Diazene,(4-nitrophenyl)phenyl-,2-oxide

Base Information

• Chemical Name: Diazene,(4-nitrophenyl)phenyl-,2-oxide
• CAS No.: 4504-08-9
• Molecular Formula: C₁₂H₉N₃O₃
• Molecular Weight: 243.222
• Mol file: 4504-08-9.mol

Synonyms:

Chemical Property of Diazene,(4-nitrophenyl)phenyl-,2-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Diazene,(4-nitrophenyl)phenyl-,2-oxide

There total 17 articles about Diazene,(4-nitrophenyl)phenyl-,2-oxide 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: 82.0%

4-nitro-aniline (100-01-6,104810-17-5) + Nitrosobenzene (586-96-9) → p-nitrophenyl-N,N,O-azoxybenzene (4504-08-9,43187-19-5,127838-80-6)

Guidance literature:

With silver(l) oxide; In ethanol; at 80 ℃; for 48h; Schlenk technique;

DOI:10.1002/adsc.201801175

Reference yield: 65.0%

4-nitro-aniline (100-01-6,104810-17-5) + Nitrosobenzene (586-96-9) → (Z)-2-(4-nitrophenyl)-1-phenyldiazene 1-oxide (4504-08-9,43187-19-5,127838-80-6)

Guidance literature:

With pyridine; oxygen; copper(l) chloride; In toluene; at 80 ℃; for 48h; Schlenk technique;

DOI:10.1002/adsc.202001526

Reference yield: 33.0%

trans-4-nitroazobenzene (20488-61-3) → (Z)-2-(4-nitrophenyl)-1-phenyldiazene 1-oxide (4504-08-9,43187-19-5,127838-80-6)

Guidance literature:

With dihydrogen peroxide; In acetic acid; at 50 ℃; for 3h;

upstream raw materials:

Azobenzene

azoxybenzene

peracetic acid

N-[4-(phenylazo)phenyl]-acetamide

Downstream raw materials:

aniline yellow

4-(phenyl-ONN-azoxy)aniline

4-(4'-hydroxyphenylazo)nitrobenzene

4,4'-bis(phenylazo)azobenzene

Refernces

• 1、 Ding, Weijie,Xu, Shengshi,Yu, Xiaochun,Wang, Shun. "Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver-Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes". supporting information. . Retrieved 2019/02/07.
• 2、 Yu, Xiaochun,Ding, Weijie,Ge, Panyu,Wang, Shun,Wang, Jichang. "Oxidative Coupling of Aromatic Amines and Nitrosoarenes: Iodine-Mediated Formation of Unsymmetrical Aromatic Azoxy Compounds". supporting information. p. 3150 - 3156. Retrieved 2018/08/24.