2362-57-4

Usage

Uses

Used in Organic Synthesis:
(6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one is used as a synthetic intermediate for the creation of various complex organic molecules. Its reactive functional groups allow for a wide range of chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one is utilized as a starting material for the development of new drugs. Its ability to interact with biological targets, such as enzymes and receptors, makes it a promising candidate for the treatment of various diseases. (6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one's hydrazine and cyclohexenone functional groups can be further modified to improve its pharmacological properties, such as potency, selectivity, and bioavailability.
Used in Pharmaceutical Industry:
(6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one is used as a key component in the formulation of novel pharmaceuticals. Its unique structure and functional groups enable the design of drugs with improved therapeutic profiles, targeting a range of medical conditions, including but not limited to, cancer, inflammation, and infectious diseases.
Used in Chemical Research:
(6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one is also employed as a research tool in chemical laboratories to study the reactivity and properties of hydrazine and cyclohexenone functional groups. Understanding the behavior of (6Z)-6-(phenylhydrazono)cyclohexa-2,4-dien-1-one in various chemical reactions can provide valuable insights into the development of new synthetic methods and the design of innovative molecules with specific applications.

Upstream product

• 116296-18-5 (E)-2-(phenyldiazenyl)phenyl benzoate 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 586-96-9 Nitrosobenzene 
• 201024-81-9 C,N-diphenylnitrone 
• 2835-58-7 2-aminoazobenzene 
• 6319-21-7 2-(hydroxymethyl)azobenzene 
• 495-48-7 azoxybenzene 
• 25965-33-7 C₁₂H₁₀ClN₃O 
• 71-43-2 benzene 
• 64-17-5 ethanol 
• 1227476-15-4 Azobenzene 
• 108-24-7 acetic anhydride 
• 20972-43-4 trans-azoxybenzene 

Downstream Products

• 82968-99-8 (E)-2-(phenyldiazenyl)phenyl acetate 
• 6751-05-9 2,4-bis(phenylazo)-phenol 
• 116296-18-5 (E)-2-(phenyldiazenyl)phenyl benzoate 
• 62-53-3 aniline 
• 95-55-6 2-amino-phenol 
• 83210-08-6 {Cu(C₆H₅NNC₆H₄(O))2} 
• 15632-65-2 bis((phenylazo)-2-phenolato-N,O)palladium(II) 
• 93492-96-7 (triphenylphosphine)((phenylazo)-2-phenolato-C(2'),N,O)palladium(II) 
• 102109-75-1 bis(μ-chloro)bis(((2-hydroxyphenyl)azo)-phenyl-C(2'),N)dipalladium(II) 
• 34147-84-7 2-tosyloxyazobenzene 
• 56058-93-6 (E)-1-(2-methoxyphenyl)-2-phenyldiazene 

Relevant academic research and scientific papers

Rhodium(III)-Catalyzed Selective C-H Acetoxylation and Hydroxylation Reactions

An efficient Cp?Rh(III)-catalyzed, chelation-assisted C(sp2)-H acetoxylation and hydroxylation reaction has been developed for the first time. The reaction proceeds under mild conditions and allows for selective preparation of C-H acetoxylation

Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: The unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

A novel strategy for direct aryl hydroxylation via Pd-catalysed Csp2-H activation through an unprecedented hydroxyl radical transfer from 1,4-dioxane, used as a solvent, is reported with bio relevant and sterically hindered heterocycles and various acyclic functionalities as versatile directing groups.

Intensely fluorescent azobenzenes: Synthesis, crystal structures, effects of substituents, and application to fluorescent vital stain

2-[Bis(pentafluorophenyl)boryl]azobenzenes bearing hydrogen, methoxy, dimethylamino, trifluoromethyl, fluoro, n-butyl, and tert-butyldimethylsiloxy groups at the 4′-position or methoxy and bromo groups at the 4position have been synthesized. The 4bromo group of the 2-boryl-4-bromoazobenzene derivative was converted to phenyl and diphenylamino groups by palladium-catalyzed reactions. The absorption and fluorescence properties have been investigated using UV/Vis and fluorescence spectroscopy. The 2-borylazobenzenes emitted an intense green, yellow, and orange fluorescence, in marked contrast to the usual azobenzene fluorescence. The 4′-siloxy derivative showed the highest fluorescence quantum yield (0.90) among those reported for azobenzenes to date. The correlation between the substituent and the fluorescence properties was elucidated by studying the effect of the substituent on the relaxation process and from DFT and TD-DFT calculations. An electron-donating group at the 4′-position was found to be important for an intense emission. Application of fluorescent azobenzenes as a fluorescent vital stain for the visualization of living tissues was also investigated by microinjection into Xenopus embryos, suggesting these compounds are nontoxic towards embryos.

Photochemical Behavior of 1,3-Diaryltriazene 1-Oxides

Photolysis of the 1,3-dipolar unsymmetrical 1,3-triazene 1-oxides in aromatic and nonaromatic solvents led to their decomposition. 2-Hydroxyazobenzene, mono- and disubstituted biaryls were produced.

SYNTHESIS OF AZOXYBENZENE-SbCl5 COMPLEXES AND THEIR SELECTIVE ORTHO-WALLACH REARRANGEMENT

When an equimolar solution of various azoxybenzenes and SbCl5 in carbon tetrachloride were mixed, a 1:1 complex immediately deposited as orange crystals in high yield.The thermal reaction of these complexes in inert solvents gives o-hydroxy-azobenzene selectively.On the contrary, other Lewis acids, such as TiCl4, AlCl3, FeCl3 and ZnBr2 failed to give an isolatable complex with azoxybenzene, and their direct thermal reaction with azoxybenzene resulted in deoxygenation to yield azobenzene as a main product.