Skip to Content
Merck
All Photos(4)

Key Documents

View All Documentation

176435

Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99%

Synonym(s):

Silver triflate, Trifluoromethanesulfonic acid silver salt

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
CF3SO3Ag
CAS Number:
2923-28-6
Molecular Weight:
256.94
Beilstein:
3598402
EC Number:
220-882-2
MDL number:
MFCD00013226
UNSPSC Code:
12161600
PubChem Substance ID:
24850578
NACRES:
NA.22

Quality Level

100

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H315,H318

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000019046
0000019046
MKCJ0486
MKCJ0485
MKCH2571

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

New synthetic methods for olefins from secondary phosphates and thiophosphates
Shimagaki M, et al.
Tetrahedron Letters, 36, 719-719 (1995)
Tetrahedron Letters, 35, 8111-8111 (1994)
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
Chemical Communications (Cambridge, England), 1359-1359 (2006)
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
View All Related Papers

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 fluorinating agents that can operate safely and efficiently.

Gold Catalyst

We are proud to offer a treasure-trove of gold precatalysts and silver salts, as well as an extensive portfolio of unsaturated building blocks to accelerate your research success in this exciting field.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service