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85325 Sigma-Aldrich

Silver trifluoromethanesulfonate

purum, ≥98.0% (Ag)

Synonym: Ag(OTf), Silver (trifluoromethyl)sulfonate, Silver triflate, Trifluoromethanesulfonic acid silver salt

  • CAS Number 2923-28-6

  • Linear Formula CF3SO3Ag

  • Molecular Weight 256.94

  •  Beilstein/REAXYS Number 3598402

  •  EC Number 220-882-2

  •  MDL number MFCD00013226

  •  PubChem Substance ID 329769373

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Silver Catalysts, Silver Complexes
Quality Level   100
grade   purum
assay   ≥98.0% (Ag)
reaction suitability   core: silver
  reagent type: catalyst
storage temp.   room temp
SMILES string   [Ag+].[O-]S(=O)(=O)C(F)(F)F
InChI   1S/CHF3O3S.Ag/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
InChI key   QRUBYZBWAOOHSV-UHFFFAOYSA-M

Description

General description

Silver trifluoromethanesulfonate p-complexes of monoenes, dienes, trienes, monoynes and diynes have been prepared. It reacts with 2-fluoro- and 3-fluoro-4-alkoxystilbazoles to afford the mesomorphic complexes. Iodine monochloride/AgOTf constitutes an efficient promoter system for the O-glycoside synthesis.

Application

Silver trifluoromethanesulfonate (AgOTf) may be employed as a reagent during glucosylation of several alcohols. AgOTf in combination with p-nitrobenzenesulfenyl chloride may be employed as an activator for the glycosylation.
It may be used for the synthesis of the following:
• cystine-containing peptides
• 3-aminoalkylated indoles
• benzo[b]oxepines and 2H-chromenes
• diversely substituted iminoimidazoazines

Other Notes

Reagent for the substitution of halides by triflate.; Reagent for the glycosylation of glycosyl halides; Reagent used for the deprotection of protected thiols

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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