1435-68-3

Usage

Uses

Used in Organic Synthesis:
(6Z)-4-methyl-6-[(4-nitrophenyl)hydrazono]cyclohexa-2,4-dien-1-one is used as a reagent in organic synthesis for the preparation of various organic compounds, due to its unique structure and functional groups.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (6Z)-4-methyl-6-[(4-nitrophenyl)hydrazono]cyclohexa-2,4-dien-1-one is used as an important intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical industry, (6Z)-4-methyl-6-[(4-nitrophenyl)hydrazono]cyclohexa-2,4-dien-1-one serves as a key intermediate in the synthesis of different agrochemicals, playing a role in the production of pesticides and other agricultural products.
Used in Materials Science and Polymer Chemistry:
(6Z)-4-methyl-6-[(4-nitrophenyl)hydrazono]cyclohexa-2,4-dien-1-one also has potential applications in the field of materials science and polymer chemistry, where it can be utilized to create novel materials with specific properties.

Upstream product

• 106-44-5 p-cresol 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 106-49-0 p-toluidine 
• 14368-49-1 p-nitrobenzenediazonium 
• 100-01-6 4-nitro-aniline 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 1256453-86-7 4-Methyl-2-phenylazo-phenol 

Downstream Products

• 78267-42-2 2-Methyl-2-[4-methyl-2-(4-nitro-phenylazo)-phenoxy]-propionic acid 
• 16527-51-8 {Cu(C₆H₄(NO₂)NNC₆H₃(CH₃)(O))2} 
• 227000-04-6 [Ru(CH₃COCHCOCH₃)(CH₃C₆H₃(O)N₂C₆H₄NO₂)2] 
• 652132-06-4 [Ir(P(C₆H₅)3)2(O₂NC₆H₃N₂C₆H₃(CH₃)O)(H)] 
• 874298-57-4 carbonylhydrido(2-(4'-nitrophenylazo)-4-methylphenolato-N⁽¹⁾,O)bis(triphenylphosphine)ruthenium 
• 874298-62-1 carbonyl(2-(4'-nitrophenylazo)-4-methylphenolato^(2-)-C(2'),N⁽¹⁾,O)bis(triphenylphosphine)ruthenium 
• 330685-10-4 [Rh(P(C₆H₅)3)2(NO₂C₆H₃N₂OC₆H₃CH₃)Cl] 
• 2440-22-4 2-(2-Hydroxy-5-methylphenyl)benzotriazole 
• 106-50-3 1,4-phenylenediamine 
• 335001-42-8 Os(P(C₆H₅)3)2Br(NO₂C₆H₃N₂C₆H₃(CH₃)O) 

Relevant academic research and scientific papers

Activation volumes for: Cis -to- trans isomerisation reactions of azophenols: A clear mechanistic indicator?

The thermal cis-to-trans isomerisation reaction of a series of hydroxy-substituted azo derivatives was studied kinetico-mechanistically as a function of temperature and pressure in order to investigate the possible role of the solvent in controlling the isomerisation mechanism, viz. inversion versus rotation. The variation of the observed first order rate constants for kinetic runs carried out at different temperatures and pressures was used to determine the thermal activation parameters ΔH? and ΔS?, and the pressure activation parameter ΔV?. In addition, some experiments with deuterated species or solvents were also performed. The reported results could be interpreted as indicative of a changeover from an inversion mechanism for non-polar solvents to a rotational mechanism for polar solvents, capable of hydrogen bonding, for some of the systems studied. However, the operation of a rotational mechanism in all studied cases can account more consistently for the data observed.

A Chemoselective Rapid Azo-Coupling Reaction (CRACR) for Unclickable Bioconjugation

Chemoselective modification of complex biomolecules has become a cornerstone of chemical biology. Despite the exciting developments of the past two decades, the demand for new chemoselective reactions with unique abilities, and those compatible with existing chemistries for concurrent multisite-directed labeling, remains high. Here we show that 5-hydroxyindoles exhibit remarkably high reactivity toward aromatic diazonium ions and this reaction can be used to chemoselectively label proteins. We have previously genetically encoded the noncanonical amino acid 5-hydroxytryptophan in both E. coli and eukaryotes, enabling efficient site-specific incorporation of 5-hydroxyindole into virtually any protein. The 5-hydroxytryptophan residue was shown to allow rapid, chemoselective protein modification using the azo-coupling reaction, and the utility of this bioconjugation strategy was further illustrated by generating a functional antibody-fluorophore conjugate. Although the resulting azo-linkage is otherwise stable, we show that it can be efficiently cleaved upon treatment with dithionite. Our work establishes a unique chemoselective "unclickable" bioconjugation strategy to site-specifically modify proteins expressed in both bacteria and eukaryotes.

Photo-driven optical oscillators in the kHz range based on push-pull hydroxyazopyridines

Push-pull azophenols are valuable target molecules for stable photo-driven optical oscillators. Hydroxyazopyridinium methyl iodide salts show oscillation frequencies up to 10 kHz with no signs of fatigue upon continuous work. The Royal Society of Chemistry.

Substituent Effects on Stability of Complexes of Iron(III), Cobalt(II), Nickel(II) and Copper(II) with Azocresols

The complex formation between substituted azocresols and iron(III), cobalt(II), nickel(II) and copper(II) have been studied potentiometrically in 50percent (v/v) aq ethanol at 25 deg C and μ=0.1.The stability constants of the complexes follow Irving-Willi