955-98-6

Basic information

• Product Name: 4,4'-ONN-Azoxybistoluene
• Synonyms: 4,4'-Dimethylazoxybenzene;4,4'-ONN-Azoxybistoluene;4,4'-Azoxytoluene;Bis(4-methylphenyl)diazene 1-oxide;Diazene, bis(4-methylphenyl)-, 1-oxide
• CAS NO: 955-98-6
• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.2738
• Mol File: 955-98-6.mol
• Article Data: 90

Chemical Properties

• Boiling Point: 370.1°Cat760mmHg
• Flash Point: 177.6°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 2.42E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 4,4'-ONN-Azoxybistoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-ONN-Azoxybistoluene(955-98-6)
• EPA Substance Registry System: 4,4'-ONN-Azoxybistoluene(955-98-6)

Safety Data

• Hazardous Substances Data: 955-98-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14N2O/c1-11-3-7-13(8-4-11)15-16(17)14-9-5-12(2)6-10-14/h3-10H,1-2H3/b16-15-

Upstream product

• 99-99-0 1-methyl-4-nitrobenzene 
• 124-41-4 sodium methylate 
• 141-52-6 sodium ethanolate 
• 16993-83-2 sodium 2-ethoxyethoxide 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 14548-16-4 Dimethyl-(1-phenyl-vinyl)-amine 
• 61563-96-0 N-hydroxy-p-acetoacetotoluidide 
• 106-49-0 p-toluidine 
• 68-12-2 N,N-dimethyl-formamide 
• 336-64-1 bis(heptafluorobutyryl) peroxide 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 71-43-2 benzene 

Downstream Products

• 955-98-6 4,4'-Dimethyl-azoxybenzol 
• 106-49-0 p-toluidine 
• 61995-03-7 2-Methyl-5-p-tolylazo-phenol 
• 501-60-0 1,2-di(p-tolyl)diazene 
• 637-47-8 1,2-di(p-tolyl)hydrazine 
• 36684-65-8 6-chloro-1,2,3,4-tetrahydrocarbazole 
• 1421276-54-1 2-(4-methylphenyl)-3-phenyl-5-methyl-2H-indazole 
• 1456728-87-2 2-(2-benzoyl-4-methylphenyl)-2-oxo-1-(p-tolyl)hydrazin-2-ium-1-ide 
• 1586777-35-6 C₁₉H₂₀N₂O₃ 
• 1357001-47-8 5-methyl-2-(4-methylphenyl)-2H-indazole 
• 13556-70-2 N-(4-methylphenyl)-5-methyl-1,2-phenylenediamine 

Relevant articles and documents

Zr(OH)4-Catalyzed Controllable Selective Oxidation of Anilines to Azoxybenzenes, Azobenzenes and Nitrosobenzenes

The selective oxidation of aniline to metastable and valuable azoxybenzene, azobenzene or nitrosobenzene has important practical significance in organic synthesis. However, uncontrollable selectivity and laborious synthesis of the expensive required catalysts severely hinders the uptake of these reactions in industrial settings. Herein, we have pioneered the discovery of Zr(OH)4 as an efficient heterogeneous catalyst capable of the selective oxidation of aniline, using either peroxide or O2 as oxidant, to selectively obtain various azoxybenzenes, symmetric/unsymmetric azobenzenes, as well as nitrosobenzenes, by simply regulating the reaction solvent, without the need for additives. Mechanistic experiments and DFT calculations demonstrate that the activation of H2O2 and O2 is primarily achieved by the bridging hydroxyl and terminal hydroxyl groups of Zr(OH)4, respectively. The present work provides an economical and environmentally friendly strategy for the selective oxidation of aniline in industrial applications.

Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia

Valuable aromatic nitrogen compounds can be synthesized by reduction of nitroarenes. Herein, we report electrochemical reduction of nitroarenes by a protocol that uses inert graphite felt as electrodes and ammonia as a reductant. Depending on the cell voltage and the solvent, the protocol can be used to obtain aromatic azoxy, azo, and hydrazo compounds, as well as aniline derivatives with high chemoselectivities. The protocol can be readily scaled up to >10 g with no decrease in yield, demonstrating its potential synthetic utility. A stepwise cathodic reduction pathway was proposed to account for the generations of products in turn.

Preparation of niobium or tantalum complex and application of niobium or tantalum complex in catalyzing aromatic amine to generate oxidized azobenzene compound

The invention provides a preparation method of niobium or tantalum complex and an application of the niobium or tantalum complex in catalyzing aromatic amine to generate an oxidized azobenzene compound. The preparation method of the complex comprises A hydration oxide preparation, @timetime@ niobium oxide or tantalum oxide and strong base in 300 - 800 °C melting calcination 2 - 8h, adding water to dissolve and filter, and then adjusting pH through 4-6, suction filtration and drying. The B complex is prepared by mixing a hydrated oxide with a molar ratio 10-25: 1 with hydrogen peroxide, adding an organic acid and a cationic precursor after clarifying the solution, and evaporating and drying to obtain a niobium complex or a tantalum complex. The molar ratio @timetime@: 1-3. In the method for synthesizing the oxidized azobenzene compound by using niobium or tantalum complex as a catalyst, ethanol is used as a solvent, hydrogen peroxide is used as an oxidant, niobium complex or tantalum complex is used as a catalyst, and the addition amount is ppm.