127598-85-0

Basic information

• Product Name: N,N-dimethyl-4-{[(4-methylphenyl)amino]methyl}aniline
• Synonyms: N,N-dimethyl-4-{[(4-methylphenyl)amino]methyl}aniline
• CAS NO: 127598-85-0
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.3434
• Mol File: 127598-85-0.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-dimethyl-4-{[(4-methylphenyl)amino]methyl}aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-4-{[(4-methylphenyl)amino]methyl}aniline(127598-85-0)
• EPA Substance Registry System: N,N-dimethyl-4-{[(4-methylphenyl)amino]methyl}aniline(127598-85-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 127598-85-0(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 540-23-8 p-toluidine hydrochloride 
• 17087-90-0 N-(4-dimethylaminobenzylidene)-p-toluidine 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 1260501-57-2 C₁₆H₁₈N₂O 

Downstream Products

• 860751-44-6 N-(4-dimethylamino-benzyl)-N-p-tolyl-carbamonitrile 
• 101-61-1 4,4'-methylene-bis(N,N-dimethylaniline) 
• 83322-98-9 (4-amino-phenyl)-(4-dimethylamino-phenyl)-methane 
• 53477-27-3 4-<4-(N,N-Dimethylamino)benzyl>-N-methylaniline 
• 106-49-0 p-toluidine 
• 1555-67-5 N,N-di(2-cyanoethyl)-4-methylaniline 
• 400857-77-4 N'-(2,6-diisopropylphenyl)-N-[(4-dimethylaminophenyl)methyl]-N-(4-methylphenyl)urea 

Relevant articles and documents

Simple electrochemical reduction of nitrones to amines

The use of electricity allows the reduction of nitrones containing aromatic and heteroaromatic rings to the corresponding amines. The main advantage of this protocol relies on the fact that only electrons are needed, avoiding the use of different chemical

Five-Coordinate Low-Spin {FeNO}7 PNP Pincer Complexes

The synthesis and characterization of air-stable cationic mono nitrosonium Fe(I) PNP pincer complexes of the type [Fe(PNP)(NO)Cl]+ are described. These complexes are obtained via direct nitroslyation of [Fe(PNP)Cl2] with nitric oxide at ambient pressure. On the basis of magnetic and EPR measurements as well as DFT calculations, these compounds were found to adopt a low-spin d7 configuration and feature a nearly linear bound NO ligand suggesting FeINO+ rather than FeIINO? character. X-ray structures of all nitrosonium Fe(I) PNP complexes are presented. Preliminary investigations reveal that [Fe(PNPNH-iPr)(NO)(Cl)]+ efficiently catalyzes the conversion of primary alcohols and aromatic and benzylic amines to yield mono N-alkylated amines in good isolated yields.

A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC-Fe(0) Complex

A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)4, works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle.