797-20-6

Basic information

• Product Name: N,N'-(1,4-Phenylene)bis(benzenemethanimine)
• Synonyms: [p-Phenylenebis(nitrilomethylidyne)]bisbenzene;N,N'-(1,4-Phenylene)bis(benzenemethanimine);N,N'-(p-Phenylene)bis(benzenemethanimine);N,N'-Bis(benzylidene)-1,4-benzenediamine;N,N'-Dibenzylidene-1,4-phenylenediamine;N,N'-Dibenzylidene-p-phenylenediamine
• CAS NO: 797-20-6
• Molecular Formula: C₂₀H₁₆N₂
• Molecular Weight: 284.35444
• Mol File: 797-20-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N'-(1,4-Phenylene)bis(benzenemethanimine)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-(1,4-Phenylene)bis(benzenemethanimine)(797-20-6)
• EPA Substance Registry System: N,N'-(1,4-Phenylene)bis(benzenemethanimine)(797-20-6)

Safety Data

• Hazardous Substances Data: 797-20-6(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 785-81-9 4-nitro-N-(phenylmethylene)benzenamine 
• 100-01-6 4-nitro-aniline 
• 106-50-3 1,4-phenylenediamine 
• 60-29-7 diethyl ether 
• 100-52-7 benzaldehyde 
• 4335-90-4 3-benzylidene acetylacetone 
• 4657-12-9 sodium hydroxy(phenyl)methanesulfonate 

Downstream Products

• 13336-72-6 N,N'-Bis-<α-(O,O-dimethyl-phosphono)-benzyl>-p-phenylendiamin 
• 100-52-7 benzaldehyde 
• 106-50-3 1,4-phenylenediamine 
• 477960-55-7 1,3-dibenzyl-3-(4-benzylamino-phenyl)-1-{4-[1,3-dibenzyl-3-(4-benzylamino-phenyl)-ureido]-phenyl}-urea 
• 63760-12-3 N,N'-dibenzyl-N,N'-p-phenylene-bis-acetamide 
• 94108-14-2 N-butyl-p-phenylenediamine 
• 10368-06-6 terephthal-bis-butylaniline 

Relevant articles and documents

Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles

A straightforward and selective reduction of nitroarenes with various alcohols was efficiently developed using an iron catalyst via a hydrogen transfer methodology. This protocol led specifically to imines in 30-91% yields, with a good functional group tolerance. Noticeably, starting from o-nitroaniline derivatives, in the presence of alcohols, benzimidazoles can be obtained in 64-72% yields when the reaction was performed with an additional oxidant, DDQ, and quinoxalines were prepared from 1,2-diols in 28-96% yields. This methodology, unprecedented at iron for imines, also provides a sustainable alternative for the preparation of quinoxalines and benzimidazoles.

Ti?Pd Alloys as Heterogeneous Catalysts for the Hydrogen Autotransfer Reaction and Catalytic Improvement by Hydrogenation Effects

Ti?Pd alloys were investigated as heterogeneous catalysts for hydrogen autotransfer reactions. This is the first reported study of alloys as catalysts for hydrogen-borrowing reactions using alcohols. We improved the catalytic activities of alloys by increasing their specific surface areas via a hydrogenation?powdering process. The reactivities and selectivities of hydrogenated Ti?Pd alloys [Ti?Pd(Hy)] were higher than those of non-hydrogenated alloy catalysts in N-alkylation by hydrogen autotransfer using alcohols. A plausible catalytic cycle is proposed based on control studies and deuterium labelling experiments.

Preparation of imines by oxidative coupling of benzyl alcohols with amines catalysed by dicopper complexes

Complexation of 2,7-bis(2-pyridyl)-1,8-naphthyridine (bpnp) with Cu 2O in formic acid under aerobic conditions provided a dicopper complex [Cu2(bpnp)(μ-OH)(HCOO)3] (1). This complex has been characterized by X-ray crystallographic and spectroscopic analysis. With O2 as the oxidant, complex 1 is an efficient catalyst for the oxidative coupling of alcohols with amines or diamines, leading to the corresponding imines or diimines in good to excellent yields. A dicopper complex has been found to be an efficient catalyst for the oxidative coupling of benzyl alcohols with amines or diamines, leading to the corresponding imines or diimines in good to excellent yields without using any organic solvent. Copyright