4686-14-0

Basic information

• Product Name: (2Z)-phenyl(phenylimino)ethanenitrile
• Synonyms: (2Z)-Phenyl(phenylimino)ethanenitrile; N-Phenylbenzimidoyl cyanide
• CAS NO: 4686-14-0
• Molecular Formula: C₁₄H₁₀N₂
• Molecular Weight: 206.2426
• Mol File: 4686-14-0.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 339.3°C at 760 mmHg
• Flash Point: 159°C
• Density: 1.01g/cm³
• Vapor Pressure: 9.28E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: (2Z)-phenyl(phenylimino)ethanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-phenyl(phenylimino)ethanenitrile(4686-14-0)
• EPA Substance Registry System: (2Z)-phenyl(phenylimino)ethanenitrile(4686-14-0)

Safety Data

• Hazardous Substances Data: 4686-14-0(Hazardous Substances Data)

Usage

General Description

"(2Z)-phenyl(phenylimino)ethanenitrile" is a chemical compound with the molecular formula C14H10N2. It is a nitrile derivative with a benzene ring substituted with a phenylimino group and a nitrile group attached to an ethane chain. (2Z)-phenyl(phenylimino)ethanenitrile is a dark yellow or orange solid with a molecular weight of 210.24 g/mol. It is used in various organic synthesis reactions, as well as in the production of pharmaceuticals and agrochemicals. "(2Z)-phenyl(phenylimino)ethanenitrile" may also have potential applications in materials science and industrial manufacturing processes.

Upstream product

• 3433-20-3 (oxy-phenyl-imino-(seqcis))-phenyl-acetonitrile 
• 3433-21-4 α-Cyano-α,N-diphenylnitrone 
• 140-29-4 phenylacetonitrile 
• 586-96-9 Nitrosobenzene 
• 60-29-7 diethyl ether 
• 151-50-8 potassium cyanide 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 67-56-1 methanol 
• 201024-81-9 C,N-diphenylnitrone 
• 15449-64-6 syn α-Fluorimino-phenyl-acetonitril 
• 3422-18-2 (N-nitroso-anilino)-phenyl-acetonitrile 
• 4553-59-7 2-anilino-2-phenylacetonitrile 
• 100-52-7 benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 74-90-8 hydrogen cyanide 
• 6780-39-8 E-[2-methoxy-1-phenyl-methylene]-phenylamine 
• 613-90-1 benzoyl cyanide 
• 62-53-3 aniline 
• 1363411-11-3 4-methylene-5-oxo-1,2-diphenylpyrrolidine-2-carbonitrile 
• 148903-67-7 β-benzoyl-2-methylenepropionic acid methyl ester 
• 93-98-1 N-phenyl benzoyl amide 
• 1363411-10-2 methyl 4-cyano-2-methylene-4-phenyl-4-(phenylamino)butanoate 
• 1363411-26-0 C₂₅H₂₂N₂O₂ 
• 134-81-6 benzil 

Relevant articles and documents

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Formation of Amides from Imines via Cyanide-Mediated Metal-Free Aerobic Oxidation

A new protocol for the direct formation of amides from imines derived from aromatic aldehydes via metal-free aerobic oxidation in the presence of cyanide is described. This protocol was applicable to various aldimines, and the desired amides were obtained in moderate to good yields. Mechanistic studies suggested that this aerobic oxidative amidation might proceed via the addition of cyanide to imines followed by proton transfer from carbon to nitrogen in the original imines, leading to carbanions of α-amino nitriles, which undergo subsequent oxidation with molecular oxygen in air to provide the desired amide compounds.

Synthesis of iminonitriles by oxone/tbab-mediated one-pot oxidative three-component strecker reaction

Oxidative three-component reaction of aldehydes, amines, and TMSCN in a biphasic solvent system (toluene/H2O) containing Oxone, tetra-n-butylammonium bromide (TBAB) and sodium bicarbonate afforded α-iminonitriles in good to excellent yields. This oxidative Strecker reaction was applicable to a wide range of aldehydes and amines, aromatic or aliphatic, of different electronic and steric properties. Substituted 1-aza-2-cyano-1,3-dienes were also accessible using α,β-unsaturated aldehydes as inputs.

Elusive ethynyl azides: Trapping by 1,3-dipolar cycloaddition and decomposition to cyanocarbenes

Although they decompose rapidly to produce cyanocarbenes, ethynyl azides were generated from (chloroethynyl)arenes and trapped for the first time by 1,3-dipolar cycloaddition at cyclooctyne.