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633305 Sigma-Aldrich

Bismuth(III) trifluoromethanesulfonate

Synonym: Bi(OTf)3, Bismuth tris(trifluoromethanesulfonate), Bismuth(III) triflate

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Properties

Related Categories Bismuth Catalysts, Catalysis and Inorganic Chemistry, Chemical Synthesis More...
Quality Level   100
mp   >300 °C (lit.)
reaction suitability   reagent type: catalyst
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

5, 25 g in glass bottle

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

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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