51640-16-5

Usage

Uses

Used in Organic Synthesis:
(2,4-Dinitrophenyl)phenyl-diazene is used as a reagent in organic synthesis for the preparation of various chemical compounds. Its unique structure and properties make it a valuable component in the creation of a range of organic molecules.
Used in Azo Dye Preparation:
In the dye industry, (2,4-Dinitrophenyl)phenyl-diazene is used as a reagent for the preparation of azo dyes. Azo dyes are a class of compounds that are widely used as pigments and dyes in various applications, including textiles, plastics, and printing inks, due to their colorfast properties and broad color range.
Used in Research and Development:
Due to its explosive properties, (2,4-Dinitrophenyl)phenyl-diazene is also used in research and development for studying the behavior of energetic materials and potentially developing new compounds with tailored properties for specific applications.

InChI:InChI=1/C12H8N4O4/c17-15(18)10-6-7-11(12(8-10)16(19)20)14-13-9-4-2-1-3-5-9/h1-8H

Upstream product

• 960-16-7 tributylphenylstannane 
• 345-12-0 2,4-dinitrophenyldiazonium tetrafluoroborate 
• 64-17-5 ethanol 
• 64264-31-9 1-(2,4-dinitrophenyl)-2-phenylhydrazine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 100-63-0 phenylhydrazine 

Downstream Products

• 63436-97-5 (2,4-dinitro-phenyl)-(4-nitro-phenyl)-diazene 
• 5267-25-4 bis-(2,4-dinitro-phenyl)-diazene 

Relevant academic research and scientific papers

Catalytic oxidation of hydrazo derivatives promoted by a TiCl 3/HBr system

Through a novel catalytic process of general synthetic interest, hydrazo compounds were efficiently and selectively converted into corresponding azo derivatives. The proposed mechanism of this process comprises two separate and distinctive catalytic cycle

A New and Regioselective Synthesis of Aromatic Diazene Derivatives

A new method for the preparation of aromatic diazene derivatives 3a-l, 5, 7a, b, 9 under very mild conditions is described.The reaction of trialkylarylstannanes with nitro-substituted benzenediazonium tetrafluoroborates leads, by strict ipso substitution, to the corresponding diaryldiazenes in satisfactory to high yields.Due to the excellent leaving group quality of the stannyl group azo compounds may be prepared which are not accessible by normal electrophilic azo coupling.The products can be valuable precursors, obtained by reduction of the amines or other derivatizations, for consecutive aromatic compounds.Key Words: Aromatic substitution, electrophilic / Azo compounds, synthesis of / Diazonium compounds, aromatic, coupling reaction of, with trialkylarylstannanes / Trialkylarylstannanes, application of

Thermal Z-E Isomerization of Azobenzenes. The Pressure, Solvent, and Substituent Effects

The rates of thermal Z-E isomerization of 4-(dimethylamino)-4'-nitroazobenzene were measured in a variety of solvents, and the Kirkwood plot revealed that the rate constant increase is much larger in polar solvents than expected from the continuum theory.