149399-58-6

Basic information

• Product Name: N-(4-Methoxyphenyl)-N-MethylaMinoacetonitrile
• Synonyms: N-(4-Methoxyphenyl)-N-MethylaMinoacetonitrile
• CAS NO: 149399-58-6
• Molecular Formula: C₁₀H₁₂N₂O
• Molecular Weight: 176.21508
• Mol File: 149399-58-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 326.4±27.0 °C(Predicted)
• Appearance: /
• Density: 1.092±0.06 g/cm3(Predicted)
• PKA: 2.41±0.50(Predicted)
• CAS DataBase Reference: N-(4-Methoxyphenyl)-N-MethylaMinoacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Methoxyphenyl)-N-MethylaMinoacetonitrile(149399-58-6)
• EPA Substance Registry System: N-(4-Methoxyphenyl)-N-MethylaMinoacetonitrile(149399-58-6)

Safety Data

• Hazardous Substances Data: 149399-58-6(Hazardous Substances Data)

Upstream product

• 613-90-1 benzoyl cyanide 
• 701-56-4 4-methoxy-N,N-dimethylanilne 
• 143-33-9 sodium cyanide 
• 773837-37-9 sodium cyanide 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 68-12-2 N,N-dimethyl-formamide 
• 5961-59-1 N-methyl-N-(4-methoxyphenyl)amine 
• 333-20-0 potassium thioacyanate 

Relevant articles and documents

Iron-Catalyzed Oxidation of 4-Substituted N,N-Dimethylanilines with Molecular Oxygen in the Presence of Benzoyl Cyanide

The oxidation of 4-substituted N,N-dimethylanilines with molecular oxygen using a catalytic amount of iron(III) chloride efficiently proceeded in the presence of benzoyl cyanide to give the corresponding N-cyanomethyl-N-methylanilines along with N-methylformanilides.

A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones

A metal-free protocol of direct C(sp3)-H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent on the substrates: (1) a free radical case for alkanes and ethers and (2) an oxidative case for tertiary amines.

Seven-coordinated chiral uranyl(VI) salen complex as effective catalyst for C–H bond activation of dialkylanilines under visible light

A new chiral uranyl(VI) complex incorporating a tetradentate salen ligand is reported. The synthesized uranyl complex is studied by microanalyses, spectroscopic and X-ray diffraction studies. The structural studies reveal a slightly distorted pentagonal bipyramid coordination environment around uranyl ion. Interestingly, the uranyl complex was found to be potential visible light active catalyst for C–H bond functionalization of dialkylanilines, and afforded moderate to excellent yield of corresponding α-aminonitriles when exposed to visible light for 8?h in the presence of NaCN and acetic acid as cyanide source, and H2O2as oxidant.

Potassium thiocyanate as source of cyanide for the oxidative α-cyanation of tertiary amines

Oxidation at the sulfur of the safe-to-handle potassium thiocyanate releases cyanide units that are trapped in the presence of co-oxidized tertiary amines to form α-amino nitriles. These cyanations work in aqueous solutions and do not require a catalyst,