633305

Bismuth(III) trifluoromethanesulfonate

• Synonym(s): Bi(OTf)₃, Bismuth tris(trifluoromethanesulfonate), Bismuth(III) triflate
• Linear Formula: Bi(OSO₂CF₃)₃
• CAS Number: 88189-03-1
• Molecular Weight: 656.19
• MDL number: MFCD02093669
• UNSPSC Code: 12161600
• PubChem Substance ID: 24882545
• NACRES: NA.22

Properties

• Quality Level: 100
• reaction suitability: core: bismuth; reagent type: catalyst
• mp: >300 °C (lit.)
• SMILES string: [Bi+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F
• InChI: 1S/3CHF3O3S.Bi/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
• InChI key: NYENCOMLZDQKNH-UHFFFAOYSA-K

Description

Application

Bismuth(III) trifluoromethanesulfonate may be used as a catalyst in the following processes:

• deprotection of acetals
• cleavage of 2-tert-butoxy derivatives of thiophenes and furans
• allylation of acetals to form homoallyl ethers

It may also be used as a substitute to corrosive triflic acid in Friedel-Crafts (FC) acylation and sulfonylation of arenes.

Catalyzes direct substitution of allylic, propargylic, and benzylic alcohols with sulfonamides, carbamates, and carboxamides.

Packaging

Bismuth(III) trifluoromethanesulfonate is an eco-friendly Lewis acid that can be prepared by reacting triflic acid with bismuth(III) trifluoroacetate.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves