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738123

Sigma-Aldrich

2,6-Dichloro-1-fluoropyridinium triflate

95%

Synonym(s):

1-Fluoro-2,6-dichloropyridinium triflate

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About This Item

Empirical Formula (Hill Notation):
C6H3Cl2F4NO3S
CAS Number:
130433-68-0
Molecular Weight:
316.06
MDL number:
MFCD00191438
UNSPSC Code:
12352101
PubChem Substance ID:
329765251
NACRES:
NA.22

assay

95%

form

solid

mp

121-126 °C

storage temp.

2-8°C

SMILES string

[O-]S(=O)(=O)C(F)(F)F.F[n+]1c(Cl)cccc1Cl

InChI

1S/C5H3Cl2FN.CHF3O3S/c6-4-2-1-3-5(7)9(4)8;2-1(3,4)8(5,6)7/h1-3H;(H,5,6,7)/q+1;/p-1

InChI key

KDFRVNARKRKXQQ-UHFFFAOYSA-M

Application

  • Used in the fluorination of various organic compounds
  • Fluoropyridinium triflates are versatile reagents for transformation of thioglycosides into ο-glycoside, glycosyl azide and sulfoxide
  • Electrolytic partial fluorination and diastereoselective anodic fluorination
  • Regioselective, electrochemical fluorination
  • Fluorination of alkenes with N-F type of reagents

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3368
MKCL5260
MKCH7607
MKCH6607
MKCD7728

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Evidence for ionic intermediates in fluorination of alkenes with N-F type of reagents
Zupan, M.; et al.
Chemistry Letters (Jpn), 7, 641-642 (1998)
Electrolytic partial fluorination of organic compound. Part: 53 Highly regioselective anodic mono- and difluorination of 4-arylthio-1,3-dioxolan-2-ones. A marked solvent effect on fluorinated product selectivity
Ishii, H.; et al.
Tetrahedron, 57, 9067-9072 (2001)
Electrolytic partial fluorination of organic compounds. Part 62. Highly diastereoselective anodic fluorination of chiral 1,3-oxathiolan-5-ones derived from camphorsulfonamides
Baba, D.; et al.
Journal of Fluorine Chemistry, 121, 93-96 (2003)
1-Fluoropyridinium triflates: versatile reagents for transformation of thioglycoside into O-glycoside, glycosyl azide and sulfoxide
Tsukamoto, H.; et al.
Tetrahedron Letters, 44, 5247-5249 (2003)
Power- and structure-variable fluorinating agents. The N-fluoropyridinium salt system
Umemoto, T.; et al.
Journal of the American Chemical Society, 112, 8563-8575 (1990)

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