Sodium trifluoromethanesulfonate CAS: 2926-30-9
Catalog Number | XD93556 |
Product Name | Sodium trifluoromethanesulfonate |
CAS | 2926-30-9 |
Molecular Formula | CF3NaO3S |
Molecular Weight | 172.06 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
Sodium trifluoromethanesulfonate, also known as triflate or CF₃SO₃Na, is a chemical compound with various important uses in organic synthesis, catalysis, and material science. Its unique properties make it a valuable reagent in these fields.One key application of sodium trifluoromethanesulfonate is as a strong acid catalyst in organic synthesis. It can be used to promote a wide range of organic reactions, including esterification, etherification, and alkylation. Its triflate anion, CF₃SO₃⁻, is highly stable, which allows for efficient acid-catalyzed transformations. Additionally, its trifluoromethyl group (CF₃) can introduce desirable properties into the resulting molecules, such as increased lipophilicity and improved pharmacokinetics.Sodium trifluoromethanesulfonate is also used as a coupling agent in organic and organometallic chemistry. It can enable the formation of carbon-carbon, carbon-nitrogen, and carbon-oxygen bonds through cross-coupling reactions. The triflate anion acts as a leaving group, facilitating the substitution of the triflate group with a nucleophile or an electrophile. This makes it an important reagent in the synthesis of complex organic molecules, pharmaceuticals, and fine chemicals.Moreover, sodium trifluoromethanesulfonate has applications as a Lewis acid catalyst. Its triflate ion can coordinate with Lewis bases, activating them towards nucleophilic attack or enabling them to act as catalysts themselves. This property is exploited in a variety of reactions, such as carbon-carbon bond formation, cycloadditions, and rearrangements. The use of sodium trifluoromethanesulfonate as a Lewis acid has been particularly valuable in the synthesis of natural products and chiral compounds.Additionally, sodium trifluoromethanesulfonate serves as a stabilizer and electrolyte in lithium-ion batteries. Its high thermal stability and good conductivity make it useful for prolonging the lifespan and enhancing the performance of batteries. It helps prevent electrode degradation and enhances the efficiency of charge and discharge cycles.In summary, sodium trifluoromethanesulfonate is a versatile compound with a range of applications in organic synthesis, catalysis, and material science. Its strong acid-catalyzing properties, ability to facilitate cross-coupling reactions, and Lewis acid capability make it a valuable reagent for the synthesis of complex organic molecules, pharmaceuticals, and fine chemicals. Furthermore, its thermal stability and conductivity properties make it an important component in lithium-ion batteries.