483346

Silver trifluoromethanesulfonate

≥99.95% trace metals basis

• Synonym(s): AgOTf, Silver triflate, Trifluoromethanesulfonic acid silver salt
• 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: 24871884
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥99.95% trace metals basis
• 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

Description

Application

Gold Catalysts — 21st Century ′Gold Rush′

• Silver trifluoromethanesulfonate (AgOTf ) is a reactive triflating agent, which converts alkyl, acyl and sulfonyl halides to corresponding triflate species.
• It is a highly suitable electrophile to initiate acetylenic oxy-Cope rearrangement of substituted 5-hexen-1-yn-3-ols to synthesize corresponding α,δ-diethylenic aldehydes.
• It can also be used in the diastereoselective cyclization of amino ketenes where the diastereoselectivity depends on Ag(I) concentration.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H315,H318
• Precautionary Statements: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P362 + P364
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves