22731-52-8

Basic information

• Product Name: N-(diphenylethenylidene)-4-nitroaniline
• CAS NO: 22731-52-8
• Molecular Formula: C₂₀H₁₄N₂O₂
• Molecular Weight: 314.3374
• Mol File: 22731-52-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 514.9°C at 760 mmHg
• Flash Point: 265.2°C
• Density: 1.12g/cm³
• Vapor Pressure: 3.37E-10mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: N-(diphenylethenylidene)-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(diphenylethenylidene)-4-nitroaniline(22731-52-8)
• EPA Substance Registry System: N-(diphenylethenylidene)-4-nitroaniline(22731-52-8)

Safety Data

• Hazardous Substances Data: 22731-52-8(Hazardous Substances Data)

Upstream product

• 117-34-0 2,2-diphenylacetic acid 
• 1871-76-7 diphenylacetic acid chloride 
• 14562-02-8 N-(4-nitrophenyl)triphenyliminophosphorane 
• 70298-77-0 N-(4-nitrophenyl)-2,2-di-phenylacetamide 

Downstream Products

• 70298-77-0 N-(4-nitrophenyl)-2,2-di-phenylacetamide 

Relevant articles and documents

Conformations of stilbene-like species and new method of energy partition

To understand the nature of π-electron delocalization, while questioning the abnormally large twist angle of N-benzylideneaniline, we prepared four stilbene-like species, (4-X-Ph)-CH=N-Ar (Ar = 2-pyridyl, X = -Cl, -NO2, -N(Me)2; Ar =

Preparation of 1,2,5-Trisubstituted 1H-Imidazoles from Ketenimines and Propargylic Amines by Silver-Catalyzed or Iodine-Promoted Electrophilic Cyclization Reaction of Alkynes

From readily available propargylic amines, 1,2,5-trisubstituted imidazoles are efficiently obtained through a cascade reaction catalyzed by AgOTf or promoted by molecular iodine. The AgOTf-catalyzed reaction involves nucleophilic addition of propargylic amine to ketenimine, a silver-catalyzed electrophilic cyclization reaction of alkyne, and a tautomerism/isomerism/metal-H exchange cascade. The iodine-mediated counterpart yields 5-formyl-1,2-disubtituted imidazoles, which presumably includes a cascade hydrolysis/oxidation reaction. Furthermore, the presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazole can be converted into fused indeno[1,2-d]imidazole. 1,2,5-Trisubstituted imidazoles are efficiently prepared from readily available propargylic amines through a AgOTf-catalyzed or molecular iodine-promoted cascade reaction. The presented protocol can be scaled up and the resultant 1,2,5-trisubstituted imidazoles can be converted into fused indeno[1,2-d]imidazoles.