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  • 176435 - Silver trifluoromethanesulfonate

176435 Sigma-Aldrich

Silver trifluoromethanesulfonate


Synonym: 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 24850578

  •  NACRES NA.22



Related Categories Catalysis, Catalysis and Inorganic Chemistry, Chemical Synthesis, Development Quantities for Research, Silver Additives,
Quality Level   100
assay   ≥99%
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



Gold Catalysts — 21st Century ′Gold Rush′

Silver trifluoromethanesulfonate is a reactive triflating agent and source of soluble silver ions useful for formation of electrophilic onium species, and promotion of Friedel-Crafts, nucleophile alkene cyclization, and esterification reactions.
It can also be used:
• To obtain olefins from secondary phosphates and thiophosphates.
• As a reagent in the etherification of alcohols with primary alkyl halides under mild conditions.
• To generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes.
• As a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.


1, 10, 25, 100 g in glass bottle

Safety & Documentation

Safety Information

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


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


Fluorinating Reagents

The importance of selectively fluorinating compounds in medicinal chemistry, biology, and organic synthesis is well appreciated and provides a major impetus to the discovery of new and mild fluorinat...
Aldrich ChemFiles 2006, 6.2, 5.
Keywords: Fluorinations, Medicinal chemistry, Metathesis, Organic synthesis

Gold Catalysis - Aldrich ChemFiles 2007, 7.5, 10.

Gold catalysis is playing an increasing role in organic synthesis for the facile construction of complex architectures not readily accessed by standard methods. Gold catalysts mediate unique C–C, C–O...
Aldrich ChemFiles 2007, 7.5, 10.
Keywords: Catalysis, Chemfiles, Enyne rearrangements, Heterocycle formation, Isomerizations, Methods, Organic synthesis, Rearrangements

Intramolecular Hydroamination

An example of the potency of gold catalysis in hydroamination reactions was highlighted in 2006 by Crawley and Funk in the multistep synthesis of communesin B.1 One of the key steps in the synthesis ...
William Sommer
Aldrich ChemFiles 2009, 9.5, 3.
Keywords: Catalysis, Chemfiles, Hydroaminations

Related Content

Gold Catalyst in Chemical Synthesis

Introduction Hashmi, Toste, Echavarren, and Haruta, among others, have fueled the advance of gold into the forefront of transition metal catalysis.1,2 Phosphine ligated gold(I) complexes have risen a...
Keywords: Asymmetric synthesis, Building blocks, Catalysis, Claisen rearrangement, Conia-Ene Reaction, Cyclizations, Cycloadditions, Cycloisomerizations, Cyclopropanations, Deprotonations, Ene reaction, Hydroaminations, Hydrogenations, Isomerizations, Ligands, Rautenstrauch rearrangements, Rearrangements, Reductions, Schmidt Reaction, Substitutions

Peer-Reviewed Papers


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