65489-12-5

Basic information

• Product Name: N-(4-methoxyphenyl)-2,5-dimethylaniline
• Synonyms: N-(4-methoxyphenyl)-2,5-dimethylaniline
• CAS NO: 65489-12-5
• Molecular Weight: 227.306
• Mol File: 65489-12-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: N-(4-methoxyphenyl)-2,5-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)-2,5-dimethylaniline(65489-12-5)
• EPA Substance Registry System: N-(4-methoxyphenyl)-2,5-dimethylaniline(65489-12-5)

Safety Data

• Hazardous Substances Data: 65489-12-5(Hazardous Substances Data)

Upstream product

• 95-72-7 2-chloro-1,4-dimethyl-benzene 
• 104-94-9 4-methoxy-aniline 
• 623-12-1 4-chloromethoxybenzene 
• 95-78-3 2,5-Dimethylaniline 
• 553-94-6 4-bromo-m-xylene 
• 1122-42-5 2-iodo-p-xylene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 62789-50-8 N-(2,5-dimethylphenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Nickel-catalyzed amination of aryl chlorides

Aryl chlorides are converted to aniline derivatives using catalytic amounts of Ni(COD)2 (COD = 1,5-cyclooctadiene) and DPPF (DPPF = 1,1'- bis(diphenylphosphino)ferrocene) or 1,10-phenanthroline in the presence of sodium tert-butoxide. This procedure has a broad substrate scope: electron- rich or electron-poor aryl chlorides, as well as chloropyridine derivatives, can be combined with primary and secondary amines to give the desired aryl amine products in moderate to excellent yields. Additionally, a procedure which utilizes the air-stable precatalysts (DPPF)NiCl2 or (1,10- phenanthroline)NiCl2 is also described.

Ni(4?Tbustb)3: A robust 16-electron Ni(0) olefin complex for catalysis

Sixteen-electron Ni(0) complexes bearing trans-stilbene derivative ligands have been shown to display a high degree of stability toward oxidation in the solid state. A structural analysis of a unique family of tris Ni(0) stilbene complexes revealed a remarkable effect of the steric hindrance of the substituents at the para position of the stilbene unit to temperature, oxidation, and degradation in solution. From these analyses, Ni(4?tBustb)3 arose as a long-term air-, bench-. and temperature-stable Ni(0) complex. Importantly, Ni(4?tBustb)3 presents faster kinetic profiles and a broader scope as a Ni(0) source, thus outperforming the previously described Ni(4?CF3stb)3 in a variety of relevant Ni-catalyzed transformations.

A highly active catalyst for Pd-catalyzed amination reactions: Cross-coupling reactions using aryl mesylates and the highly selective monoarylation of primary amines using aryl chlorides

A catalyst system based on a new biarylmonophosphine ligand (BrettPhos) that shows excellent reactivity for C-N cross-coupling reactions is reported. This catalyst system enables the use of aryl mesylates as a coupling partner in C-N bond-forming reactions. Additionally, the use of BrettPhos permits the highly selective monoarylation of an array of primary aliphatic amines and anilines at low catalyst loadings and with fast reaction times, including the first monoarylation of methylamine. Lastly, oxidative addition complexes of BrettPhos are included, which provide insight into the origin of reactivity for this system. Copyright