119971-04-9

Basic information

• Product Name: N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine
• Synonyms: N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine
• CAS NO: 119971-04-9
• Molecular Weight: 285.389
• Mol File: 119971-04-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine(119971-04-9)
• EPA Substance Registry System: N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine(119971-04-9)

Safety Data

• Hazardous Substances Data: 119971-04-9(Hazardous Substances Data)

Upstream product

• 2051-90-3 Dichlorodiphenylmethane 
• 87-62-7 2,6-dimethylaniline 
• 71-43-2 benzene 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 595-89-1 Tetraphenyllead 
• 100-52-7 benzaldehyde 
• 76193-83-4 N-2,6-dimethylphenylbenzaldehyde imine 
• 576-26-1 2.6-dimethylphenol 
• 1013-88-3 Benzophenone imine 
• 252573-81-2 2,5-dimethylphenyl nonaflate 
• 6781-98-2 2,6-dimethyl-1-chlorobenzene 
• 119-61-9 benzophenone 
• 92917-43-6 2,6-dimethyl-N-(diphenylmethyl)aniline 

Relevant articles and documents

Synthesis of Sterically Hindered Imines

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Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines

Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)2 or Pd(PPh3)4 to afford imines and/or α-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas α-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/α-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or α-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.

Palladium-Catalyzed Amination of Aryl Nonaflates

The first detailed study of the palladium-catalyzed amination of aryl nonaflates is reported. Use of ligands 2-4 and 6 allows for the catalytic amination of electron-rich and -neutral aryl nonaflates with both primary and secondary amines. With use of Xantphos 5, the catalytic amination of a variety of functionalized aryl nonaflates resulted in excellent yields of anilines; even 2-carboxymethyl aryl nonaflate is effectively coupled with a primary alkylamine. Moderate yields were obtained when coupling halo-aryl nonaflates with a variety of amines, where in most cases the aryl nonaflate reacted in preference to the aryl halide. Overall, aryl nonaflates are an effective alternative to triflates in palladium-catalyzed C-N bond-forming processes due to their increased stability under the reaction conditions.