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CAS Number 583052-21-5

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

Product Code B1911-LT-1g
Price $163 ex. VAT

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A difluorinated heterocyclic building block

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

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

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated phenylpyridine building block

For drug discoveries, solar cells, and photocatalists

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High purity 583052-21-5

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

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

Product Details

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

MSDS Documentation

2-(2,4-Difluorophenyl)-5-methylpyridine2-(2,4-Difluorophenyl)-5-methylpyridine MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. Intimate electronic coupling in cationic homodimeric iridium(III) complexes, A. Soliman et al., Dalton Trans., 41, 9382(2012); DOI: 10.1039/c2dt30836c.
  5. 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.
  6. 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.
  7. 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.
  8. 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.
  9. 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.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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