20256-89-7

Basic information

• Product Name: N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine
• Synonyms: 4-[[(4-Methoxyphenyl)imino]methyl]benzonitrile;N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine;α-[(p-Methoxyphenyl)imino]-p-tolunitrile;N-(4-CYANOBENZYLIDENE)-PARA-ANISIDINE
• CAS NO: 20256-89-7
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.2686
• Mol File: 20256-89-7.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 419.6°Cat760mmHg
• Flash Point: 207.5°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 3.01E-07mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine(20256-89-7)
• EPA Substance Registry System: N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine(20256-89-7)

Safety Data

• Hazardous Substances Data: 20256-89-7(Hazardous Substances Data)

Usage

General Description

N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine is a chemical compound with the molecular formula C14H11N3O. It is a derivative of benzaldehyde and contains a methoxy group, a cyano group, and an imine group. N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine is commonly used in organic synthesis to create various pharmaceuticals, dyes, and other specialty chemicals. It is also utilized in the production of agrochemicals and as an intermediate for the manufacturing of active pharmaceutical ingredients. N-(4-Methoxyphenyl)-4-cyanobenzenemethanimine is a versatile chemical with a range of synthetic applications in the pharmaceutical and chemical industries.

InChI:InChI=1/C15H12N2O/c1-18-15-8-6-14(7-9-15)17-11-13-4-2-12(10-16)3-5-13/h2-9,11H,1H3/b17-11+

Upstream product

• 104-94-9 4-methoxy-aniline 
• 105-07-7 4-cyanobenzaldehyde 
• 5416-93-3 4-Methoxyphenyl isocyanate 
• 67-56-1 methanol 
• 62-53-3 aniline 
• 100-17-4 para-methoxynitrobenzene 
• 874-89-5 4-Cyanobenzyl alcohol 
• 3435-51-6 4-ethenylbenzonitrile 
• 136827-57-1 4-[(E)-2-(4-hydroxyphenyl)ethenyl]benzonitrile 
• 2101-87-3 p-methoxy-phenylazide 

Downstream Products

• 1133378-56-9 4-((2S,3S)-3-formyl-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridin-2-yl)benzonitrile 
• 1226791-07-6 C₁₉H₁₆N₄O₃ 
• 1435936-19-8 C₁₆H₁₄N₂O₃ 
• 1440008-90-1 4-((2S,3S)-3-(hydroxymethyl)-1-(4-methoxyphenyl)piperidin-2-yl)benzonitrile 

Relevant articles and documents

Nanomagnetic catalysis (Fe3O4@S–TiO2): a novel magnetically nano catalyst for the synthesis of new highly substituted tetrahydropyridine derivatives under solvent-free conditions

A novel nanomagnetic catalyst (Fe3O4@S–TiO2) was prepared by the hydrothermal method. At the first, Fe3O4 nanoparticles were synthesized, then iron oxide nanoparticles (IONPs) were dispersed in ethano

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.

Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage

C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.