23595-86-0

Upstream product

• 61653-33-6 bis-(4-ethyl-phenyl)-diazene 
• 589-16-2 4-aminoethylbenzene 
• 100-12-9 4-ethylnitrobenzene 
• 22955-65-3 1-ethyl-4-nitrosobenzene 

Downstream Products

• 61653-33-6 bis-(4-ethyl-phenyl)-diazene 
• 28943-92-2 1,2-bis(4-ethylphenyl)hydrazine 
• 1456728-86-1 C₂₃H₂₂N₂O₂ 

Relevant academic research and scientific papers

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.

Niobium oxide prepared through a novel supercritical-CO2-assisted method as a highly active heterogeneous catalyst for the synthesis of azoxybenzene from aniline

High-surface area Nb2O5 nanoparticles were synthesised by a novel supercritical-CO2-assisted method (Nb2O5-scCO2) and were applied for the first time as a heterogeneous catalyst in the oxidative coupling of aniline to azoxybenzene using the environmentally friendly H2O2 as the oxidant. The application of scCO2 in the synthesis of Nb2O5-scCO2 catalyst resulted in a significantly enhanced catalytic activity compared to a reference catalyst prepared without scCO2 (Nb2O5-Ref) or to commercial Nb2O5. Importantly, the Nb2O5-scCO2 catalyst achieved an aniline conversion of 86% (stoichiometric maximum of 93% with the employed aniline-to-H2O2 ratio of 1?:?1.4) with an azoxybenzene selectivity of 92% and with 95% efficiency in H2O2 utilisation in 45 min without requiring external heating (the reaction is exothermic) and with an extremely low catalyst loading (weight ratio between the catalyst and substrate, Rc/s = 0.005). This performance largely surpasses that of any other heterogeneous catalyst previously reported for this reaction. Additionally, the Nb2O5 catalyst displayed high activity also for substituted anilines (e.g. methyl or ethyl-anilines and para-anisidine) and was reused in consecutive runs without any loss of activity. Characterisation by means of N2-physisorption, XRD, FTIR and TEM allowed the correlation of the remarkable catalytic performance of Nb2O5-scCO2 to its higher surface area and discrete nanoparticle morphology compared to the aggregated larger particles constituting the material prepared without scCO2. A catalytic test in the presence of a radical scavenger proved that the reaction follows a radical pathway.

Method for synthesizing oxidized azo compound through selective oxidation of aromatic amine

The invention discloses a method for synthesizing an oxidized azo compound through selective oxidation of an aromatic amine, wherein an aromatic amine is used as a raw material, hydrogen peroxide is used as an oxidizing agent, a titanium-silicon molecular sieve or a metal modified titanium-silicon molecular sieve is used as a catalyst, and the aromatic amine is subjected to selective catalytic oxidation to prepare the corresponding oxidized azobenzene compound. According to the present invention, the method has advantages of environmental protection, good selectivity, high product yield, easyseparation and recycling of the catalyst, simple instrument required by the reaction, and easy operation.

Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzene

Herein we report an effective and simple preparation method of substituted azoxybenzenes by reductive dimerization of nitrosobenzenes. This procedure requires no additional catalyst/reagent and can be applied to substrates with a wide range of substitution patterns.

The newborn surface of dull metals in organic synthesis. Bismuth-mediated solvent-free one-step conversion of nitroarenes to azoxy- and azoarenes

When milled together with bismuth shots, nitroarenes are readily converted to azoxy- and/or azoarenes depending on substrates and conditions employed. Simple extraction with organic solvent followed by evaporation of the resulting dark pasty solid gave the product in good yield.

Bi-KOH. An efficient reagent for the coupling of nitroarenes to azo and azoxy compounds

A simple and inexpensive procedure for the coupling of nitroarenes to azoxy compounds with bismuth and potassium hydroxide in methanol at ambient temperature is achieved. When carried out under microwave irradiation it gives exclusively azo compounds in excellent yields.

Cadmium chloride-zinc catalysed selective reduction of nitro aromatics to azoxy compounds

Treatment of aromatic nitro compounds with cadmium chloride-metallic zinc combination systems has been shown to display a good reaction selectivity in the formation of symmetrical azoxy compounds in high yields.

Bismuth(III) Chloride-Zinc Promoted Selective Reduction of Aromatic Nitro Compounds to Azoxy Compounds

In the presence of bismuth(III)chloride-metalllic zinc aromatic nitro compounds have been found to be selectively reduced inter and intramolecularly to the corresponding N-oxides at ambient temperature in high yields.

SYNTHESIS AND SOME PHYSICAL PROPERTIES OF UNSYMMETRICAL 4,4 prime -DIALKYLAZOXYBENZENES.

Two series of unsymmetrical 4,4 prime -dialkylazoxy compounds were obtained. The method of their synthesis and the results of measurements of the phase transition temperatures, dielectric constant, refractive indices and densities are presented. Compounds