521958-77-0

Basic information

• Product Name: 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE
• Synonyms: 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE
• CAS NO: 521958-77-0
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.25
• Mol File: 521958-77-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 311.7±30.0 °C(Predicted)
• Appearance: /
• Density: 1.058±0.06 g/cm3(Predicted)
• PKA: 5.29±0.25(Predicted)
• CAS DataBase Reference: 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE(521958-77-0)
• EPA Substance Registry System: 2-(4-METHOXY-2-METHYL-PHENYL)-PYRIDINE(521958-77-0)

Safety Data

• Hazardous Substances Data: 521958-77-0(Hazardous Substances Data)

Usage

General Description

2-(4-Methoxy-2-methyl-phenyl)-pyridine is a chemical compound with the molecular formula C13H13NO. It is a yellowish liquid with a molecular weight of 199.25 g/mol. This chemical is used in the synthesis of pharmaceuticals and agrochemicals as a building block. It is also known by the trade name Moscatone and is used as a fragrance ingredient in various perfumes and personal care products. Additionally, it is used in the manufacturing of dyes, polymers, and other industrial products.

Upstream product

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Relevant articles and documents

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.

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.

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.