69567-06-2

Basic information

• Product Name: 2-[methyl(phenyl)amino]prop-2-enenitrile
• CAS NO: 69567-06-2
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.1998
• Mol File: 69567-06-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 263.7°C at 760 mmHg
• Flash Point: 107.2°C
• Density: 1.063g/cm³
• Vapor Pressure: 0.0101mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 2-[methyl(phenyl)amino]prop-2-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[methyl(phenyl)amino]prop-2-enenitrile(69567-06-2)
• EPA Substance Registry System: 2-[methyl(phenyl)amino]prop-2-enenitrile(69567-06-2)

Safety Data

• Hazardous Substances Data: 69567-06-2(Hazardous Substances Data)

Upstream product

• 107-20-0 2-chloroethanal 
• 151-50-8 potassium cyanide 
• 100-61-8 N-methylaniline 
• 36602-08-1 (N-methylanilino)acetonitrile 
• 132431-15-3 2-(N-methylanilino)-2-phenylsulfanylacetonitrile 
• 74-88-4 methyl iodide 
• 100476-42-4 3-Chloro-2-(methyl-phenyl-amino)-propionitrile 
• 97-97-2 chloroacetaldehyde dimethyl acetal 
• 2739-12-0 N-methylaniline hydrochloride 
• 50-00-0 formaldehyd 

Downstream Products

• 6303-84-0 Benzyl-(2.2-dimethylpropyl) keton 
• 69567-07-3 1,6-diphenylhexane-1,5-dione 
• 69567-08-4 (E)-1,4,6-Triphenyl-hex-5-en-2-one 
• 133500-05-7 2-N-Methylanilino-3-(2-trimethylsiloxy-5,5-dimethylcyclohexa-1,3-dienyl)propannitril 
• 57346-05-1 Bicyclo<2.2.2>octane-2,4-dione 
• 116671-39-7 1-Phenylsulfanyl-octan-3-one 
• 7018-92-0 2,5-Undecanedione 
• 1128-08-1 dihydro-cis-jasmone 
• 488-10-8 cis-jasmone 
• 4868-21-7 undec-8c-ene-2,5-dione 
• 116671-48-8 5-Phenylsulfanyl-hept-6-en-3-one 
• 108643-99-8 1-(phenylthio)-3-pentanone 
• 116671-45-5 5-Phenylsulfanyl-nonan-3-one 
• 111832-67-8 2-Ethyl-4-oxo-pentanal 

Relevant articles and documents

2-(N-Methylanilino)-2-phenylsulfanylacetonitrile, A Reagent Tested for Electrophilic, Nucleophilic, and Radical Reactions

2-(N-Methylanilino)-2-phenylsulfanylacetonitrile 1 has been readily prepared from 2-(N-methylanilino)acetonitrile and diphenyl disulfide.Alkylation of the anion of 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated α-aminoalkenenitriles of 2E-configuration.Autoxidation of 1 in the presence of alkoxide ions afforded alkyl N-methyl-N-phenylcarbamates.Nucleophilic substitution of 1 with Grignard reagent or appropriate silyl compounds were promoted by CuI or Lewis acids to give varied α-amino nitriles.The 4-oxo-2-aminonitriles 9 obtained by condensation of 1 and titanium enolates can be considered as derivatives of 1,3-dicarbonyl compounds with the aldehyde group being activated to give an amino nitrile umpolung.When 1 was treated with tributylstannane, the corresponding amino nitrile α-radical was formed and the self-coupling product was isolated.

1,5-Dicarbonyl Compounds via Michael-Addition of Deprotonated Enamines and Allylamines to 2-(N-Methylanilino) acrylonitrile

A new method for the synthesis of the title compounds by a onepot, three component, coupling reaction is described.Is consists of the reaction of a homoenolate anion and an enol cation equivalent with subsequent alkylation of an acyl-anion equivalent.Hence the methodology of Umpolung is used in a threefold manner within the reaction sequence.

Die Michael-Addition von Enolaten und Enaminaten an 2-(N-Methylanilino)-acrylonitril. Eine einfache und vielseitige Synthese von 1,4-Dicarbonyl-Verbindungen

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