1215-42-5

Basic information

• Product Name: 4,4'-DIBROMOAZOXYBENZENE
• Synonyms: 4,4'-DIBROMOAZOXYBENZENE;NSC 36258;1-bromo-4-[(Z)-(4-bromophenyl)-NNO-azoxy]benzene;(4-bromophenyl)-(4-bromophenyl)imino-oxidoazanium
• CAS NO: 1215-42-5
• Molecular Formula: C₁₂H₈Br₂N₂O
• Molecular Weight: 356.01
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 1215-42-5.mol
• Article Data: 58

Chemical Properties

• Melting Point: 168.5-169.5 °C
• Boiling Point: 428.3°Cat760mmHg
• Flash Point: 212.9°C
• Appearance: /
• Density: 1.72g/cm³
• Vapor Pressure: 3.82E-07mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 4,4'-DIBROMOAZOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIBROMOAZOXYBENZENE(1215-42-5)
• EPA Substance Registry System: 4,4'-DIBROMOAZOXYBENZENE(1215-42-5)

Safety Data

• Hazardous Substances Data: 1215-42-5(Hazardous Substances Data)

Usage

General Description

4,4'-DIBROMOAZOXYBENZENE is a chemical compound with the molecular formula C12H8Br2N2O2. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. 4,4'-DIBROMOAZOXYBENZENE is primarily used as a reagent in organic synthesis and is commonly employed in the preparation of azo dyes and pigments. It can also be used as a pharmaceutical intermediate and in the production of other organic compounds. However, due to its potential health and environmental hazards, including its classification as a mutagen, it is important to handle and store 4,4'-DIBROMOAZOXYBENZENE with caution and in compliance with safety regulations.

InChI:InChI=1/C12H8Br2N2O/c13-9-1-5-11(6-2-9)15-16(17)12-7-3-10(14)4-8-12/h1-8H/b16-15-

Upstream product

• 64-19-7 acetic acid 
• 10468-46-9 N-(4-bromophenyl)hydroxylamine 
• 871892-34-1 1-(4-bromo-phenyl)-3-phenyl-triazen-1-ol 
• 64-17-5 ethanol 
• 586-96-9 Nitrosobenzene 
• 2372-45-4 sodium butanolate 
• 586-78-7 para-nitrophenyl bromide 
• 71-43-2 benzene 
• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 16109-68-5 4-bromo-1-phenyl-NNO-azoxybenzene 
• 3623-23-2 4-bromonitrosobenzene 
• 14548-16-4 Dimethyl-(1-phenyl-vinyl)-amine 
• 61563-99-3 N-Hydroxy-4'-bromacetoacetanilid 
• 57-14-7 N,N-Dimethylhydrazine 

Downstream Products

• 21865-50-9 6-bromo-1,2,3,4-tetrahydro-9H-carbazole 
• 1601-98-5 1,2-bis(4-bromophenyl)diazene 
• 19717-43-2 4,4'-dibromo-N,N'-diphenylhydrazine 
• 81701-88-4 5-bromo-2-(4-bromophenylazo)phenol 
• 81701-91-9 C₁₂H₈Br₂N₂O 
• 3035-94-7 4-((p-bromophenyl)diazenyl)phenol 
• 1601-98-5 (E)-bis(4-bromophenyl)diazene 

Relevant articles and documents

Efficient Solar-Driven Hydrogen Transfer by Bismuth-Based Photocatalyst with Engineered Basic Sites

Photocatalytic organic conversions involving a hydrogen transfer (HT) step have attracted much attention, but the efficiency and selectivity under visible light irradiation still needs to be significantly enhanced. Here we have developed a noble metal-free, basic-site engineered bismuth oxybromide [Bi24O31Br10(OH)] that can accelerate the photocatalytic HT step in both reduction and oxidation reactions, i.e., nitrobenzene to azo/azoxybenzene, quinones to quinols, thiones to thiols, and alcohols to ketones under visible light irradiation and ambient conditions. Remarkably, quantum efficiencies of 42% and 32% for the nitrobenzene reduction can be reached under 410 and 450 nm irradiation, respectively. The Bi24O31Br10(OH) photocatalyst also exhibits excellent performance in up-scaling and stability under visible light and even solar irradiation, revealing economic potential for industrial applications.

Cadmium chloride-zinc catalysed selective reduction of nitro aromatics to azoxy compounds

Treatment of aromatic nitro compounds with cadmium chloride-metallic zinc combination systems has been shown to display a good reaction selectivity in the formation of symmetrical azoxy compounds in high yields.

Selective Oxidation of Anilines to Azobenzenes and Azoxybenzenes by a Molecular Mo Oxide Catalyst

Aromatic azo compounds, which play an important role in pharmaceutical and industrial applications, still face great challenges in synthesis. Herein, we report a molybdenum oxide compound, [N(C4H9)4]2[Mo6O19] (1), catalyzed selective oxidation of anilines with hydrogen peroxide as green oxidant. The oxidation of anilines can be realized in a fully selectively fashion to afford various symmetric/asymmetric azobenzene and azoxybenzene compounds, respectively, by changing additive and solvent, avoiding the use of stoichiometric metal oxidants. Preliminary mechanistic investigations suggest the intermediacy of highly active reactive and elusive Mo imido complexes.

Continuous Flow Synthesis of Azoxybenzenes by Reductive Dimerization of Nitrosobenzenes with Gel-Bound Catalysts

In the search for a new synthetic pathway for azoxybenzenes with different substitution patterns, an approach using a microfluidic reactor with gel-bound proline organocatalysts under continuous flow is presented. Herein the formation of differently substituted azoxybezenes by reductive dimerization of nitrosobenzenes within minutes at mild conditions in good to almost quantitative yields is described. The conversion within the microfluidic reactor is analyzed and used for optimizing and validating different parameters. The effects of the different functionalities on conversion, yield, and reaction times are analyzed in detail by NMR. The applicability of this reductive dimerization is demonstrated for a wide range of differently substituted nitrosobenzenes. The effects of these different functionalities on the structure of the obtained azoxyarenes are analyzed in detail by NMR and single-crystal X-ray diffraction. Based on these results, the turnover number and the turnover frequency were determined.