Merck
All Photos(4)

176435

Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99%

Synonym(s):
Silver triflate, Trifluoromethanesulfonic acid silver salt
Linear Formula:
CF3SO3Ag
CAS Number:
Molecular Weight:
256.94
Beilstein:
3598402
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

powder

reaction suitability

core: silver
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

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Application

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.[1]
  • As a reagent in the etherification of alcohols with primary alkyl halides under mild conditions.[2]
  • To generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes.[3]
  • As a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.[4]

Packaging

1, 10, 25, 100 g in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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