4-(4-Nitrophenoxy)aniline

Base Information

• Chemical Name: 4-(4-Nitrophenoxy)aniline
• CAS No.: 6149-33-3
• Molecular Formula: C12H10N2O3
• Molecular Weight: 230.223
• Hs Code.: 2922299090
• European Community (EC) Number: 228-159-3
• NSC Number: 74273
• UNII: 9MM61IM2B5
• DSSTox Substance ID: DTXSID70210452
• Nikkaji Number: J32.000E
• Wikidata: Q27272747
• Mol file: 6149-33-3.mol

Synonyms:4-amino-4'-nitrodiphenyl ether;4-amino-4'-nitrodiphenyl ether hydrochloride;4-ANDE

Chemical Property of 4-(4-Nitrophenoxy)aniline

Chemical Property:

• Appearance/Colour: olid
• Melting Point: 132 °C
• Boiling Point: 387.4 °C at 760 mmHg
• PKA: 4.24±0.10(Predicted)
• Flash Point: 188.1 °C
• PSA: 81.07000
• Density: 1.322 g/cm³
• LogP: 4.07370
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Acetone
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.06914219
• Heavy Atom Count: 17
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Nitrophenoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-38-37-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-(4-Nitrophenoxy)aniline

There total 18 articles about 4-(4-Nitrophenoxy)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: 100.0%

4-amino-phenol (123-30-8) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4-(4-nitrophenoxy)aniline (6149-33-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1021/jm0611051

Reference yield: 89.0%

4-nitrophenyl 4'-acetamidophenyl ether (2687-40-3) → 4-(4-nitrophenoxy)aniline (6149-33-3)

Guidance literature:

With hydrogenchloride; water; In methanol; for 0.333333h; Reflux;

DOI:10.1007/s11164-015-2123-1

Reference yield: 84.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4-(4-nitrophenoxy)aniline (6149-33-3)

Guidance literature:

With caesium carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(pinacol)diborane; copper dichloride; In N,N-dimethyl-formamide; at 45 ℃; for 15h;

upstream raw materials:

bis(4-nitrophenyl)ether

sodium 4-aminophenolate

4-chlorobenzonitrile

4-nitrophenyl 4'-acetamidophenyl ether

Downstream raw materials:

N,N-dimethyl-p-(p-nitrophenoxy)aniline

6-(4-nitrophenoxy)benzothiazole-2-ylamine

Cantrodifene

Refernces

• 1、 Wu, Fan,Zhu, Kejie,Wu, Guolin,Gao, Yu,Chen, Haijun. "Nickel-Catalyzed C-O Cross-Coupling Reaction at Low Catalytic Loading with Weak Base Participation". supporting information. p. 519 - 522. Retrieved 2020/01/30.
• 2、 Namratha,Bilehal, Dinesh,Shyamkumar,Gaonkar, Santosh L.. "Synthesis of new 4[4-(4-nitrophenoxy)phenyl]-5-substituted-2H-1,2,4-triazole-3-thiones and their evaluation as anthelmintics". . p. 1885 - 1897. Retrieved 2016/03/16.