16054-48-1

Basic information

• Product Name: Diazene, (4-bromophenyl)phenyl-, 2-oxide
• Synonyms: 1-bromo-4-phenyl-ONN-azoxybenzene;(4-bromo-phenyl)-phenyl-diazene N'-oxide;trans-N-Phenyl-N'-<4-brom-phenyl>-diimid-N-oxid;4-bromo-ONN-azoxybenzene;Diazene,(4-bromophenyl)phenyl-,2-oxide
• CAS NO: 16054-48-1
• Molecular Formula: C12H9BrN2O
• Molecular Weight: 277.12
• Mol File: 16054-48-1.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Diazene, (4-bromophenyl)phenyl-, 2-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Diazene, (4-bromophenyl)phenyl-, 2-oxide(16054-48-1)
• EPA Substance Registry System: Diazene, (4-bromophenyl)phenyl-, 2-oxide(16054-48-1)

Safety Data

• Hazardous Substances Data: 16054-48-1(Hazardous Substances Data)

Upstream product

• 4418-84-2 4-bromoazobenzene 
• 64-19-7 acetic acid 
• 6141-96-4 (E)-1-(4-bromophenyl)-2-phenyldiazene 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 16046-28-9 N'-p-Toluolsulfonyloxy-N-phenyl-diimid-N-oxid 
• 586-96-9 Nitrosobenzene 
• 106-40-1 4-bromo-aniline 
• 16046-28-9 N-Phenyl-N'-tosyloxydiimid-N-oxid 
• 5089-33-8 2-(4-bromophenyl)-1,1,1,3,3,3-hexamethyldisilazane 
• 20972-43-4 trans-azoxybenzene 
• 7726-95-6 bromine 

Downstream Products

• 4418-84-2 4-bromoazobenzene 
• 6141-96-4 (E)-1-(4-bromophenyl)-2-phenyldiazene 
• 3035-94-7 4-((p-bromophenyl)diazenyl)phenol 
• 16109-68-5 4-bromo-1-phenyl-NNO-azoxybenzene 
• 111078-57-0 4-phenyl-ONN-azoxybenzoic acid 
• 59360-37-1 5-bromo-2-phenylazo-phenol 
• 59360-38-2 2-(4-bromo-phenylazo)-phenol 
• 115976-68-6 2-(4-cyanophenyl)-1-phenyldiazene 1-oxide 

Relevant articles and documents

Trans-4-bromo-ONN-azoxybenzene at 100 K

The crystal structure of the α isomer of trans-4-bromoazoxybenzene [systematic name: trans-1-(bromophenyl)-2-phenyldiazene 2-oxide], C 12H9BrN2O, has been determined by X-ray diffraction. The geometries of the two molecules in the asymmetric unit are slightly different and are within ～0.02 A for bond lengths, ～2° for angles and ～3° for torsion angles. The azoxy bridges in both molecules have the typical geometry observed for trans-azoxybenzenes. The crystal network contains two types of planar molecules arranged in columns. The torsion angles along the Ar-N bonds are only 7 (2)°, on either side of the azoxy group.

Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver-Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes

A silver(I) oxide-mediated synthesis of unsymmetrical aromatic azoxy compounds has been successfully achieved, wherein oxidative coupling reactions between aromatic amines and nitrosoarenes take place in ethanol under air. This reaction has very high economic value because silver(I) oxide is the only oxidant required and no other additive is needed. The resulted silver particles can be easily recovered, while the only other byproduct is water. This new procedure is compatible with various functional groups and proceeds under mild reaction conditions.

Rh(III)-Catalyzed Regio- and Chemoselective [4 + 1]-Annulation of Azoxy Compounds with Diazoesters for the Synthesis of 2H-Indazoles: Roles of the Azoxy Oxygen Atom

A Rh(III)-catalyzed tandem C-H alkylation/intramolecular decarboxylative cyclization of azoxy compounds with diazoesters for the synthesis of 3-acyl-2H-indazoles is disclosed. The azoxy instead of the azo group enables a distinct approach for cyclative capture, leading to a [4 + 1]-annulation rather than a classic [4 + 2] manner. The azoxy oxygen atom is traceless after annulation, and further removal from the product is not required. This reaction features a complete regioselectivity for unsymmetrical azoxybenzenes and a compatibility of monoaryldiazene oxides.