107264-00-6

Basic information

• Product Name: 1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE
• Synonyms: N-Fluoro-2,4,6-trimethylpyridinium triflate,85-90%;Florinate FP-T 300;FP-T 300;Onoda Florinate FP-T 300;N-Fluoro-2,4,6-trimethylpyridinium triflate, N-Fluoro-2,4,6-collidinium triflate;N-Fluoro-2,4,6-trimethylpyridinium trifluoromethanesulphonate 97%;N-Fluoro-2,4,6-trimethylpyridiniumtrifluoromethanesulphonate97%;N-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE
• CAS NO: 107264-00-6
• Molecular Formula: CF₃O₃S*C₈H₁₁FN
• Molecular Weight: 289.25
• Product Categories: Pyridinium Compounds;Synthetic Organic Chemistry;Electrophilic Fluorinating Reagents;Fluorinating Reagents;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Fluorination;Halogenation
• Mol File: 107264-00-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 162-165 °C(lit.)
• Appearance: white to pale-yellow/Powder
• Density: 1.3855 (estimate)
• Storage Temp.: 0-6°C
• Sensitive: air sensitive, moisture sensitiv
• BRN: 4777118
• CAS DataBase Reference: 1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE(107264-00-6)
• EPA Substance Registry System: 1-FLUORO-2,4,6-TRIMETHYLPYRIDINIUM TRIFLATE(107264-00-6)

Safety Data

• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45-36
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• TSCA: No
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 107264-00-6(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

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

InChI:InChI=1/C8H11FN.CHF3O3S/c1-6-4-7(2)10(9)8(3)5-6;2-1(3,4)8(5,6)7/h4-5H,1-3H3;(H,5,6,7)/q+1;/p-1

Upstream product

• 108-75-8 2,4,6-trimethyl-pyridine 
• 2926-29-6 Langlois reagent 
• 33454-82-9 lithium trifluoromethanesulfonate 
• 2926-30-9 sodium triflate 
• 2926-27-4 potassium trifluoromethansulfonate 

Downstream Products

• 1215465-52-3 (4,4'-di-tert-butyl-2,2'-bipyridine)Pd(IV)F(p-FC₆H₄)(CF₃)(OTf) 
• 22742-44-5 2-methyl-4,4-diphenyl-tetrahydro-furan 
• 1729-20-0 5-methyl-3,3-diphenyldihydrofuran-2(3H)-one 
• 1346257-56-4 [(fac-1,1-bis(2-pyridyl)phenylethane(-1H))PdCl(4-MeC₆H₄)(trifluoromethyl)] 
• 1346257-58-6 [(fac-1,1-bis(2-pyridyl)phenylethane(-1H))Pd(tert-butyl isocyanide)(4-MeC₆H₄)(trifluoromethyl)]OTf 
• 1346257-60-0 [(fac-1,1-bis(2-pyridyl)phenylethane(-1H))Pd(PMe₃)(4-MeC₆H₄)(trifluoromethyl)]OTf 
• 1346257-61-1 [(fac-1,1-bis(2-pyridyl)phenylethane(-1H))Pd(4-nitrophenolato)(4-MeC₆H₄)(trifluoromethyl)] 
• 1239698-98-6 trans-[(FC₆H₄C₆H₃CH₂P(1-adamantyl)2)Pt(triphenylphosphine)(pyridine)]triflate 
• 135183-02-7 2-(fluoromethyl)-4,6-dimethylpyridine 
• 135183-05-0 3-Fluoro-2,4,6-trimethylpyridine 
• 18087-99-5 4,6-dimethyl-2-(hydroxymethyl)pyridine 
• 2924-74-5 fluoromethyl benzyl sulfide 

Relevant articles and documents

Efficient hydrolysis of dithioacetals by the N-fluoro-2,4,6-trimethylpyridinium triflate-water system

Dithioacetals including 1,3-dithianes and 1,3-dithiolanes are efficiently cleaved by the title reagent system to the parent carbonyl compounds. The cleavage of diprotected symmetrical α-diketones and p-phenylenediketones gives monoketones in good yields. Amide, 1,3-dioxolane, disulfide, ester, ether, hydroxy, nitrile, nitro, and sulfide functions are relatively stable under the cleavage conditions but thiols are oxidized to disulfides.

N-FLUOROPYRIDINIUM TRIFLATE AND ITS ANALOGS, THE FIRST STABLE 1:1 SALTS OF PYRIDINE NUCLEUS AND HALOGEN ATOM

N-Fluoropyridinium salts having non-nucleophilic counter-anions and their derivatives were synthesized by treating pyridine-F2 adducts with strong Broensted acids, their salts or trimethylsilyl esters, of Lewis acids, or by allowing F2 to react with N-trimethylsilylpyridinium salts.