2-(2,4-Difluorophenyl)-5-methylpyridine

CAS Number 583052-21-5

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

2-(2,4-Difluorophenyl)-5-methylpyridine MSDS

2-(2,4-Difluorophenyl)-5-methylpyridine CAS 583052-21-5

A difluorinated heterocyclic building block

As cyclometalating ligand to form coordinative complexes in application of OLEDs, DSSCs and photocatalysis reactions

Specifications | MSDS | Literature and Reviews

2-(2,4-Difluorophenyl)-5-methylpyridine (DFPMPy), CAS number 583052-21-5, is a difluorinated heterocyclic derivative of arylpyridine with enhanced solubility by the methyl group. DFPMPy is often used as a cyclometalating ligand with the nitrogen electron lone pair and the delocalized π-electron cloud in the benzene ring being coordinated to a metal centre. The metal-ligand complexes have demonstrated excellent photocatalytic capability in visible-light photoredox reactions. During the photoredox process, an electron migrates from the metal centre to the ligands, also known as metal-ligand charge transfer (MLCT) after irradiation as the complex reaches the excited state. After the single-electron transfer, the excited complex regains an electron from another reagent and restart the photoredox catalytic cycle.

These complexes are also synthesized for light-emitting electrochemical cells with photoluminescent quantum yield up to 93%. The fluorine-substituents lower the highest occupied molecular orbital (HOMO) energy level resulting shifts in the emission spectrum. Arylpyridine-iridium complexes are widely investigated in water splitting to generate hydrogen. As photosensitizers, these complexes are also used in dye-sensitized solar cells (DSSCs).

Multiple functional groups

For facile synthesis

Fluorinated phenylpyridine building block

For drug discoveries, solar cells, and photocatalists

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	583052-21-5
Chemical Formula	C₁₂H₉F₂N
Full Name	2-(2,4-Difluorophenyl)-5-methylpyridine
Molecular Weight	205.21 g/mol
Synonyms	DFPMPy
Classification / Family	Pyridine derivatives, Fluorinated building blocks, Heterocyclic building block, Dyes, DSSCs, Photocatalyst ligands, OLEDs

Chemical Structure

Product Details

Purity	>97%
Melting Point	T_m = 55 °C
Appearance	White/off-white to yellow to light brown powder/crystal

MSDS Documentation

2-(2,4-Difluorophenyl)-5-methylpyridine MSDS Sheet

Literature and Reviews

Visible light driven generation and alkyne insertion reactions of stable bis-cyclometalated Pt(IV) hydrides, D. Poveda et al., Chem. Sci., 11, 12095–12102(2020); DOI: 10.1039/d0sc04879h.
Cationic iridium (III) complexes bearing ancillary 2,5-dipyridyl(pyrazine) (2,5-dpp) and 2,2’:5’,2’’- terpyridine (2,5-tpy) ligands: synthesis, optoelectronic characterization and light-emitting electrochemical cells, K. Hasan et al.,
Dalton Trans., 43, 13672-13682(2014); DOI: 10.1039/C4DT02100B.
Generation of phosphoranyl radicals via photoredox catalysis enables voltage−independent activation of strong C−O bonds, E. Stache et al., ACS Catal., 8(12), 11134–11139(2018); DOI: 10.1021/acscatal.8b03592.

Intimate electronic coupling in cationic homodimeric iridium(III) complexes, A. Soliman et al., Dalton Trans., 41, 9382(2012); DOI: 10.1039/c2dt30836c.
Merging photoredox and nickel catalysis: decarboxylative cross-coupling of carboxylic acid with vinyl halides, A. Noble et al., J. Am. Chem. Soc., 137, 624-627(2015); DOI: 10.1021/ja511913h.
Recent advances in synthesis of molecular heteroleptic osmium and iridium phosphorescent emitters, M. Buil et al., Eur. J. Inorg. Chem., 2021(46), 4731–4761(2021); DOI: 10.1002/ejic.202100663.
Intermolecular crossed [2+2] cycloaddition promoted by visible-light triplet photosensitization: expedient access to polysubstituted 2-oxaspiro[3.3]heptanes, P. Murray et al., J. Am. Chem. Soc., 143(10), 4055–4063(2021); DOI:10.1021/jacs.1c01173.
The transformation and storage of solar energy: progress towards visible-light induced water splitting, E. Cline et al., Chimia, 63, 709-713(2009); DOI: 10.2533/chimia.2008.709.
Tuning the emission of cationic iridium(III) complexes towards the red through methoxy substitution of the cyclometalating ligand, K. Hasan et al., Sci. Rep., 5, 12325(2015); DOI: 10.1038/srep12325.