24215-01-8

Basic information

• Product Name: Benzenamine, N-(diphenylmethylene)-4-methyl-
• Synonyms: N-(diphenyl methylene)-4-methylaniline;N-diphenylmethylen-4-methylphenylamine;Benzenamine,N-(diphenylmethylene)-4-methyl;N-(diphenylmethylene)-p-toluidine;1-(diphenylmethylene)-2-p-tolylhydrazine;N-benzhydrylidene-p-toluidine
• CAS NO: 24215-01-8
• Molecular Formula: C20H17N
• Molecular Weight: 271.362
• Mol File: 24215-01-8.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-(diphenylmethylene)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-(diphenylmethylene)-4-methyl-(24215-01-8)
• EPA Substance Registry System: Benzenamine, N-(diphenylmethylene)-4-methyl-(24215-01-8)

Safety Data

• Hazardous Substances Data: 24215-01-8(Hazardous Substances Data)

Upstream product

• 119-61-9 benzophenone 
• 106-49-0 p-toluidine 
• 1013-88-3 Benzophenone imine 
• 106-38-7 para-bromotoluene 
• 5720-05-8 4-methylphenylboronic acid 
• 622-58-2 p-Tolylisocyanate 
• 78602-55-8 (E)-(4-methylphenyl)methanethial S-oxide 
• 3085-54-9 N-(4-methylphenyl)formamide 
• 7175-47-5 4-methylphenyl isocyanide 
• 595-89-1 Tetraphenyllead 
• 53060-12-1 diphenyl-p-tolylmethylamine 
• 16188-40-2 N-(4-methylphenyl)-1,1,1-trichloromethanesulfenamide 
• 1450-31-3 Thiobenzophenon 
• 15795-42-3 N-sulfinyl-4-methylaniline 

Downstream Products

• 76056-06-9 4-methyl-N-diphenylmethylaniline 
• 5110-46-3 2-chloro-2,2-diphenyl-N-p-tolyl-acetimidoyl chloride 
• 119-61-9 benzophenone 
• 106-49-0 p-toluidine 
• 1350477-39-2 C₂₁H₁₈N₂ 

Relevant articles and documents

High turnover number and rapid, room-temperature amination of chloroarenes using saturated carbene ligands

Pd(dba)2, 0.02-2 mol% Ligand 1, 0.08-2 mol% ArCl + NHRR′ → Ar-NRR′ NaO-t Bu, DME Ar = unactivated aryl, rt-100°C (71%-quant.) heteroaryl NHRR′ = 1° and 2° aryl; 2° acyclic and cyclic alkyl; imino A catalytic system for the mild amination of aryl chlorides is described. This system consists of a Pd(0) precursor and a dihydroimidazoline carbene ligand, which is generated in situ from its protonated tetrafluoroborate salt (2). Using this catalyst, aryl and heteroaryl chlorides react with secondary amines and anilines within hours at room temperature. Turnover numbers as high as 5000 are obtained at elevated temperatures for reaction of morpholine with an unactivated aryl chloride.

Catalytic Imido-Transfer Reactions of Well-Defined Silica-Supported Titanium Imido Complexes Prepared via Surface Organometallic Chemistry

We expand the series of well-defined silica-supported titanium imido complexes of general formula (SiO)Ti(═NtBu)X(py)n prepared via surface organometallic chemistry in order to analyze the effect of the X ligand on their catalytic properties. Two new surface complexes, (SiO)Ti(═NtBu)Cl(py)2 (2s) and (SiO)Ti(═NtBu)Cp(py) (3s), have been prepared and characterized with physicochemical techniques, and their performance in oxo/imido heterometathesis and other catalytic imido-transfer reactions has been studied and compared to that of the previously reported catalyst (SiO)Ti(═NtBu)(Me2Pyr)(py)2 (1s; Me2Pyr = 2,5-dimethylpyrrolyl).

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.