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

Catalog Number
ACM107264006-1
Product Name
1-Fluoro-2,4,6-trimethylpyridinium triflate
Structure
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CAS
107264-00-6
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Synonyms
1-fluoro-2,4,6-trimethylpyridin-1-ium; KS-00000WVF; SBB002990; Pyridinium, 1-fluoro-2,4,6-trimethyl-, 1,1,1-trifluoromethanesulfonate (1:1); C-53729; 1-Fluoro-2,4,6-trimethylpyridiniumtriflate; 1-Fluoro-2,4,6-trimethylpyridinium triflate; CTK0H7185; 107264-00-6; RTR-001415;
IUPAC Name
1-fluoro-2,4,6-trimethylpyridin-1-ium;trifluoromethanesulfonate;
Molecular Weight
289.245g/mol
Molecular Formula
C9H11F4NO3S;
Canonical SMILES
CC1=CC(=[N+](C(=C1)C)F)C.C(F)(F)(F)S(=O)(=O)[O-];
InChI
InChI=1S/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;
InChI Key
PRIGFEJKMMRJSF-UHFFFAOYSA-M;
Storage
0-6°C
Complexity
249
Covalently-Bonded Unit Count
2
Exact Mass
289.04g/mol
H-Bond Acceptor
7
Heavy Atom Count
18
Monoisotopic Mass
289.04g/mol
Topological Polar Surface Area
69.5A^2
Application
1-Fluoro-2,4,6-trimethylpyridinium triflate is a white crystalline powder designed to serve as a highly adaptable fluorinating agent. Its unique formulation allows for precise manipulation of its fluorination power and selectivity, thanks to the electronic characteristics of the substituents on the pyridinium ring. This makes it an ideal choice for efficiently fluorinating a variety of chemical groups, including aromatics, carbanions, vinyl esters, alkyls, and enamines. Additionally, this compound acts as a reactant in several reactions, including Pd(II)-catalyzed para-selective C-H arylation, fluorination processes, the formation of aryl-CF3 bonds through oxidatively-induced methods, and Pd(II)-catalyzed C-H olefination reactions.
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