521958-77-0

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be incorporated into the development of new drugs and pesticides, enhancing their efficacy and properties.
Used in Fragrance Industry:
2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE, known as Moscatone, is used as a fragrance ingredient in various perfumes and personal care products. Its distinct scent profile adds depth and complexity to fragrance formulations, making it a valuable component in the creation of unique and appealing scents.
Used in Dye Manufacturing:
In the dye industry, 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE is used as a key intermediate in the production of various dyes. Its chemical properties enable the creation of dyes with specific color characteristics and improved performance in different applications.
Used in Polymer Production:
2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE is utilized in the manufacturing of polymers, where it serves as a monomer or a building block for the synthesis of polymers with specific properties. Its incorporation into polymer structures can enhance their stability, durability, and other desirable characteristics.
Used in Other Industrial Applications:
Beyond the aforementioned industries, 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE also finds use in various other industrial applications. Its versatility and unique chemical properties make it a valuable component in the development of new materials and products across different sectors.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 27060-75-9 4-bromo-3-methylanisole 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 823-96-1 Trimethylboroxine 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 124-38-9 carbon dioxide 
• 6063-88-3 methoxydimethylaluminium 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 208399-66-0 4-methoxy-2-methylphenyl boronic acid 

Relevant academic research and scientific papers

Rhoda-Electrocatalyzed C?H Methylation and Paired Electrocatalyzed C?H Ethylation and Propylation

The use of electricity over traditional stoichiometric oxidants is a promising strategy for sustainable molecular assembly. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkylation of several N-heteroarenes. This catalytic approach has been successfully applied to several arenes, including biologically relevant purines, diazepam, and amino acids. The versatile C?H alkylation featured water as a co-solvent and user-friendly trifluoroborates as alkylating agents. Finally, the rhoda-electrocatalysis with unsaturated organotrifluoroborates proceeded by paired electrolysis.

Rh(III)-catalyzed C-H alkylation of arenes using alkylboron reagents

Rhodium(III)-catalyzed direct alkylation of arenes using commercially available alkyltrifluoroborates is disclosed. Oximes, heteroarenes, azomethines, N-nitrosoamines, and amides are viable directing groups to entail this transformation. The alkyl group in the boron reagent can be extended to primary alkyls, benzyl, and cycloalkyls, and the reaction proceeded with controllable mono- and dialkylation selectivity when both ortho C-H sites are accessible.

Structure-property relationships based on Hammett constants in cyclometalated iridium(iii) complexes: Their application to the design of a fluorine-free FIrPic-like emitter

While phosphorescent cyclometalated iridium(iii) complexes have been widely studied, only correlations between oxidation potential EOX and Hammett constant σ, and between the redox gap (ΔEREDOX = EOX - ERED) and emission or absorption wavelength (λabs, λem) have been reported. We present now a quantitative model based on Hammett parameters that rationalizes the effect of the substituents on the properties of cyclometalated iridium(iii) complexes. This simple model allows predicting the apparent redox potentials as well as the electrochemical gap of homoleptic complexes based on phenylpyridine ligands with good accuracy. In particular, the model accounts for the unequal effect of the substituents on both the HOMO and the LUMO energy levels. Consequently, the model is used to anticipate the emission maxima of the corresponding complexes with improved reliability. We demonstrate in a series of phenylpyridine emitters that electron-donating groups can effectively replace electron-withdrawing substituents on the orthometallated phenyl to induce a blue shift of the emission. This result is in contrast with the common approach that uses fluorine to blue shift the emission maximum. Finally, as a proof of concept, we used electron-donating substituents to design a new fluorine-free complex, referred to as EB343, matching the various properties, namely oxidation and reduction potentials, electrochemical gap and emission profile, of the standard sky-blue emitter FIrPic.

Rhodium(I)-catalyzed direct carboxylation of arenes with CO2 via chelation-assisted C-H bond activation

Rh-catalyzed direct carboxylation of unactivated aryl C-H bond under atmospheric pressure of carbon dioxide was realized via chelation-assisted C-H activation for the first time. Variously substituted and functionalized 2-arylpyridines and 1-arylpyrazoles underwent the carboxylation in the presence of the rhodium catalyst and a stoichiometric methylating reagent, AlMe 2(OMe), to give carboxylated products in good yields. The catalysis is proposed to consist of methylrhodium(I) species as the key intermediate, which undergoes C-H activation to afford rhodium(III), followed by reductive elimination of methane to give nucleophilic arylrhodium(I). This approach demonstrates promising application of C-H bond activation strategy in the field of carbon dioxide fixation.

TRANSITION METAL-CATALYZED ALKYLATION OF C-H BONDS WITH ORGANOBORON REAGENTS

One aspect of the present invention relates to methods for functionalization of 2-arylpyridine and arylpyrazoles with organoboron reagents in the presence of a transition metal catalyst to furnish alkylated arylpyridines and arylpyrazoles via regioselective functionalization of sp2 -hybridized C-H bonds at a position ortho to the point of attachment of the pyridine or pyrazole ring to the aromatic nucleus, hi other embodiments, the present invention provides for alkylation of sp3-hybridized C-H bonds in alkylpyridines.

Palladium-catalyzed methylation of aryl C-H bond by using peroxides

A novel Pd(OAc)2-catalyzed methylation reaction by dicumyl peroxide via aryl C-H bond activation was discovered. Various 2-phenylpyridine and acetanilides can be used as reactants in these reactions. Peroxide was used as both the methylating reagent and the hydrogen acceptor. Copyright

Palladium-catalyzed alkylation of sp2 and sp3 C-H bonds with methylboroxine and alkylboronic acids: Two distinct C-H activation pathways

Palladium-catalyzed alkylations of sp2 and sp3 C-H bonds with either methylboroxine or alkylboronic acids were developed. Ag2O or AgCO3 is used as a crucial oxidant and promoter for the transmetalation step. Ether, ester, alcohol, and alkene functional groups are tolerated. A new C-H activation pathway differing from the cyclometalation process is elucidated using methylboroxine as the coupling partner. Copyright

ARYLPYRIDINE COMPOUNDS

The present invention relates to arylpyridine compounds and methods of using them.

Exploiting the versatile assembly of arylpyridine fluorophores for wavelength tuning and SAR

(Matrix presented) The facile modular assembly of polyarylpyridine fluorophores provides two important advantages in the development of fluorescent chemosensors: it allows rapid dissection of the structural requirements for fluorescent chemosensing and it allows dramatic tuning of emission wavelength by changes in a substituent remote from the binding site.