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

Description

(2Z)-phenyl(phenylimino)ethanenitrile is a chemical compound with the molecular formula C14H10N2. It is a nitrile derivative characterized by a benzene ring substituted with a phenylimino group and a nitrile group attached to an ethane chain. (2Z)-phenyl(phenylimino)ethanenitrile is known for its dark yellow or orange solid appearance and has a molecular weight of 210.24 g/mol.

Uses

Used in Organic Synthesis:
(2Z)-phenyl(phenylimino)ethanenitrile is utilized as a key intermediate in various organic synthesis reactions. Its unique structure allows it to participate in a range of chemical transformations, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Production:
(2Z)-phenyl(phenylimino)ethanenitrile serves as a building block in the production of pharmaceuticals. Its presence in drug formulations can be attributed to its ability to form essential molecular structures that contribute to the therapeutic effects of medications.
Used in Agrochemicals:
(2Z)-phenyl(phenylimino)ethanenitrile is also employed in the development of agrochemicals. Its role in this industry is linked to its capacity to create molecules with specific properties that can be used in agricultural applications, such as pest control or crop protection.
Used in Materials Science:
(2Z)-phenyl(phenylimino)ethanenitrile may have potential applications in materials science, where its structural features could be leveraged to develop new materials with unique properties for various uses.
Used in Industrial Manufacturing Processes:
(2Z)-phenyl(phenylimino)ethanenitrile could be integrated into industrial manufacturing processes, where its chemical properties might be harnessed to improve the production of certain goods or to create novel products with specific characteristics.

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 
• 4686-15-1 β-Anilino-α-phenylcinnamonitrile 
• 613-90-1 benzoyl cyanide 
• 62-53-3 aniline 
• 65-85-0 benzoic acid 
• 7510-33-0 N,N'-diphenyl-1,2-diphenylethane-1,2-diimine 
• 134-81-6 benzil 
• 1363411-26-0 C₂₅H₂₂N₂O₂ 
• 1363411-10-2 methyl 4-cyano-2-methylene-4-phenyl-4-(phenylamino)butanoate 
• 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 

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.