1-Fluoro-2,4,6-trimethylpyridinium triflate

Base Information

• Chemical Name: 1-Fluoro-2,4,6-trimethylpyridinium triflate
• CAS No.: 107264-00-6
• Molecular Formula: C8H11FN.CF3O3S
• Molecular Weight: 289.25
• Hs Code.: 29333990
• European Community (EC) Number: 672-581-4
• DSSTox Substance ID: DTXSID40369163
• Mol file: 107264-00-6.mol

Synonyms:107264-00-6;1-Fluoro-2,4,6-trimethylpyridinium triflate;1-Fluoro-2,4,6-trimethylpyridin-1-ium trifluoromethanesulfonate;N-Fluoro-2,4,6-trimethylpyridinium triflate;1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate;1-fluoro-2,4,6-trimethylpyridin-1-ium;trifluoromethanesulfonate;1-fluoro-2;1-Fluoro-2,4,6-trimethylpyridiniumtriflate;SCHEMBL64156;DTXSID40369163;AKOS024282417;DS-12982;F0328;FT-0743457;1-Fluoro-2,4,6-trimethyl-pyridinium triflate;C71278;A801618;1-Fluoro-2,4,6-trimethylpyridinium triflate, 95%;J-001747;1-Fluoro-2,4,6-trimethylpyridin-1-iumtrifluoromethanesulfonate;1-Fluoro-2,4,6-trimethylpyridinium triflate, technical grade, 85%;1-fluoranyl-2,4,6-trimethyl-pyridin-1-ium;tris(fluoranyl)methanesulfonate;1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate [fluorinating reagent]

Chemical Property of 1-Fluoro-2,4,6-trimethylpyridinium triflate

Chemical Property:

• Appearance/Colour: white solid.
• Melting Point: 162-165 °C(lit.)
• PSA: 69.46000
• Density: 1.3855 (estimate)
• LogP: 2.76410
• Storage Temp.: 0-6°C
• Sensitive.: air sensitive, moisture sensitiv
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 289.03957703
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

98% ^*data from raw suppliers

1-Fluoro-2,4,6-trimethylpyridinium Trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=[N+](C(=C1)C)F)C.C(F)(F)(F)S(=O)(=O)[O-]
• Uses: Reactant for:Pd(II)-catalyzed para-selective C-H arylationFluorination reactionsOxidant in oxidatively-induced aryl-CF3 bond-formationPd(II)-catalyzed C-H olefination reactions

Technology Process of 1-Fluoro-2,4,6-trimethylpyridinium triflate

There total 4 articles about 1-Fluoro-2,4,6-trimethylpyridinium triflate 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: 60.0%

2,4,6-trimethyl-pyridine (108-75-8) + lithium trifluoromethanesulfonate (33454-82-9) → 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate (107264-00-6)

Guidance literature:

With argon; fluorine; In acetonitrile; at -40 ℃;

DOI:10.1016/S0040-4020(01)80359-8

Reference yield: 52.0%

2,4,6-trimethyl-pyridine (108-75-8) + sodium triflate (2926-30-9) → 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate (107264-00-6) + N-Fluoro-2-fluoromethyl-4,6-dimethylpyridinium triflate (135182-78-4)

Guidance literature:

With fluorine; sodium fluoride; In acetonitrile; at -40 ℃; for 3h;

DOI:10.1246/bcsj.64.1081

Reference yield: 49.0%

2,4,6-trimethyl-pyridine (108-75-8) + Langlois reagent (2926-29-6) → 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate (107264-00-6)

Guidance literature:

With fluorine; In acetonitrile; at -40 ℃;

DOI:10.1016/S0040-4039(00)84772-3

upstream raw materials:

2,4,6-trimethyl-pyridine

potassium trifluoromethansulfonate

sodium triflate

lithium trifluoromethanesulfonate

Downstream raw materials:

methyl 2-fluoro-2-phenylsulfanylacetate

fluoromethyl benzyl sulfide

(4,4'-di-tert-butyl-2,2'-bipyridine)Pd(IV)F(p-FC₆H₄)(CF₃)(OTf)

2-methyl-4,4-diphenyl-tetrahydro-furan