367907

Sodium trifluoromethanesulfonate

98%

• Synonym(s): Sodium triflate, Trifluoromethanesulfonic acid sodium salt
• Linear Formula: CF₃SO₃Na
• CAS Number: 2926-30-9
• Molecular Weight: 172.06
• Beilstein: 3728797
• MDL number: MFCD00061607
• PubChem Substance ID: 24862862
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: solid
• mp: 253-255 °C (lit.)
• SMILES string: [Na+].[O-]S(=O)(=O)C(F)(F)F
• InChI: 1S/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1
• InChI key: XGPOMXSYOKFBHS-UHFFFAOYSA-M

Description

General description

Sodium trifluoromethanesulfonate (Sodium triflate or NaOTf) is an efficient catalyst as well as a reagent in many organic reactions. The prominent application includes catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.

Application

Sodium trifluoromethanesulfonate can be employed as a reagent for the preparation of:

• Aryl fluorides via silver-catalyzed fluorination of arylstannanes.
• Ionic liquids such as N, N -dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.

It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves