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483346 Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99.95% trace metals basis

Synonym: AgOTf, 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 24871884

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Silver Catalysts, Silver Complexes
assay   ≥99.95% trace metals basis
reaction suitability   core: silver
  reagent type: catalyst
mp   286 °C (lit.)
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

Application

• Silver trifluoromethanesulfonate (AgOTf ) is a reactive triflating agent, which converts alkyl, acyl and sulfonyl halides to corresponding triflate species.
• It is a highly suitable electrophile to initiate acetylenic oxy-Cope rearrangement of substituted 5-hexen-1-yn-3-ols to synthesize corresponding α,δ-diethylenic aldehydes.
• It can also be used in the diastereoselective cyclization of amino ketenes where the diastereoselectivity depends on Ag(I) concentration.

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Packaging

1 g in glass bottle

5 g in poly bottle

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
Protocols & Articles
Peer-Reviewed Papers
15

References

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