31309-58-7

Basic information

• Product Name: N-methyl-N-((pyridine-2-yl)methyl)benzeneamine
• Synonyms: N-methyl-N-((pyridine-2-yl)methyl)benzeneamine
• CAS NO: 31309-58-7
• Molecular Weight: 198.268
• Mol File: 31309-58-7.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: N-methyl-N-((pyridine-2-yl)methyl)benzeneamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-N-((pyridine-2-yl)methyl)benzeneamine(31309-58-7)
• EPA Substance Registry System: N-methyl-N-((pyridine-2-yl)methyl)benzeneamine(31309-58-7)

Safety Data

• Hazardous Substances Data: 31309-58-7(Hazardous Substances Data)

Upstream product

• 586-98-1 2-Hydroxymethylpyridine 
• 100-61-8 N-methylaniline 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 50-00-0 formaldehyd 
• 4329-81-1 N-phenylpyridine-2-methylamine 
• 57785-86-1 pyridin-2-yl tosylate 
• 142-08-5 2-hydroxypyridin 
• 74-88-4 methyl iodide 
• 7032-25-9 2-(phenyliminomethyl)pyridine 
• 1121-60-4 pyridine-2-carbaldehyde 
• 62-53-3 aniline 
• 4377-33-7 2-chloromethylpyridine 
• 36602-08-1 (N-methylanilino)acetonitrile 
• 74-86-2 acetylene 

Relevant articles and documents

Synthesis, structural characterization and MMA polymerization studies of dimeric 5-coordinate copper(II), cadmium(II), and monomeric 4-coordinate zinc(II) complexes supported by N-methyl-N-((pyridine-2-yl)methyl)benzeneamine

Copper(II), cadmium(II) and zinc(II) complexes containing N-methyl-N-((pyridine-2-yl)methyl)benzeneamine (npmb) ligand have been synthesized and characterized by X-ray crystallography. Molecular structures of Cu(II) and Cd(II) complexes revealed dimeric structures with square pyramidal and distorted trigonal bipyramidal geometries, respectively, involving two nitrogen atoms, two bridged and one terminal halogen ligands. However, the monomeric Zn(II) complex showed a distorted tetrahedral geometry around the Zn centre. [(npmb)ZnCl2] exhibited the higher catalytic activity (2.88 × 104 g PMMA/molZn·h) for the polymerization of methyl methacrylate (MMA) in the presence of modified methylaluminoxane (MMAO) at 60 °C and yielded high molecular weight (11.1 g/mol × 105) syndiotactic-enriched poly(methylmethacrylate) (PMMA) compared to its Cu(II) and Cd(II) analogues.

Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives

A di-(2-pyridylmethyl)phenylamine ((PyCH2)2NPh) supported Cu(ii)/O2 catalytic system was explored with the synthesis of pyridylmethyl-based compounds of carboxylate (PyCOOH), amide (PyC(O)NHPh), and imine (PyCHNPh) from the oxidative N-dealkylation of N-(2-pyridylmethyl)phenylamine (PyCH2NHPh) and its derivatives, by means of controlling the addition of a base and/or water to the reaction system under a dioxygen atmosphere at room temperature. Experimental studies showed that the imine and amide species could be precursors in succession in the way to the final oxidation state of carboxylates. A cyclic catalytic mechanism was proposed including the base triggered C-H bond activation of the 2-pyridylmethyl group (PyCH2-) and the intermolecular Cu-OOH α-hydrogen atom abstraction from the coordinated imine substrate (PyCHNPh).

Coupling of C(sp3)-H bonds with C(sp2)-O electrophiles: mild, general and selective

Herein is reported the mild and general coupling of amine/ether C(sp3)-H bonds with various kinds of C(sp2)-O electrophiles with high selectivity and efficiency. Valuable allylic/benzylic amines are generated in moderate to excellent yields. The utility of this transformation is demonstrated by a broad substrate scope (>50 examples), good functional group tolerance and facile product modification.