1346254-10-1

Basic information

• Product Name: 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenol
• Synonyms: 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenol
• CAS NO: 1346254-10-1
• Molecular Weight: 332.445
• Mol File: 1346254-10-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenol(1346254-10-1)
• EPA Substance Registry System: 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenol(1346254-10-1)

Safety Data

• Hazardous Substances Data: 1346254-10-1(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 19198-87-9 1-phenyl-N-(pyridin-2-ylmethylene)methanamine 
• 50-00-0 formaldehyd 
• 18081-89-5 2-(N-benzylaminomethyl)pyridine 
• 105-67-9 2,4-Xylenol 
• 1121-60-4 pyridine-2-carbaldehyde 

Downstream Products

• 1346254-05-4 (3,5-di-tert-butyl-catecholato)(2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-dimethylphenolato)(methanol)iron(III) 

Relevant articles and documents

Functional models for enzyme-substrate adducts of catechol dioxygenase enzymes: The Lewis basicity of facially coordinating tridentate phenolate ligands tunes the rate of dioxygenation and product selectivity

A few iron(III) 3,5-di-tert-butylcatecholate (DBC2-) adducts of the type [Fe(L)(DBC)(CH3OH)], where L is a tridentate substituted monophenolate ligand such as 2-((N-benzylpyrid-2-ylmethylamino)methyl)phenol (H(L1)), 2-((N-benzylpyrid-2-ylmethylamino)-methyl)-4,6-dimethylphenol (H(L2)), 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4,6-di-tert-butylphenol (H(L3)) and 2-((N-benzylpyrid-2-ylmethylamino)methyl)-4-nitrophenol (H(L4)), have been isolated and characterized by elemental and ESI-MS analysis. The spectral and electrochemical properties and dioxygenase activities of the adducts have been studied in methanol solution. Upon varying the substituents on the phenolate ring from electron-releasing to electron-withdrawing, the redox potential of DBSQ/DBC2- couple is shifted to a more positive value indicating an increase in covalency of iron(III)-catecholate bonds. All the complexes elicit cleavage of DBC2- using molecular oxygen to afford both intra- (I) and extradiol (E) cleavage products with the product selectivity (E/I) varying in the range 0.3-1.9. Interestingly, the incorporation of electron-withdrawing substituents facilitates the regioselective extradiol cleavage of catechol while that of electron-releasing substituents facilitate the regioselective intradiol cleavage.