7334-12-5

Basic information

• Product Name: oxido-(4-phenylphenyl)-(4-phenylphenyl)imino-azanium
• Synonyms: oxido-(4-phenylphenyl)-(4-phenylphenyl)imino-azanium;4,4'-Diphenylazoxybenzene
• CAS NO: 7334-12-5
• Molecular Formula: C₂₄H₁₈N₂O
• Molecular Weight: 350.41
• Mol File: 7334-12-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 545.9°C at 760 mmHg
• Flash Point: 284°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 2.03E-11mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: oxido-(4-phenylphenyl)-(4-phenylphenyl)imino-azanium(CAS DataBase Reference)
• NIST Chemistry Reference: oxido-(4-phenylphenyl)-(4-phenylphenyl)imino-azanium(7334-12-5)
• EPA Substance Registry System: oxido-(4-phenylphenyl)-(4-phenylphenyl)imino-azanium(7334-12-5)

Safety Data

• Hazardous Substances Data: 7334-12-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C24H18N2O/c27-26(24-17-13-22(14-18-24)20-9-5-2-6-10-20)25-23-15-11-21(12-16-23)19-7-3-1-4-8-19/h1-18H/b26-25-

Upstream product

• 92-93-3 1-phenyl-4-nitrobenzene 
• 6810-26-0 4-hydroxylaminobiphenyl 
• 60-29-7 diethyl ether 
• 92-52-4 biphenyl 
• 92-67-1 4-phenylalanine 
• 7647-01-0 hydrogenchloride 
• 119273-47-1 O-Acetyl-N-(4-biphenyl)hydroxylamine 
• 100-61-8 N-methylaniline 

Downstream Products

• 4088-58-8 4,4'-hydrazodibiphenyl 
• 5326-53-4 1,2-di([1,1'-biphenyl]-4-yl)diazene 
• 92-69-3 4-Phenylphenol 
• 92-96-6 N,N'-bis-biphenyl-4-yl-thiourea 
• 92-67-1 4-phenylalanine 

Relevant articles and documents

Organocatalytic oxidation of substituted anilines to azoxybenzenes and nitro compounds: Mechanistic studies excluding the involvement of a dioxirane intermediate

An organocatalytic and environmentally friendly approach for the selective oxidation of substituted anilines was developed. Utilizing a 2,2,2-trifluoroacetophenone-mediated oxidation process, substituted anilines can be transformed into azoxybenzenes, while a simple treatment with MeCN and H2O2 leads to the corresponding nitro compounds, providing user-friendly protocols that can be easily scaled up. Various substitution patterns and functional groups were tolerated leading to products in high to excellent yields. Mechanistic studies utilizing HRMS provide clear evidence for the distinct mechanistic intermediates that are involved. This study constitutes an indirect proof excluding the involvement of a dioxirane intermediate in the green organocatalytic oxidation, utilizing 2,2,2-trifluoroacetophenone as the catalyst.

S(N)2 at nitrogen: The reaction of N-(4-cyanophenyl)-O-diphenylphosphinoylhydroxylamine with N-methylaniline. A model for the reactions of ultimate carcinogens of aromatic amines with (bio)nucleophiles

The model reaction of 5 with 6 to give 7 and 8 (≥90%) follows the S(N)2 mechanism. From this result and from product studies it is concluded that the reactions of the ultimate carcinogen 1 with 6 and deoxyguanosine (dG) (and hence of other ultimate carcinogens of aromatic amines with bionucleophiles) follow the same mechanism.