13620-57-0

Basic information

• Product Name: 2,2'-DIMETHOXYAZOXYBENZENE
• Synonyms: 2,2'-DIMETHOXYAZOXYBENZENE;1-(2-Methoxyphenyl-ONN-azoxy)-2-methoxybenzene;2,2'-(ONN-Azoxy)bis(1-methoxybenzene);2,2'-(ONN-Azoxy)dianisole;2,2'-Azoxyanisole;2,2'-Azoxydianisole
• CAS NO: 13620-57-0
• Molecular Formula: C₁₄H₁₄N₂O₃
• Molecular Weight: 258.27256
• Mol File: 13620-57-0.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2'-DIMETHOXYAZOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-DIMETHOXYAZOXYBENZENE(13620-57-0)
• EPA Substance Registry System: 2,2'-DIMETHOXYAZOXYBENZENE(13620-57-0)

Safety Data

• Hazardous Substances Data: 13620-57-0(Hazardous Substances Data)

Usage

General Description

2,2'-DIMETHOXYAZOXYBENZENE is a synthetic chemical used primarily as a radical initiator in polymerization reactions. It is a yellow to orange crystalline solid that is insoluble in water but soluble in organic solvents. 2,2'-DIMETHOXYAZOXYBENZENE is known to be a stable free radical, and its ability to initiate polymerization reactions makes it useful in the production of various polymers. It is also used as a spin label in electron paramagnetic resonance (EPR) spectroscopy studies. However, it is important to handle 2,2'-DIMETHOXYAZOXYBENZENE with care, as it is classified as a hazardous substance and may pose health risks if not used properly.

Upstream product

• 67-56-1 methanol 
• 610-67-3 1-ethoxy-2-nitrobenzene 
• 91-23-6 2-Nitroanisole 
• 124-41-4 sodium methylate 
• 88-73-3 2-Chloronitrobenzene 
• 787-77-9 N,N'-bis-(2-methoxy-phenyl)-hydrazine 
• 71-43-2 benzene 
• 90-04-0 2-methoxy-phenylamine 
• 123-91-1 1,4-dioxane 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 17075-26-2 2-nitrosoanisole 
• 35758-76-0 N-(2-methoxyphenyl)hydroxylamine 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 

Downstream Products

• 119-90-4 3,3'-dimethoxy-(1,1'-biphenyl)-4,4'-diamine 
• 90-04-0 2-methoxy-phenylamine 
• 787-77-9 N,N'-bis-(2-methoxy-phenyl)-hydrazine 
• 1229-55-6 sudan red G 
• 613-55-8 2,2'-dimethoxyazobenzene 

Relevant articles and documents

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.

Nb2O5 supported on mixed oxides catalyzed oxidative and photochemical conversion of anilines to azoxybenzenes

The synthesis of novel supported niobium oxide catalysts and their application for aniline conversion to azoxybenzenes is described. The catalysts were successfully prepared by thermal decomposition of layered double hydroxides (LDHs), containing M2+ (M = Mg2+ and/or Zn2+) and Al3+ as layer cations, followed by niobium oxide incorporation employing the wetness impregnation method. These catalysts were fully characterized by both experimental techniques and theoretical calculations, and then successfully applied to the selective conversion of anilines into azoxybenzene derivatives, with up to 98% conversion and 92% isolated yield in the presence of violet light. Control experiments and DFT calculations revealed that the catalyst has a dual role in this transformation, acting both as a Lewis acid in the oxidative step and as a photocatalyst in the dimerization of the nitrosobenzene intermediate.