6311-44-0

Usage

Uses

Used in Organic Synthesis:
(E)-bis(2,5-dimethylphenyl)diazene is used as a reagent for the formation of carbon-carbon bonds in organic synthesis, playing a crucial role in creating complex molecular structures.
Used in Materials Science:
(E)-bis(2,5-dimethylphenyl)diazene is being explored for potential applications in materials science, where its unique properties may contribute to the development of novel materials with specific characteristics.
Used in Optoelectronics:
(E)-bis(2,5-dimethylphenyl)diazene is also under investigation for its possible use in optoelectronics, a field that combines the study of electronic devices with their interaction with light. Its properties may be harnessed to improve the performance of optoelectronic devices.

Upstream product

• 14381-98-7 bis-(2,5-dimethyl-phenyl)-diazene-N-oxide 
• 95-78-3 2,5-Dimethylaniline 

Downstream Products

• 1647096-97-6 (E)-1-(3,6-dimethyl-2-nitrophenyl)-2-(2,5-dimethylphenyl)diazene 

Relevant academic research and scientific papers

Conversion of anilines into azobenzenes in acetic acid with perborate and Mo(VI): correlation of reactivities

Azobenzenes are extensively used to dye textiles and leather and by tuning the substituent in the ring, vivid colours are obtained. Here, we report preparation of a large number of azobenzenes in good yield from commercially available anilines using sodium perborate (SPB) and catalytic amount of Na2MoO4 under mild conditions. Glacial acetic acid is the solvent of choice and the aniline to azobenzene conversion is zero, first and first orders with respect to SPB, Na2MoO4 and aniline, respectively. Based on the kinetic orders, UV–visible spectra and cyclic voltammograms, the conversion mechanism has been suggested. The reaction rates of about 50 anilines at 20–50?°C and their energy and entropy of activation conform to the isokinetic or Exner relationship and compensation effect, respectively. However, the reaction rates, deduced by the so far adopted method, fail to comply with the Hammett correlation. The specific reaction rates of molecular anilines, obtained through a modified calculation, conform to the Hammett relationship. Thus, this work presents a convenient inexpensive non-hazardous method of preparation of a larger number of azobenzenes, and shows the requirement of modification in obtaining the true reaction rates of anilines in acetic acid and the validity of Hammett relationship in the conversion process, indicating operation of a common mechanism.

Copper-Manganese Spinel Oxide Catalyzed Synthesis of Amides and Azobenzenes via Aminyl Radical Cations

A highly efficient Cu-Mn-catalyzed process for the aminolysis of esters was developed. Also, the catalyst promoted the self- And cross-dehydrogenative coupling of anilines to generate symmetrical and unsymmetrical azobenzenes, respectively. The reactions were performed under neutral conditions with an inexpensive catalyst, gave high yields, and offered wide functional group tolerance. Spinel tap: A novel facet of aminyl radical cation reactivity with esters for the synthesis of amides is presented. The developed method also gives access to symmetrical and unsymmetrical azobenzenes. The reactions are performed under neutral conditions with an inexpensive catalyst, give high yields, and have a wide functional group tolerance.

A simple and efficient method for the dehydrogenation of symmetric hydrazo compounds with NaNO2-Ac2O

Rapid oxidation of eighteen symmetric hydrazo compounds to corresponding azo compounds using NaNO2-acetic anhydride as a novel oxidizing agent under mild condition is reported for the first time.

A simple and efficient method for the dehydrogenation of symmetric hydrazo compounds with NaNo2/NaHSO4·H2O/SiO2

In this paper, 18 symmetric hydrazo compounds undergo rapid oxidation to corresponding azo compounds using NaNO2/NaHSO4·H2O/SiO2 as a novel oxidising agent under mild conditions for the first time.

The preparation of symmetrical azobenzenes from anilines by phase transfer catalyzed method

Used Galvinoxyl as catalyst, the phase transfer catalyzed method of oxidation of primary amines to symmetrical azobenzenes with a saturated solution of potassium ferricyanide in 2N aqueous potassium hydroxide and dichloromethane is described for the first time in this paper. The reaction has intimate relation with Hammett substituent constants. This report offers an efficient and rapid method to prepare azobenzenes and a possible mechanism is also suggested.

Phase transfer catalyzed method to prepare symmetrical azobenzenes from anilines

Using free radical 4-hydroxy-2,2,6,6-tetramethyl-l-piperidinyolxyl as catalyst, the phase transfer catalyzed method of oxidation of anilines to symmetrical azobenzenes with a saturated solution of potassium ferricyanide in 2N aqueous potassium hydroxide and dichloromethane is described for the first time. The reaction has an intimate relation with Hammett substituent constants. This report offers an efficient and rapid method to prepare azobenzenes, and a possible mechanism is also suggested.

Insecticide evaporator comprising a stabilizer

Insecticide evaporator comprising at least one volatile phosphoric ester insecticide, an agent for stabilizing the said ester against decomposition by protonization and used in an amount of 0.2 to 20% based on the weight of phosphoric ester, characterized in that the stabilizing agent contains at least one compound selected from the compounds of the chemical class of 1,3-benzodioxoles and at least one diazene.

Evaporator system comprising a stabilized pesticidal phosphoric acid ester and method for stabilizing such ester enclosed in an evaporator

An evaporator system adapted for emitting insect killing vapors of an insecticide therefrom and comprising a liquid or solid composition enclosed therein, said insecticide consisting in at least one volatile phosphoric acid ester which is stabilized by at least one diazene compound.