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Bismuth(III) trifluoromethanesulfonate
Catalog Number
ACM88189031
Product Name
Bismuth(III) trifluoromethanesulfonate
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/88189-03-1.gif)
CAS
88189-03-1
Synonyms
Methanesulfonic acid, 1,1,1-trifluoro-, bismuth(3+) salt (3:1)
IUPAC Name
bismuth;trifluoromethanesulfonate;
Molecular Weight
656.2
Molecular Formula
C3BiF9O9S3
Canonical SMILES
C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].[Bi+3]
InChI
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
Melting Point
300 °C
Purity
99%
Appearance
Liquid
Complexity
145
Covalently-Bonded Unit Count
4
Exact Mass
655.83647
H-Bond Acceptor
18
Heavy Atom Count
25
Monoisotopic Mass
655.83647
Rotatable Bond Count
0
Topological Polar Surface Area
197 Ų
UNII
51KD8E1741
Application
Bismuth(III) trifluoromethanesulfonate is a powerful Lewis acid that serves a crucial role as a catalyst in various organic synthesis reactions. It facilitates Friedel-Crafts acylation and the cycloisomerization of allene-enol ethers, acting as a direct substitution catalyst. This compound is particularly effective in the substitution of allylic, propargylic, and benzylic alcohols with sulfonamides, carboxamides, and carbamates. Additionally, it is employed in Mukaiyama aldol reactions, showcasing its versatility and importance in chemical processes.
April 9, 2025
Excellent Catalytic Performance in Organic Syntheses
Using Bismuth(III) trifluoromethanesulfonate in our lab, it effectively catalyzed Friedel-Crafts acylation and Mukaiyama aldol reactions. The compound's efficiency as a Lewis acid in these reactions significantly streamlined our synthesis process.
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