Trifluoromethanesulfonic anhydride
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Main applications in sulfonation and acylation in organic synthesis: Preparation of trifluoromethanesulfonates (TfO-): Reacts with alcohols and phenols to form trifluoromethanesulfonates, which are important leaving groups widely used in nucleophilic substitution reactions (such as SN2) and elimination reactions, for example: \(ROH + (CF_3SO_2)_2O \rightarrow ROTf + CF_3SO_3H\). The high reactivity of trifluoromethanesulfonates makes them suitable for the modification of complex molecules (such as steroids and sugar derivatives).
Sulfonylation of amines: Reacts with amines to form trifluoromethanesulfonamides (R₂NSO₂CF₃), used for protecting amino groups or preparing fluorine-containing intermediates, which can enhance the lipophilicity and metabolic stability of molecules in pharmaceutical synthesis.
Strong acid catalyst carrier: Combined with metal oxides (such as ZrO₂, Al₂O₃) to prepare solid superacid catalysts, used in alkylation and isomerization reactions (such as hydrocarbon conversion in petrochemicals), avoiding the corrosiveness and pollution issues associated with liquid acids.
Dehydration and cyclization reactions: As a powerful dehydrating agent, it promotes intramolecular dehydration of alcohols to form alkenes, or intermolecular dehydration to form ethers; in cyclization reactions (such as the synthesis of heterocyclic compounds), it drives the formation of cyclic structures from hydroxyl groups and adjacent groups (such as pyrrole and furan derivatives).
Pharmaceutical and Materials Chemistry:
Synthesis of drug intermediates: Used for structural modification of fluorine-containing drugs, for example, introducing the trifluoromethanesulfonyl group in antiviral and antitumor drugs to optimize efficacy.
Preparation of ionic liquids: Reacts with nitrogen-containing heterocycles to generate trifluoromethanesulfonate ionic liquids, serving as green solvents or electrolyte materials.
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