956-31-0

Basic information

• Product Name: 2,2'-DIMETHYLAZOXYBENZENE
• Synonyms: 2,2'-DIMETHYLAZOXYBENZENE;2,2'-ONN-Azoxybistoluene
• CAS NO: 956-31-0
• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.27
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 956-31-0.mol
• Article Data: 52

Chemical Properties

• Boiling Point: 378.6°C at 760 mmHg
• Flash Point: 182.8°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.35E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 2,2'-DIMETHYLAZOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-DIMETHYLAZOXYBENZENE(956-31-0)
• EPA Substance Registry System: 2,2'-DIMETHYLAZOXYBENZENE(956-31-0)

Safety Data

• Hazardous Substances Data: 956-31-0(Hazardous Substances Data)

Usage

Physical Appearance

Colorless to pale yellow crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Decomposition

Releases nitrogen gas and forms free radicals upon heating or exposure to light

Uses

Radical initiator in the production of polymers, synthetic rubbers, adhesives, and other plastics

Potential Applications

Organic electronics, photoactive material

Health Hazards

Potential health risks, exposure should be minimized with proper safety precautions during handling and use.

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

Upstream product

• 271-26-1 3H-indole 
• 611-23-4 2-nitrosotoluene 
• 222851-56-1 N-phenylsulfinylamine 
• 611-22-3 N-(o-tolyl)hydroxylamine 
• 71-43-2 benzene 
• 123-91-1 1,4-dioxane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 95-53-4 o-toluidine 
• 80466-34-8 2,4-hexadienal 
• 956-31-0 (E)-di-o-tolyl-diazene-N-oxide 
• 64-17-5 ethanol 
• 51666-94-5 1-Lithio-1-(trimethylsilyl)ethylen 
• 2622-05-1 allylmagnesium bromide 
• 49750-22-3 1-(trimethylsilyl)vinylmagnesium bromide 

Downstream Products

• 956-31-0 N,N'-Di-o-tolyl-diazene N-oxide 
• 51284-68-5 2,2'-dimethylazoxybenzene 
• 13302-63-1 6-Hydroxy-2,2'-dimethyl-azobenzol 
• 102276-74-4 2,2'-dimethyl-4-nitro-ONN-azoxybenzene 
• 102276-75-5 2,2'-dimethyl-4,5'-dinitro-ONN-azoxybenzene 
• 102276-76-6 N-(2-Methyl-4,6-dinitro-phenyl)-N'-(2-methyl-5-nitro-phenyl)-diazene N'-oxide 
• 1456728-89-4 2-(2-benzoyl-6-methylphenyl)-2-oxo-1-(o-tolyl)hydrazin-2-ium-1-ide 
• 1586777-37-8 C₁₉H₂₀N₂O₃ 
• 102276-77-7 N-(2-Methyl-4,6-dinitro-phenyl)-N'-(2-methyl-3,5-dinitro-phenyl)-diazene N'-oxide 
• 19039-27-1 2,5-diacetylaminotoluene 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 95-53-4 o-toluidine 
• 584-90-7 2,2'-dimethylazobenzene 

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.

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.

Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts

In the search for a new synthetic pathway for azoxybenzenes with different substitution patterns, an approach using a microfluidic reactor with gel-bound proline organocatalysts under continuous flow is presented. Herein the formation of differently substituted azoxybezenes by reductive dimerization of nitrosobenzenes within minutes at mild conditions in good to almost quantitative yields is described. The conversion within the microfluidic reactor is analyzed and used for optimizing and validating different parameters. The effects of the different functionalities on conversion, yield, and reaction times are analyzed in detail by NMR. The applicability of this reductive dimerization is demonstrated for a wide range of differently substituted nitrosobenzenes. The effects of these different functionalities on the structure of the obtained azoxyarenes are analyzed in detail by NMR and single-crystal X-ray diffraction. Based on these results, the turnover number and the turnover frequency were determined.