2,6-Difluoropyridine

Base Information

• Chemical Name: 2,6-Difluoropyridine
• CAS No.: 1513-65-1
• Molecular Formula: C5H3F2N
• Molecular Weight: 115.082
• Hs Code.: 29333999
• European Community (EC) Number: 216-152-8
• NSC Number: 331814
• UNII: Y58NXZ62TV
• DSSTox Substance ID: DTXSID80164755
• Nikkaji Number: J149.539I
• Wikidata: Q72464164
• ChEMBL ID: CHEMBL449478
• Mol file: 1513-65-1.mol

Synonyms:2,6-difluoropyridine

Chemical Property of 2,6-Difluoropyridine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.643mmHg at 25°C
• Refractive Index: n20/D 1.437(lit.)
• Boiling Point: 134.3 °C at 760 mmHg
• PKA: -6.09±0.10(Predicted)
• Flash Point: 33.9 °C
• PSA: 12.89000
• Density: 1.263 g/cm³
• LogP: 1.35980
• Storage Temp.: Flammables area
• Solubility.: Not miscible or difficult to mix.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 115.02335542
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F,T
• Hazard Codes: Xi,T,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)F)F
• Uses: 2,6-Difluoropyridine has been used in the preparation of poly(pyridine ether)s via polycondensation with silylated 1,1,1-tris(4-hydroxyphenyl)ethane.

Technology Process of 2,6-Difluoropyridine

There total 13 articles about 2,6-Difluoropyridine 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: 96.3%

2,6-dichloropyridine (2402-78-0) → 2,3-dichloro-pyridine (2402-77-9) + 2,6-difluoro pyridine (1513-65-1)

Guidance literature:

In dimethyl sulfoxide;

Reference yield: 94.7%

2,6-dichloropyridine (2402-78-0) → 2,6-difluoro pyridine (1513-65-1)

Guidance literature:

With HF; KF;

Reference yield: 81.0%

2,6-difluoro-3-iodopyridine (685517-67-3) → 2,6-difluoro-4-iodopyridine (685517-71-9) + 2,6-difluoro pyridine (1513-65-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -75 ℃; for 0.5h;

DOI:10.1002/ejoc.200300649

upstream raw materials:

pyridine

2-chloropyridine

2.6-diaminopyridine

C₅H₄ClFN⁽¹⁺⁾*BF₄^(1-)

Downstream raw materials:

2-ethoxy-6-fluoropyridine

(3aR,4R,6R,6aR)-4-(2,6-Difluoro-pyridin-3-yl)-2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

2,6-Difluoro-3-nitropyridine

2,6-difluoronicotinic acid

Refernces

Promoting effect of ionic liquids on ligand substitution reactions

10.1016/j.jorganchem.2005.02.018

The research investigates how ionic liquid solvents influence ligand substitution reactions, specifically focusing on the displacement of anionic ligands by pyridine derivatives in trans-(Ph3P)2Rh(CO)NO3. The study aims to understand the effects of ionic liquids on reaction rates, mechanisms, and selectivity, particularly in the context of homogeneous catalytic processes. 1-butyl-3-methylimidazolium hexafluorophosphate ([C4mim][PF6]) plays a crucial role as a solvent medium for studying ligand substitution reactions. Specifically, it is used to investigate how ionic liquids can influence the displacement of anionic ligands by neutral molecules in the complex trans-(Ph3P)2Rh(CO)NO3. Key chemicals used include various pyridine derivatives such as 2-fluoropyridine and 2,6-difluoropyridine. The researchers found that these ionic liquids significantly promote the formation of charge-separated ligand substitution products compared to dichloromethane, with [C4mim][PF6] showing a stronger effect than [C6pyr][Tf2N]. The study concludes that ionic liquids can enhance catalytic processes where anionic ligands compete for coordination to the active site, and their weak coordinating ability makes them suitable alternatives to traditional polar organic solvents in such reactions.