17224-21-4

Basic information

• Product Name: 4-{[(E)-phenylmethylidene]amino}benzonitrile
• CAS NO: 17224-21-4
• Molecular Formula: C₁₄H₁₀N₂
• Molecular Weight: 206.2426
• Mol File: 17224-21-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 386.2°C at 760 mmHg
• Flash Point: 187.4°C
• Density: 1.01g/cm³
• Vapor Pressure: 3.59E-06mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 4-{[(E)-phenylmethylidene]amino}benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-{[(E)-phenylmethylidene]amino}benzonitrile(17224-21-4)
• EPA Substance Registry System: 4-{[(E)-phenylmethylidene]amino}benzonitrile(17224-21-4)

Safety Data

• Hazardous Substances Data: 17224-21-4(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 873-74-5 4-Aminobenzonitrile 
• 619-72-7 4-nitrobenzonitrile 
• 10282-32-3 4-(benzylamino)benzonitrile 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 

Downstream Products

• 1326705-26-3 (1R)-N-(4-cyanophenyl)-1,2-diphenylethylamine 
• 1326705-25-2 (1S,2S)-N-(4-cyanophenyl)-2-(methylsulfenyl)-1,2-diphenylethylamine 
• 1326705-18-3 (1S,2S)-N-(4-cyanophenyl)-1-phenyl-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine 
• 1326705-19-4 (1S,2R)-N-(4-cyanophenyl)-1-phenyl-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine 
• 1037751-89-5 C₂₂H₁₇N₃O₃ 
• 10282-32-3 4-(benzylamino)benzonitrile 

Relevant articles and documents

Photocatalytic organic syntheses using a glass-milled microchip

Photocatalytic reactions, typically known as difficult to control due to secondary reactions and involvement of multiple radicals, were demonstrated to be controlled well by optimizing the reaction time and the microchip design. The glass-milled microchip has a good resistivity for the organic solutions and withstands multiple usage more than 100 times. The oxidization and reduction reactions were demonstrated and the flow considerably improved the conversion and yield. Furthermore, an imine synthesis was demonstrated as a multi-step reaction by combination of photocatalytic oxidation and reduction reactions.

Direct synthesis of imines from nitro compounds and biomass-derived carbonyl compounds over nitrogen-doped carbon material supported Ni nanoparticles

The selective synthesis of imines from biomass-derived chemicals over heterogeneous non-noble metal catalysts is of great importance for organic transformation. Herein, non-noble heterogeneous nitrogen-doped carbon supported Ni catalysts (abbreviated as Ni/CN-MgO-T, whereTrepresents the pyrolysis temperature) have been facilely prepared from the simple pyrolysis of Ni precursors and biomass, and Ni/CN-MgO-600 with the smallest size of Ni nanoparticles demonstrated the highest catalytic activity. The reductive coupling of nitroarenes and carbonyl compounds could be performed under mild conditions (80 °C, and 10 bar H2), affording structurally-diverse imines with high to excellent yields (84.2-98.1%). Thanks to the mild reaction conditions, the developed method showed good tolerance to other functional groups such as nitriles, halogen and vinyl groups.

4,4′-Bipyridyl-Catalyzed Reduction of Nitroarenes by Bis(neopentylglycolato)diboron

4,4′-Bipyridyl worked as an organocatalyst for the reduction of nitroarenes by bis(neopentylglycolato)diboron (B2nep2), followed by hydrolysis to give the corresponding anilines. This reduction proceeded under aerobic conditions without any prepurification of substrates and reagents. We found broad functional group tolerance and compatibility for O- A nd N-protecting groups under the reaction conditions. The key in this catalytic system was the addition of B2nep2 to 4,4′-bipyridyl to form N,N′-bis[(neopentylglycolato)boryl]-4,4′-bipyridinylidene as a deoxygenating reagent of nitroarenes.