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Sodium Triflate

Catalog Number
ACM2926309-1
Product Name
Sodium Triflate
Structure
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CAS
2926-30-9
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Synonyms
2926-30-9; Sodium trifluoromethanesulfonate, 98%; CHEMBL3326865; PC6572; SCHEMBL158641; sodium trifluoro methane sulfonate; DTXSID20635510; M921; MFCD00061607 (98%); ZX-AP001846;
IUPAC Name
sodium;trifluoromethanesulfonate;
Molecular Weight
172.053g/mol
Molecular Formula
CF3NaO3S;
Canonical SMILES
C(F)(F)(F)S(=O)(=O)[O-].[Na+];
InChI
InChI=1S/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1;
InChI Key
XGPOMXSYOKFBHS-UHFFFAOYSA-M;
Complexity
163
Covalently-Bonded Unit Count
2
Exact Mass
171.942g/mol
H-Bond Acceptor
6
Heavy Atom Count
9
Monoisotopic Mass
171.942g/mol
Topological Polar Surface Area
65.6A^2
Application
Sodium triflate, or Sodium trifluoromethanesulfonate, is a versatile and efficient substance renowned for its utility in various scientific and industrial applications. As a water-soluble, anionic compound that is colorless, odorless, and non-toxic, it holds significant value as both a reagent and catalyst in organic synthesis and industrial processes. Sodium triflate is particularly recognized for its strong acidity, making it an effective catalyst in reactions such as the catalytic asymmetric Mannich-type, Diels-Alder, and those occurring in aqueous environments. Additionally, it serves as a reliable chaotropic mobile phase additive in reversed-phase liquid chromatography, and finds use in preparing ionic liquids, as well as N-fluoro-2-methylpyridinium triflate via reaction with dinitrogen difluoride. Moreover, it acts as a supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides, and enables the synthesis of aryl fluorides through silver-catalyzed fluorination of arylstannanes. Its multifunctional nature and reactivity make Sodium triflate an indispensable component in advancing chemical research and industrial chemistry.
January 18, 2025

Reliable Catalyst for Research Success

Sodium Triflate has been instrumental in my research. As a catalyst, it enhanced our Mannich-type reactions and aided in RP-LC as a chaotropic additive. Its versatility in synthesis is truly commendable.

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