1033002-91-3

Basic information

• Product Name: N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methylphenyl)]-aminomethylpyridine
• Synonyms: N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methylphenyl)]-aminomethylpyridine
• CAS NO: 1033002-91-3
• Molecular Weight: 460.66
• Mol File: 1033002-91-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methylphenyl)]-aminomethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methylphenyl)]-aminomethylpyridine(1033002-91-3)
• EPA Substance Registry System: N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methylphenyl)]-aminomethylpyridine(1033002-91-3)

Safety Data

• Hazardous Substances Data: 1033002-91-3(Hazardous Substances Data)

Upstream product

• 3731-51-9 2-(Aminomethyl)pyridine 
• 50-00-0 formaldehyd 
• 2409-55-4 2-tert-Butyl-4-methylphenol 

Relevant articles and documents

Structural and functional mimic of galactose oxidase by a copper complex of a sterically demanding [N2O2] ligand

A structural and functional mimic of the galactose oxidase (GOase) enzyme active-site by a copper complex supported over a sterically demanding ligand having [N2O2] donor sites is reported. Specifically, the binding of the histidine (496 and 581) and tyrosine (272 and 495) residues to the copper center in a square-pyramidal fashion in the active-site of galactose oxidase (GOase) enzyme has been modeled in a copper complex, {[(3-tert-butyl-5-methyl-2-hydoxybenzyl)(3′-tert-butyl-5′-methyl- 2′-oxobenzyl)(2-pyridylmethyl)]amine}Cu(OAc)} (1b), stabilized over a sterically demanding ligand in which the two phenolate-O atoms mimicked the tyrosine binding while an amine-N and pyridyl-N atoms emulated the histidine binding to the metal center, similar to that in the enzyme active-site. Furthermore, the copper complex 1b is found to be an effective functional model of the enzyme as it efficiently catalyzed the chemoselective oxidation of primary alcohols to aldehydes in high turnover numbers under ambient conditions. An insight into the nature of the active-species was obtained by EPR and CV studies, which in conjunction with the DFT studies, revealed that the active-species is an anti-ferromagnetically coupled diamagnetic radical cation, 11b+, obtained by one electron oxidation at the equatorial phenolate-O atom of the ligand in the 1b complex. The Royal Society of Chemistry.

Influence of the pendant arm in deoxydehydration catalyzed by dioxomolybdenum complexes supported by amine bisphenolate ligands

Dioxomolybdenum complexes supported by aminebisphenolate ligands were evaluated for their potential in catalyzing the deoxydehydration (DODH) reaction to establish structure-activity relationships. The nature of the pendant arm in these aminebisphenolate ligands was found to be crucial in determining reactivity in the deoxydehydration of styrene glycol (1-phenyl-1,2-ethanediol) to styrene. Pendant arms bearing strongly coordinating N-based groups such as pyridyl or amino substituents were found to hinder activity while those bearing non-coordinating pendant arms (benzyl) or even weakly coordinating groups (an ether) resulted in up to 6 fold enhancement in catalytic activity. A dioxomolybdenum complex featuring an aminemonophenolate ligand derived from the aminebisphenolate skeleton also resulted in similar yield enhancements. Although aromatic solvents were found to be ideal for performing these catalytic reactions, polar solvents such as N,N-dimethylformamide (DMF) and N,N′-dimethylpropyleneurea (DMPU) were also suitable. The catalyst was found to maintain its structural integrity under the optimized conditions and could be recycled for a second catalytic run without loss of activity. With the activated substrate meso-hydrobenzoin, trans-stilbene was obtained in a 56% yield at 220 °C along with benzaldehyde (71%) suggesting that the diol is a competing reductant under these conditions. This journal is

Accelerated syntheses of amine-bis(phenol) ligands in polyethylene glycol or "on water" under microwave irradiation

Pure amine-bis(phenol) ligands are readily accessible in high yield, often >90%, when the Mannich condensation reactions are performed "on water" or in poly(ethyleneglycol) (PEG). Microwave-assisted synthesis dramatically reduces the time and energy required to prepare these molecules, typically from 24 h to 5 min. The approach seems to be widely applicable (7 amines and 5 phenols were tested to yield a diverse set of bis(phenol) ligands). Significant improvements in yield were observed for ligands derived from di-tert-amyl and di-tert-butyl phenols, possibly resulting from a hydrophobic effect. Single crystal X-ray diffraction data for the ligand derived from p-cresol and N,N-dimethylethylenediamine is reported.