2,3,5,6-Tetrafluoropyridine

Base Information

• Chemical Name: 2,3,5,6-Tetrafluoropyridine
• CAS No.: 2875-18-5
• Molecular Formula: C5HF4N
• Molecular Weight: 151.063
• Hs Code.: 29333990
• European Community (EC) Number: 622-979-9
• DSSTox Substance ID: DTXSID40182930
• Nikkaji Number: J100.016K
• Wikidata: Q72505249
• Mol file: 2875-18-5.mol

Synonyms:Pyridine,2,3,5,6-tetrafluoro-

Chemical Property of 2,3,5,6-Tetrafluoropyridine

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 42.2mmHg at 25°C
• Refractive Index: n20/D 1.4046(lit.)
• Boiling Point: 106 °C at 760 mmHg
• PKA: -10.94±0.20(Predicted)
• Flash Point: 30.6 °C
• PSA: 12.89000
• Density: 1.518 g/cm³
• LogP: 1.63800
• Storage Temp.: Refrigerator
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 151.00451168
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98% ^*data from raw suppliers

2,3,5,6-Tetrafluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, F, C
• Hazard Codes: Xi,F,C
• Statements: 10-36/37/38
• Safety Statements: 28-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=NC(=C1F)F)F)F
• Description: Pyridine and its derivatives have been developed and utilized relatively early at home and abroad. It is widely used in medicine, pesticides, rubber, dyes and other fields. Since the 1960s, there have been hundreds of medicines, pesticides, dyes, and some special reagents developed with fluorine-containing aromatic compounds as intermediates. In the weakly basic pyridine ring, the nitrogen atom is more negatively charged, and then a fluorine atom with a strong electronegativity is introduced to synthesize a fluorine-containing pyridine intermediate.

Technology Process of 2,3,5,6-Tetrafluoropyridine

There total 23 articles about 2,3,5,6-Tetrafluoropyridine 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: 90.0%

triethylsilane (617-86-7) + Pentafluoropyridine (700-16-3) → 2,3,5,6-tetrafluoropyridine (2875-18-5) + triethylsilyl fluoride (358-43-0)

Guidance literature:

With dmap; (1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)AuH; In dichloromethane; at 40 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ja305204y

Reference yield: 73.0%

Pentafluoropyridine (700-16-3) → 2,3,4,6-tetrafluoropyridine (3512-13-8,63745-12-0) + 2,3,5,6-tetrafluoropyridine (2875-18-5)

Guidance literature:

With C₃₂H₄₆N₂Ru; sodium carbonate; isopropyl alcohol; at 70 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acscatal.6b02004

Reference yield: 70.0%

1,2,3-trimethoxybenzene (621-23-8) + Pentafluoropyridine (700-16-3) → 2,3,5,6-tetrafluoropyridine (2875-18-5) + 2,3,5,6-tetrafluoro-4-(2,4,6-trimethoxyphenyl)pyridine

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 24h; Reagent/catalyst; Solvent; Time; Temperature; regioselective reaction; Catalytic behavior; Inert atmosphere; Photolysis;

DOI:10.1021/jacs.5b13450

upstream raw materials:

2,3,5,6-tetrafluoropyridin-4-yltrimethylsilan

benzene

methylmagnesium bromide

2,3,5,6-tetrafluoro-4-pyridinecarbonitrile

Downstream raw materials:

2-Amino-3,5,6-trifluoropyridine

triphenylsilyl fluoride

HSiPh₃

2-amino-3,5,6-trifluoro-isonicotinic acid ethyl ester