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176435 Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99%

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

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Properties

Related Categories Catalysis, Catalysis and Inorganic Chemistry, Chemical Synthesis, Development Quantities for Research, Silver Additives,
Quality Level   100
assay   ≥99%
reaction suitability   reagent type: catalyst
mp   286 °C (lit.)
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

Gold Catalysts — 21st Century ′Gold Rush′

Yields olefins from secondary phosphates and thiophosphates. Using this reagent the etherification of alcohols with primary alkyl halides can be accomplished under mild conditions.
Used to generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes. Also employed as a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.

Packaging

1, 10, 25, 100 g in glass 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

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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
15

References

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