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176435

Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99%

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Synonym(s):
Silver triflate, Trifluoromethanesulfonic acid silver salt
Linear Formula:
CF3SO3Ag
CAS Number:
Molecular Weight:
256.94
Beilstein/REAXYS Number:
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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This Item
48334685325668001
Silver trifluoromethanesulfonate ≥99%

176435

Silver trifluoromethanesulfonate

Silver trifluoromethanesulfonate ≥99.95% trace metals basis

483346

Silver trifluoromethanesulfonate

Silver trifluoromethanesulfonate purum, ≥98.0% (Ag)

85325

Silver trifluoromethanesulfonate

assay

≥99%

assay

≥99.95% trace metals basis

assay

≥98.0% (Ag)

assay

97%

form

powder

form

-

form

crystals

form

solid

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

-

mp

286 °C (lit.)

mp

286 °C (lit.)

mp

-

mp

248.8 °C

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.
  • 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.

pictograms

Corrosion

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Customers Also Viewed

New synthetic methods for olefins from secondary phosphates and thiophosphates
Shimagaki M, et al.
Tetrahedron Letters, 36, 719-719 (1995)
Chemical Communications (Cambridge, England), 1359-1359 (2006)
Minoru Hayashi et al.
The Journal of organic chemistry, 71(24), 9248-9251 (2006-11-18)
A novel rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine as a phosphino group source is described. A variety of alkynes, both terminal and internal ones with aryl, alkyl, and carboxyl groups, gave the corresponding alkenylphosphines in a highly regioselective and
A mild procedure for etherification of alcohols with primary alkyl halides in the presence of silver triflate
Burk RM, et al.
Tetrahedron Letters, 35, 8111-8111 (1994)
Simbarashe Ngwerume et al.
The Journal of organic chemistry, 78(3), 920-934 (2012-12-29)
A novel gold-catalyzed method for the regioselective synthesis of highly substituted pyrroles directly from oximes and alkynes was developed via independent optimization of two key steps of the process. Importantly, a cationic gold(I) species was shown to activate multiple steps

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