614-26-6

Basic information

• Product Name: 44DICHLOROAZOXYBENZENE
• Synonyms: 4-16-00-00035 (Beilstein Handbook Reference);Bis(4-chlorphenyl)diazene 1-oxide;Diazene, bis(4-chlorphenyl)-, 1-oxide (9CI);Diazene, bis (4-chlorophenyl)-, 1-oxide;Diazene, bis(4-chlorophenyl)-, 1-oxide;Dcaob;p,p-Dichloroazoxybenzene;Bis(4-chlorophenyl)diazene 1-oxide;AZOXYBENZENE, 4,4′-DICHLORO-;p,p′-DICHLORO-AZOXYBENZENE
• CAS NO: 614-26-6
• Molecular Formula: C₁₂H₈Cl₂N₂O
• Molecular Weight: 267.11072
• Mol File: 614-26-6.mol
• Article Data: 117

Chemical Properties

• Boiling Point: 397.5°C at 760 mmHg
• Flash Point: 194.2°C
• Appearance: /
• Density: 1.4552 (rough estimate)
• Vapor Pressure: 3.62E-06mmHg at 25°C
• Refractive Index: 1.5490 (estimate)
• CAS DataBase Reference: 44DICHLOROAZOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 44DICHLOROAZOXYBENZENE(614-26-6)
• EPA Substance Registry System: 44DICHLOROAZOXYBENZENE(614-26-6)

Safety Data

• Hazardous Substances Data: 614-26-6(Hazardous Substances Data)

Usage

General Description

44-dichloroazoxybenzene is a chemical compound with the molecular formula C12H7Cl2N3O. It is commonly used as an intermediate in the production of azo dyes and pigments. 44DICHLOROAZOXYBENZENE appears as a yellow crystalline solid and is insoluble in water. It is a hazardous chemical and is classified as a potential carcinogen. 44-dichloroazoxybenzene may also cause irritation to the skin, eyes, and respiratory system upon exposure. It is important to handle and store this chemical with care and follow proper safety protocols when working with it.

InChI:InChI=1/C12H8Cl2N2O/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

• 141-52-6 sodium ethanolate 
• 100-00-5 4-chlorobenzonitrile 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 78-92-2 iso-butanol 
• 71-43-2 benzene 
• 996-82-7 sodium diethylmalonate 
• 111-26-2 hexan-1-amine 
• 106-47-8 4-chloro-aniline 
• 271-26-1 3H-indole 
• 932-98-9 1-chloro-4-nitroso-benzene 
• 823-86-9 N-(4-chlorophenyl)hydroxylamine 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 

Downstream Products

• 1602-00-2 bis-(4-chloro-phenyl)-diazene 
• 21650-51-1 (E)-bis(4-chlorophenyl)diazene 
• 1421276-55-2 2-(4-chlorophenyl)-3-phenyl-5-chloro-2H-indazole 
• 1586777-33-4 C₁₇H₁₄Cl₂N₂O₃ 
• 106-47-8 4-chloro-aniline 
• 120455-03-0 5-methoxy-2-phenyl-2H-indazole 
• 120455-06-3 5-methoxy-2-(4-methoxyphenyl)-2H-indazole 
• 1689-82-3 4-hydroxyazobenzene 
• 2050-16-0 4,4'-dihydroxyazobenzene 
• 1562-94-3 4,4'-dimethoxyazoxybenzene 
• 81701-85-1 3-acetoxy-4,4'-dichloroazobenzene 
• 953-14-0 N,N'-bis(4-chlorophenyl)hydrazine 
• 81701-83-9 C₁₂H₈Cl₂N₂O 
• 16434-26-7 2-chloro-4-[(4-chlorophenyl)diazenyl]phenol 

Relevant articles and documents

Zr(OH)4-Catalyzed Controllable Selective Oxidation of Anilines to Azoxybenzenes, Azobenzenes and Nitrosobenzenes

The selective oxidation of aniline to metastable and valuable azoxybenzene, azobenzene or nitrosobenzene has important practical significance in organic synthesis. However, uncontrollable selectivity and laborious synthesis of the expensive required catalysts severely hinders the uptake of these reactions in industrial settings. Herein, we have pioneered the discovery of Zr(OH)4 as an efficient heterogeneous catalyst capable of the selective oxidation of aniline, using either peroxide or O2 as oxidant, to selectively obtain various azoxybenzenes, symmetric/unsymmetric azobenzenes, as well as nitrosobenzenes, by simply regulating the reaction solvent, without the need for additives. Mechanistic experiments and DFT calculations demonstrate that the activation of H2O2 and O2 is primarily achieved by the bridging hydroxyl and terminal hydroxyl groups of Zr(OH)4, respectively. The present work provides an economical and environmentally friendly strategy for the selective oxidation of aniline in industrial applications.

Preparation of niobium or tantalum complex and application of niobium or tantalum complex in catalyzing aromatic amine to generate oxidized azobenzene compound

The invention provides a preparation method of niobium or tantalum complex and an application of the niobium or tantalum complex in catalyzing aromatic amine to generate an oxidized azobenzene compound. The preparation method of the complex comprises A hydration oxide preparation, @timetime@ niobium oxide or tantalum oxide and strong base in 300 - 800 °C melting calcination 2 - 8h, adding water to dissolve and filter, and then adjusting pH through 4-6, suction filtration and drying. The B complex is prepared by mixing a hydrated oxide with a molar ratio 10-25: 1 with hydrogen peroxide, adding an organic acid and a cationic precursor after clarifying the solution, and evaporating and drying to obtain a niobium complex or a tantalum complex. The molar ratio @timetime@: 1-3. In the method for synthesizing the oxidized azobenzene compound by using niobium or tantalum complex as a catalyst, ethanol is used as a solvent, hydrogen peroxide is used as an oxidant, niobium complex or tantalum complex is used as a catalyst, and the addition amount is ppm.

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.