34160-14-0

Basic information

• Product Name: N-(4-methylphenyl)-2-methylaniline
• Synonyms: N-(4-methylphenyl)-2-methylaniline
• CAS NO: 34160-14-0
• Molecular Weight: 197.28
• Mol File: 34160-14-0.mol
• Article Data: 34

Chemical Properties

• CAS DataBase Reference: N-(4-methylphenyl)-2-methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methylphenyl)-2-methylaniline(34160-14-0)
• EPA Substance Registry System: N-(4-methylphenyl)-2-methylaniline(34160-14-0)

Safety Data

• Hazardous Substances Data: 34160-14-0(Hazardous Substances Data)

Upstream product

• 615-37-2 ortho-methylphenyl iodide 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 108-88-3 toluene 
• 95-49-8 2-methylchlorobenzene 
• 106-49-0 p-toluidine 
• 95-46-5 2-methylphenyl bromide 
• 106-43-4 para-chlorotoluene 
• 95-53-4 o-toluidine 
• 106-44-5 p-cresol 
• 624-31-7 4-tolyl iodide 
• 2101-86-2 p-methylazidobenzene 
• 88-72-2 1-methyl-2-nitrobenzene 
• 5720-05-8 4-methylphenylboronic acid 
• 95-48-7 ortho-cresol 

Downstream Products

• 613-15-0 2-methylacridine 
• 79365-09-6 2-methyl-9,10-dihydroacridine 

Relevant articles and documents

Improved Buchwald-Hartwig Amination by the Use of Lipids and Lipid Impurities

The development of green Buchwald-Hartwig aminations has long been considered challenging, due to the high sensitivity of the reaction to the environment. Here we show that food-grade and waste vegetable oils, triglycerides originating from animals, and natural waxes can serve as excellent green solvents for Buchwald-Hartwig amination. We further demonstrate that amphiphiles and trace ingredients present in triglycerides as additives have a decisive effect on the yields of Buchwald-Hartwig aminations.

Activator-Promoted Aryl Halide-Dependent Chemoselective Buchwald-Hartwig and Suzuki-Miyaura Type Cross-Coupling Reactions

Herein, we report the development of aryl halide-dependent chemoselective reactions, viz., the Buchwald-Hartwig type coupling reaction of an aryl iodide with an arylboronic acid and an aryl amine in the presence of a heterogeneous and reusable nickel catalyst and the Suzuki-Miyaura type coupling of an aryl chloride under similar conditions. Control experiments revealed that the presence of stoichiometric amounts of the phenylboronic acid/ester and aryl amine are essential for both reactions. NMR and XAFS studies suggested the formation of a boron-amine "ate"complex.

Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines

The C-N bond formation is one of the fundamental reactions in organic chemistry, because of the widespread presence of amine moieties in pharmaceuticals and biologically active compounds. Palladium-catalyzed C-N coupling of haloarenes represents one of the most efficient approaches to aromatic amines. Nitroarenes are ideal alternative electrophilic coupling partners, since they are inexpensive and readily available. The denitration and cross-coupling using nitroarenes as the electrophilic partners is challenging, because of the low reactivity of the Ar-NO2 bond toward oxidative addition. We report here the C-N coupling of nitroarenes and amines using palladium/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily available from commercial chemicals. The reaction shows broad substrate scope and functional group tolerance. The method is applicable to both aromatic and aliphatic amines, and many secondary and tertiary aromatic amines bearing various functional groups were obtained in high yields.