2,3,6-Trifluoropyridine

Base Information

• Chemical Name: 2,3,6-Trifluoropyridine
• CAS No.: 3512-18-3
• Molecular Formula: C5H2F3N
• Molecular Weight: 133.073
• Hs Code.: 2933399090
• European Community (EC) Number: 680-721-0
• DSSTox Substance ID: DTXSID40382559
• Nikkaji Number: J2.175.410B
• Wikidata: Q82173916
• Mol file: 3512-18-3.mol

Synonyms:2,3,6-Trifluoropyridine;3512-18-3;Pyridine, 2,3,6-trifluoro-;MFCD03001158;2,3,6-Trifluoro-pyridine;SCHEMBL502845;2,3,6-tris(fluoranyl)pyridine;DTXSID40382559;HRLIANGJWPJFKW-UHFFFAOYSA-N;AMY12439;BBL102739;STL556545;AKOS005063942;SB52420;AC-18783;AS-52994;CS-0055721;FT-0609488;EN300-98297;P15955;A822585;J-506899

Chemical Property of 2,3,6-Trifluoropyridine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 15.9mmHg at 25°C
• Melting Point: 115-116 °C
• Refractive Index: 1.42
• Boiling Point: 123.7 °C at 760 mmHg
• PKA: -8.51±0.10(Predicted)
• Flash Point: 28.6 °C
• PSA: 12.89000
• Density: 1.396 g/cm³
• LogP: 1.49890
• Storage Temp.: 2-8°C
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 133.01393355
• Heavy Atom Count: 9
• Complexity: 98.2

Purity/Quality:

99%+, ^*data from raw suppliers

2,3,6-trifluoropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1F)F)F
• Uses: 2,3,6-Trifluoropyridine is used as an intermediate in organic syntheses and in pharmaceuticals.

Technology Process of 2,3,6-Trifluoropyridine

There total 8 articles about 2,3,6-Trifluoropyridine 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: 44.5%

Pentafluoropyridine (700-16-3) → 2,3,6-trifluoropyridine (3512-18-3) + 2,6-difluoro pyridine (1513-65-1) + 2,3,5,6-tetrafluoropyridine (2875-18-5)

Guidance literature:

Pentafluoropyridine; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me₃C₆H₂)]₂)Al(H)₂]; In benzene-d6; benzene; at 100 ℃; for 3h; Inert atmosphere; Glovebox; Sealed tube;

With methanol; In benzene-d6; benzene; at 100 ℃; for 2h; Overall yield = 58.5 %; regioselective reaction; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/om501113j

Reference yield: 35.3%

pyridine (110-86-1) → perfluoro-N-ethylpyrrolidine (2344-10-7) + 2,3,6-trifluoropyridine (3512-18-3) + Pentafluoropyridine (700-16-3) + N,N-Bis(trifluoromethyl)amine (371-77-7)

Guidance literature:

With caesium tetrafluorocobaltate(III); In gaseous matrix; at 310 ℃; for 3.5h; Further byproducts given;

DOI:10.1016/S0022-1139(00)81239-7

Reference yield: 35.3%

pyridine (110-86-1) → perfluoro-N-ethylpyrrolidine (2344-10-7) + 2,3,6-trifluoropyridine (3512-18-3) + 2,3,4,5-tetrafluoropyridine (3512-16-1) + Pentafluoropyridine (700-16-3) + N,N-Bis(trifluoromethyl)amine (371-77-7) + tetrafluoro-3-(fluoromethyl)pyridine

Guidance literature:

With caesium tetrafluorocobaltate(III); In gaseous matrix; at 310 ℃; for 3.5h; Product distribution; other reactor geometry, temperature, time;

DOI:10.1016/S0022-1139(00)81239-7

upstream raw materials:

pyridine

hydrogen

3-chloro-2,4,5,6-tetrafluoropyridine

2,3,5,6-tetrafluoropyridine

Downstream raw materials:

methyl 3,6-difluoropyridine-2-carboxylate

Refernces

• 1、 Zámostná, Lada,Ahrens, Mike,Braun, Thomas. "Catalytic hydrodefluorination of fluoroaromatics with silanes as hydrogen source at a binuclear rhodium complex: Characterization of key intermediates". . p. 132 - 142. Retrieved 2013/10/01.
• 2、 Plevey, Raymond G.,Rendell, Richard W.,Tatlow, John Colin. "FLUORINATIONS WITH COMPLEX METAL FLUORIDES. PART 6. FLUORINATION OF PYRIDINE AND RELATED COMPOUNDS WITH CAESIUM TETRAFLUOROCOBALTATE(III)". . p. 159 - 170. Retrieved 2007/10/02.