4827-16-1

Upstream product

• 99-92-3 p-aminobenzophenone 
• 586-96-9 Nitrosobenzene 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 100-19-6 (4-nitrophenyl)ethanone 

Downstream Products

• 127838-78-2 1-[4-(phenyl-ONN-azoxy)-phenyl]-ethanone 
• 115976-77-7 1-[4-(phenyl-NNO-azoxy)-phenyl]-ethanone 
• 62625-24-5 2-bromo-1-(4-phenylazo-phenyl)-ethanone 
• 6311-55-3 1-<4-(2-phenylhydrazino)phenyl>ethanone 
• 131516-99-9 acetic acid-(4-phenylazo-phenacyl ester) 
• 102181-73-7 hexanoic acid-(4-phenylazo-phenacyl ester) 
• 94545-69-4 hex-3t-enoic acid-(4-phenylazo-phenacyl ester) 
• 102241-51-0 benzoic acid-(4-phenylazo-phenacyl ester) 
• 102953-25-3 undecanoic acid-(4-phenylazo-phenacyl ester) 
• 99-92-3 p-aminobenzophenone 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Electrochemical dehydrogenation of hydrazines to azo compounds

A strategy for the electrochemical dehydrogenation of hydrazine compounds is disclosed under ambient conditions. This protocol proceeded smoothly in ethanol by employing electrons as clean oxidants. Its synthetic value is well demonstrated by the highly efficient synthesis of symmetric and unsymmetric azo compounds. It is an environmentally friendly transformation and the present protocol was effective on a large scale.

Azobenzene-derived tris-β-diketonate lanthanide complexes: Reversible: trans -to- cis photoisomerization in solution and solid state

Novel azobenzene-derived β-diketonates (4,4,5,5,6,6,6-heptafluoro-1-azobenzene-1,3-hexanedione (LA), 4,4,5,5,6,6,6-heptafluoro-1-(4-dimethylamino)azobenzene-1,3-hexanedione (LB)) were designed and their complexes with lanthanide cations (La3+,

The 4.4′-benzidine rearrangement of 4-alkyl substituted hydrazobenzenes

When treated with dilute inorganic acids N,N′-diarylhydrazines (hydrazobenzenes) with an alkyl substituent in the 4-position undergo [5,5]-sigmatropic rearrangement reactions to furnish 4-(4′-aminophenyl)-4-alkylcyclohexa-2,5-dienimines (ipso-benzidines) in moderate to excellent yields. Steric bulk of the 4-alkyl substituent in the starting material decreases the yield of the respective ipso-benzidine. Additional electron-donating alkyl substituents in the ortho- and/or meta-positions on both rings generally promote the reaction and consequently increase the yield of the 4.4′-benzidine rearrangement product. Described herein are our findings regarding the scope and limits of this unusual benzidine rearrangement.

Highly efficient synthesis of azos catalyzed by the common metal copper (0) through oxidative coupling reactions

A facile and efficient approach to synthesize symmetric, asymmetric and bridged aromatic azo compounds (AAzos) from aromatic amines was developed by using red copper as catalyst. Despite numerous efforts towards the catalytic synthesis of symmetric and asymmetric AAzos derivatives, most reactions present certain drawbacks inhibiting their industrial applications, such as laborious multi-step processes, harsh reaction conditions and expensive reagents. And the synthesis of bridged azos had low yields before. With the presence of ammonium bromide as co-catalyst, pyridine as a ligand and molecular dioxygen as a sole oxidative reagent, red copper, a common and abundant metal in nature, exhibited unexpected catalytic activity towards the preparation of AAzos in high yields via one-step reaction, making this catalyst an attractive candidate for industrial and synthetic applications.

Gold-catalyzed direct hydrogenative coupling of nitroarenes to synthesize aromatic azo compounds

The azo linkage is a prominent chemical motif which has found numerous applications in materials science, pharmaceuticals, and agrochemicals. Described herein is a sustainable heterogeneous-gold-catalyzed synthesis of azo arenes. Available nitroarenes are deoxygenated and linked selectively by the formation of N-N bonds using molecular H2 without any external additives. As a result of a unique and remarkable synergy between the metal and support, a facile surface-mediated condensation of nitroso and hydroxylamine intermediates is enabled, and the desired transformation proceeds in a highly selective manner under mild reaction conditions. The protocol tolerates a large variety of functional groups and offers a general and versatile method for the environmentally friendly synthesis of symmetric or asymmetric aromatic azo compounds.

One-pot preparation of azobenzenes from nitrobenzenes by the combination of an indium-catalyzed reductive coupling and a subsequent oxidation

We demonstrated how a reduction step with a reducing system comprised of In(OTf)3 and Et3SiH and a subsequent oxidation that occurred under an ambient (oxygen) atmosphere allowed the highly selective and catalytic conversion of aromatic nitro compounds into symmetrical or unsymmetrical azobenzene derivatives. This catalytic system displayed a tolerance for the functional groups on a benzene ring: an alkyl group, a halogen, an acetyl group, an ester, a nitrile group, an acetyl group, an ester moiety, and a sulfonamide group.

Mild, selective and switchable transfer reduction of nitroarenes catalyzed by supported gold nanoparticles

A highly versatile and flexible gold-based catalytic system has been developed for the controlled and selective transfer reduction of nitroarene using 2-propanol as a convenient hydrogen source under mild conditions. Depending on the specific reaction conditions, multiple products including azoxyarenes, symmetric or asymmetric azoarenes and anilines can be obtained respectively via a controlled reduction of the nitro aromatics with good to excellent yields in the presence of a reusable mesostructured ceria-supported gold (Au/meso-CeO2) catalyst. The overall operational simplicity, high chemoselectivity, functional-group tolerance and reusability of the catalyst make this approach an attractive and reliable tool for organic and process chemists. The Royal Society of Chemistry.

Copper(II) cubane complexes built from electro- and photosensitive β-aminovinyl trifluoromethyl ketone ligands

A new family of [Cu4L4] cubane complexes have been synthesized by the self-assembly of CuII salts and β-aminovinyl trifluoromethyl ketone ligands. The resulting polynuclear architectures were especially designed to exhibit magnetic properties arising from the metallic cubane architecture as well as electro- or photosensitive properties arising from the ligands. The optical and electrochemical behaviours of the compounds were measured in solution to confirm that the properties of the free ligands were retained within the elaborated complexes. DFT investigations of the organic moieties were conducted with the aim of assigning the observed electronic processes to the different redox steps and absorption bands. The crystal structures of the polynuclear complexes were solved and refined by single-crystal X-ray diffraction analysis and correlated to variable-temperature magnetic susceptibility data. The overall expected ferromagnetic behaviour of the [Cu4L4] complexes is weakly influenced by the ligand substitutions. Ab initio configuration interaction calculations helped us to detail the variations of the various magnetic exchange pathways.

Highly efficient synthesis of aromatic azos catalyzed by unsupported ultra-thin Pt nanowires

Aromatic azos were synthesized using unsupported ultra-thin platinum nanowires as catalysts under mild reaction conditions and the reaction mechanism was proposed.

A highly active nano-palladium catalyst for the preparation of aromatic azos under mild conditions

A worm-like Pd nanocatalyst has been prepared and used in the preparation of azo compounds from nitroaromatics under mild reaction conditions. This highly dispersible nano-Pd catalyst shows high activity toward the synthesis of both symmetric aromatic azo compounds and a range of asymmetric aromatic azo compounds.