CAS 2923-28-6 Silver trifluoromethanesulfonate

Synonyms

KSC491Q9D; Silver trifluoromethanesulfonate, >=99%; silver(1+) ion trifluoromethanesulfonate; silver(i)trifluoromethanesulfonate; TRIFLUOROMETHANESULFONATE SILVER SALT; trifluormethanesulfonic acid silver salt; silver(i) trifluoromethanesulphonate; ANW-26574; QRUBYZBWAOOHSV-UHFFFAOYSA-M; X7226;

IUPAC Name

silver;trifluoromethanesulfonate;

Molecular Weight

256.94

Molecular Formula

CAgF3O3S

Canonical SMILES

C(F)(F)(F)S(=O)(=O)[O-].[Ag+]

InChI

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

Melting Point

286 °C

Purity

98%

Appearance

Powder

Storage

2-8°C

Complexity

145

Covalently-Bonded Unit Count

EC Number

220-882-2

Exact Mass

255.85712

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

255.85712

Rotatable Bond Count

Topological Polar Surface Area

65.6 Å²

Application

Silver trifluoromethanesulfonate, a light beige crystalline powder, serves a versatile role in chemical synthesis. It effectively generates cationic rhodium catalysts from chlororhodium complexes, facilitating the hydrophosphination of acetylenes. Additionally, it acts as a catalyst for the preparation of silyl ethers via hydrosilylation of aldehydes. It is instrumental in forming p-complexes with monoenes, dienes, trienes, monoynes, and diynes, as well as in synthesizing mesomorphic complexes through reactions with 2-fluoro- and 3-fluoro-4-alkoxystilbazoles. Its utility extends to promoting O-glycoside synthesis when combined with iodine monochloride. Silver trifluoromethanesulfonate also serves as a precatalyst in asymmetric allylation of aldehydes, and as a catalyst in various reactions such as intramolecular additions of alcohols and carboxylic acids to inert olefins, fluorination of boronic acids and functionalized aryl stannanes, cyclopropenation of internal alkynes with donor/acceptor substituted diazo compounds, and for the reaction of 2-alkynylbenzaldehyde with 2-isocyanoacetate.

February 25, 2025

Impressive Versatility in Catalysis

As a researcher, I found Alfa Chemistry's Silver trifluoromethanesulfonate invaluable. Its application in generating cationic rhodium catalysts significantly advanced our hydrophosphination processes, enhancing efficiency and yield. Highly recommend it for catalytic innovations.