2-(2,4-Difluorophenyl)pyridine

Base Information

• Chemical Name: 2-(2,4-Difluorophenyl)pyridine
• CAS No.: 391604-55-0
• Molecular Formula: C11H7F2N
• Molecular Weight: 191.18
• Hs Code.: 29333990
• European Community (EC) Number: 846-351-0
• DSSTox Substance ID: DTXSID80460401
• Nikkaji Number: J1.653.373D
• Mol file: 391604-55-0.mol

Synonyms:2-(2,4-Difluorophenyl)pyridine;391604-55-0;2-(2,4-difluoro-phenyl)-pyridine;MFCD07787526;Pyridine, 2-(2,4-difluorophenyl)-;4,6-difluorophenylpyridine;SCHEMBL514547;DTXSID80460401;SSABEFIRGJISFH-UHFFFAOYSA-N;BCP12909;AB7023;AKOS015891740;CS-W008107;2-(2,4-Difluorophenyl)pyridine, 97%;AC-25234;DS-14425;SY030216;D3413;FT-0657200;A824431;J-505478

Chemical Property of 2-(2,4-Difluorophenyl)pyridine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.0277mmHg at 25°C
• Refractive Index: 1.538
• Boiling Point: 254.4 °C at 760 mmHg
• PKA: 3.91±0.25(Predicted)
• Flash Point: 107.6 °C
• PSA: 12.89000
• Density: 1.223 g/cm³
• LogP: 3.02680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.05465555
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

97% ^*data from raw suppliers

2-(2,4-Difluorophenyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-36/37/38
• Safety Statements: 26-39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=C(C=C(C=C2)F)F
• General Description: 2-(2,4-Difluorophenyl)pyridine (dFppy) is a cyclometalating ligand used in the synthesis of tris-heteroleptic iridium complexes, where its structural features, particularly the difluorophenyl substitution, influence the photophysical and electrochemical properties of the resulting complexes. While the core architecture of the complex governs static properties like absorption and emission, the positioning of the difluoro substituents plays a role in modulating dynamic properties such as excited-state lifetimes and radiative/nonradiative decay rates.

Technology Process of 2-(2,4-Difluorophenyl)pyridine

There total 8 articles about 2-(2,4-Difluorophenyl)pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-bromo-pyridine (109-04-6) + 2,4-difluorophenylboronic acid (144025-03-6) → 2-(2,4-difluorophenyl)pyridine (391604-55-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; at 70 ℃; for 24h;

DOI:10.1021/ja052880t

Reference yield: 98.0%

2-(2,4,6-trifluorophenyl)pyridine → 2-(2,4-difluorophenyl)pyridine (391604-55-0)

Guidance literature:

With triethylsilane; bis(η3-allyl-μ-chloropalladium(II)); sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; In N,N-dimethyl-formamide; at 120 ℃; for 13h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300400

Reference yield: 93.0%

2-chloropyridine (109-09-1) + 2,4-difluorophenylboronic acid (144025-03-6) → 2-(2,4-difluorophenyl)pyridine (391604-55-0)

Guidance literature:

With O₄P^(3-)*3K⁽¹⁺⁾*5H₂O; tris(1-adamantyl)phosphine; C₂₈H₂₆N₂O₈Pd₂S₂; In tetrahydrofuran; at 70 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.6b03215

upstream raw materials:

2-bromo-pyridine

2,4-difluorophenylboronic acid

2,4-difluorobromobenzene

2-tri-n-butylstannylpyridine

Downstream raw materials:

2-(2',4'-difluoro-3'-iodophenyl)pyridine

(2,4-difluophenylpyridine^(1-))2Ir(2-(5-phenyl-2H-1,2,4-triazol-3-yl)pyridine^(1-))

chloro(2,4-difluorophenylpyridine)(2,4-difluorophenylpyridine(-1H))platinum(II)

chloro(hydrido)(2-(2,4-difluorophenyl)pyridinato)bis(triphenylphosphine)iridium(III)

Refernces

Tris-heteroleptic Iridium Complexes Based on Cyclometalated Ligands with Different Cores

10.1021/acs.inorgchem.7b01307

The research focuses on the synthesis and characterization of a series of tris-heteroleptic iridium complexes based on cyclometalated ligands with different cores, specifically [Ir(C^N1)(C^N2)(acac)] complexes, where C^N1 and C^N2 are 2-phenylpyridine (ppy), 2-(2,4-difluorophenyl)pyridine (dFppy), 1-phenylpyrazole (ppz), and 1-(2,4-difluorophenyl)pyrazole (dFppz). The purpose of this study was to explore how the structure of these complexes, particularly the positioning of substituents, affects their photophysical and electrochemical properties. The researchers found that while the overall architecture of the complex primarily dictates static properties such as absorption and emission spectra and redox potentials, dynamic properties like excited-state lifetime and radiative and nonradiative rate constants are sensitive to the specific positioning of the substituents.