Silver,trifluoromethanesulfonate, CAS No. 2923-28-6

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2923-28-6

Catalog No. EBD1436136

CAS 2923-28-6

Name Silver,trifluoromethanesulfonate

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Basic Information

Synonyms: Silver,trifluoromethanesulfonate silvertrifluoromethanesulfonate Silver(I)triflate~Trifluoromethanesulphonicacidsilver(I)salt Trifluoromethanesulfonicacid,silversalt Silvertrifluormethanesulfonate Silvertriflate silver(1+)trifluoromethanesulfonate silvertrifluoromethanesulphonate silver(i)triflate silver(1+)triflate silver(trifluoromethyl)sulfonate silver(i)trifluoromethanesulfonate silvertrifluoromethanesulfonate(ago3scf3) trifluoromethanesulfonicacidsilver(1+)salt methanesulfonicacid,trifluoro-,silver(1+)salt(8ci,9ci)

Molecular Formula: CAgF3O3S

Molecular Weight: 256.94

MDL Number: MFCD00013226

Categories: Synthetic Chemistry > Catalysts and Ligands > Metal Catalysts

Product Description:

Silver trifluoromethanesulfonate, commonly known as silver triflate, is an inorganic salt with the formula AgCF_SO_. It is a white to off-white crystalline powder that is highly hygroscopic and sensitive to light. Structurally, it consists of a silver(I) cation paired with the weakly coordinating triflate anion (CF_SO__). This compound is widely utilized as a versatile reagent and catalyst in organic synthesis. Its primary application is as a halide abstractor, where the silver cation precipitates halide ions (e.g., Cl_, Br_, I_) as insoluble silver halides, thereby generating highly reactive cationic intermediates. This property makes it essential in glycosylation reactions, alkylation reactions, and the activation of carbon-halogen bonds for cross-coupling reactions. Additionally, silver triflate serves as a mild Lewis acid catalyst for various transformations, including rearrangements, cyclizations, and Friedel-Crafts reactions. It is also employed as a precursor for other silver-based catalysts and in the synthesis of organometallic complexes. Due to its light sensitivity, it should be stored in a dark, dry environment.

Physical Properties

Melting Point: 286 °C(lit.)

Analytical Data

Appearance: light beige crystalline powder