71297-91-1

Basic information

• Product Name: 4,4'-N,N,N',N'-tetramethylazoxyaniline
• CAS NO: 71297-91-1
• Molecular Weight: 284.361
• Mol File: 71297-91-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4,4'-N,N,N',N'-tetramethylazoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-N,N,N',N'-tetramethylazoxyaniline(71297-91-1)
• EPA Substance Registry System: 4,4'-N,N,N',N'-tetramethylazoxyaniline(71297-91-1)

Safety Data

• Hazardous Substances Data: 71297-91-1(Hazardous Substances Data)

Upstream product

• 28144-70-9 anthranilic acid amide 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 871876-73-2 2,3-dimethyl-4-nitroso-aniline 
• 98-09-9 benzenesulfonyl chloride 
• 86-73-7 9H-fluorene 
• 64-17-5 ethanol 
• 24197-65-7 S-phenyl α-chlorothioacetate 
• 758640-21-0 N-Benzylaniline 
• 16433-88-8 2,7-dibromo-9H-fluorene 
• 60-29-7 diethyl ether 
• 100-63-0 phenylhydrazine 
• 141-52-6 sodium ethanolate 
• 13463-40-6 iron pentacarbonyl 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 

Downstream Products

• 6257-64-3 methyl orange 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 108900-20-5 N,N'-dimethyl-2,6,N,2',6',N'-hexanitro-4,4'-azoxy-di-aniline 

Relevant articles and documents

A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur

A transition metal-free, environment-friendly and practical protocol was developed either for the reduction of nitroarenes or for the deoxygenation of N-oxide containing heteroarenes. The reaction proceeded with the use of a non-toxic and cheap feedstock as elemental sulfur in aqueous methanol under relatively mild conditions. Green chemistry credentials were widely favorable compared to traditional and industrial protocols with good E-factors and a low production of waste. The strategy allowed the efficient reduction of a large variety of substituted-nitroarenes including various o-nitroanilines as well as selective reduction of various poly-nitroarenes in excellent yields with a broad substrate scope. The protocol was successfully extended to the deoxygenation of some N-oxide containing heteroarenes, like benzofuroxans, phenazine N,N'-dioxides, pyridine N-oxides, 2H-indazole N1-oxides, quinoxaline N1,N4-dioxides and benzo[d]imidazole N1,N3-dioxides. A gram-scale example for the synthesis of luminol, in green conditions, was reported. A solid mechanism of reaction was proposed from experimental evidences.

Ruthenium nanoparticle-catalyzed, controlled and chemoselective hydrogenation of nitroarenes using ethanol as a hydrogen source

This communication describes a ruthenium nanoparticle-catalyzed reduction of nitroarenes giving azoxyarenes, azoarenes, or anilines in good to excellent yields using ethanol as a hydrogen source. Copyright

Nitrenium ions. ? reactions of N,N-dimethyl-p-benzoyloxyaniline-iminium chloride with indoles and indolizines. X-ray structure of unexpected [2-chloro-4-(4-dimethylaminophenyl-ONN-azoxy)-phenyl]dimethylamine (azoxy derivative)

N,N-Dimethyl-p-nitrosoaniline reacts with benzoyl chloride affording a complex salt containing a cation, a hybrid between a nitrenium ion and an iminium ion. The salt reacts with nucleophiles (indoles, indolizines) yielding compounds characterized by a new carbon-nitrogen bond, derived from the nitrenium ion form. According to the type of nucleophile, the reaction, to differing extents, is in competition with an electron transfer process which leads to the formation of the dimer of the nucleophile and of the azoxy corresponding to the N,N-dimethyl-p-nitrosoaniline. In one of the reactions studied, a chlorinated azoxy derivative was also isolated, and its structure was elucidated by X-ray analysis.