid peptide Aβ1-40 aggregation in vitro.

Technology Process of 3-(4-Aminophenoxy)aniline

There total 9 articles about 3-(4-Aminophenoxy)aniline 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: 96.1%

4-chlorobenzonitrile (100-00-5) + m-Hydroxyaniline (591-27-5) → 3,4'-diaminodiphenyl ether (2657-87-6)

Guidance literature:

4-chlorobenzonitrile; m-Hydroxyaniline; With potassium carbonate; sodium hydrogensulfite; In N,N-dimethyl-formamide; at 100 - 120 ℃; for 10h; Inert atmosphere;

With iron(III) chloride; 5%-palladium/activated carbon; hydrogen; at 60 - 80 ℃; for 2h; under 3750.38 Torr; Autoclave;

Reference yield: 54.0%

m-Hydroxyaniline (591-27-5) + p-aminoiodobenzene (540-37-4) → 3,4'-diaminodiphenyl ether (2657-87-6)

Guidance literature:

With 2-Picolinic acid; potassium phosphate; copper(l) iodide; In dimethyl sulfoxide; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja9081815

Reference yield:

1-nitro-3-(4-nitrophenoxy)benzene (2914-72-9) → 3,4'-diaminodiphenyl ether (2657-87-6)

Guidance literature:

With hydrogenchloride; tin;

DOI:10.1021/ja01316a035

upstream raw materials:

1-nitro-3-(4-nitrophenoxy)benzene

4-(3-nitrophenoxy)phenylamine

potassium 4-nitrophenolate

4-Fluoronitrobenzene

Downstream raw materials:

(3-acetylamino-phenyl)-(4-acetylamino-phenyl)-ether

2,3',4,5',6-pentabromo-3,4'-diaminodiphenyl ether

N,N'-bis(2-oxazolinyl)-3,4'-diaminodiphenyl ether

N,N,N',N'-tetraglycidyl-3,4'-diaminodiphenyl ether

Refernces

• 1、 Mase, Nobuyuki,Nishina, Yuki,Isomura, Shogo,Sato, Kohei,Narumi, Tetsuo,Watanabe, Naoharu. "Fine-Bubble-Based Strategy for the Palladium-Catalyzed Hydrogenation of Nitro Groups: Measurement of Ultrafine Bubbles in Organic Solvents". supporting information. p. 2184 - 2188. Retrieved 2017/09/26.
• 2、 -. "Functionalized Photoreactive Compounds". . . Retrieved 2008/12/08.