2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine
• CAS No.: 387827-64-7
• Molecular Formula: C12H6F5N
• Molecular Weight: 259.178
• European Community (EC) Number: 861-800-0
• DSSTox Substance ID: DTXSID80693237
• Nikkaji Number: J2.258.479K
• Wikidata: Q82622270
• Mol file: 387827-64-7.mol

Synonyms:2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine;387827-64-7;MFCD28144542;Pyridine, 2-(2,4-difluorophenyl)-5-(trifluoromethyl)-;C12H6F5N;SCHEMBL4943336;DTXSID80693237;FMKQPMDFNYNYAG-UHFFFAOYSA-N;AMY17740;s10085;DS-19134;SY075412;CS-0086391;2-(2,4-difluorophenyl)-5-trifluoromethylpyridine;2-(2,4-Difluorophenyl)-5-trifluoromethyl)pyridine

Chemical Property of 2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine

Chemical Property:

• Melting Point: 59.0-62.1°C
• Boiling Point: 253.4±35.0 °C(Predicted)
• PKA: 1.48±0.27(Predicted)
• PSA: 12.89000
• Density: 1.364±0.06 g/cm3(Predicted)
• LogP: 4.04560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 259.04204001
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

99.3% ^*data from raw suppliers

2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine, 98% dF(CF3)ppy ^*data from reagent suppliers

Safty Information:

• Statements: 36/38
• Safety Statements: 23-26-37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)F)C2=NC=C(C=C2)C(F)(F)F
• Uses: 2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine is a ligand used for the preparation of Ir(III) photocatalysts.

Technology Process of 2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine

There total 6 articles about 2-(2,4-Difluorophenyl)-5-(trifluoromethyl)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: 98.0%

potassium (2,4-difluorophenyl)trifluoroborate + 2-bromo-5-(trifluoromethyl)pyridine (50488-42-1) → 2-(2',4'-difluorophenyl)-5-(trifluoromethyl)pyridine (387827-64-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 80 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/ja512946e

Reference yield: 95.0%

2,4-difluorophenylboronic acid (144025-03-6) + 2-bromo-5-(trifluoromethyl)pyridine (50488-42-1) → 2-(2',4'-difluorophenyl)-5-(trifluoromethyl)pyridine (387827-64-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; for 36h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201809493

Reference yield: 82.0%

2-chloro-5-trifluoromethylpyridine (52334-81-3) + 2,4-difluorophenylboronic acid (144025-03-6) → 2-(2',4'-difluorophenyl)-5-(trifluoromethyl)pyridine (387827-64-7)

Guidance literature:

With PdCl(dppb)(C₃H₅); potassium carbonate; In methanol; water; toluene; at 110 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.inorgchem.0c01528

upstream raw materials:

2,4-difluorophenylboronic acid

2-bromo-5-(trifluoromethyl)pyridine

2-chloro-5-trifluoromethylpyridine

2,4-difluorobromobenzene

Downstream raw materials:

[Ir(CF₃(C₅H₃N)(C₆H₂F₂))2Cl]2

bis-(μ)-chlorotetrakis[2-(2’,4’-difluorophenyl)-5-trifluoromethylpyridinato]-(C2,N)diiridium(III)

[Ir(df(CF3)ppy)2(dtbbpy)]PF6

Refernces

• 1、 Anderson, Edward A.,Mousseau, James. J.,Nugent, Jeremy,Owen, Benjamin,Pickford, Helena D.,Smith, Russell C.. "Twofold Radical-Based Synthesis of N, C-Difunctionalized Bicyclo[1.1.1]pentanes". supporting information. p. 9729 - 9736. Retrieved 2021/07/19.
• 2、 van Lier, Roos C. W.,de Bruijn, A. Dowine,Roelfes, Gerard. "A Water-Soluble Iridium Photocatalyst for Chemical Modification of Dehydroalanines in Peptides and Proteins". supporting information. p. 1430 - 1437. Retrieved 2020/12/11.