418218
Scandium(III) triflate
99%, powder
Synonym(s):
Sc(OTf)3, Scandium(III) trifluoromethanesulfonate, Trifluoromethanesulfonic acid scandium(III) salt
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About This Item
Linear Formula:
Sc(SO3CF3)3
CAS Number:
Molecular Weight:
492.16
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
MDL number:
Beilstein/REAXYS Number:
8510151
Product Name
Scandium(III) triflate, 99%
Quality Segment
assay
99%
form
powder
reaction suitability
core: scandium, reagent type: catalyst
SMILES string
[Sc+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.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
InChI key
HZXJVDYQRYYYOR-UHFFFAOYSA-K
General description
Scandium(III) triflate is an extremely active, efficient, recoverable and reusable acylation catalyst. Its an important catalyst for the Friedel-Crafts acylation, Diels-Alder reactions and other carbon-carbon bond-forming reactions. It also stereochemically catalyzes the radical polymerization of acrylates. Scandium(III) triflate complex of (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine has been employed as catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates.
Application
Scandium(III) triflate was used as a catalyst in:
- Hydrothiolation reaction of aromatic and aliphatic thiols.
- Selective two-electron reduction of O2 by ferrocene derivatives.
- Vinylogous Friedel-Crafts alkylation of indoles and pyrroles in water.
- Synthesis of β-cyanoketones.
- Combination with triethylsilane to reductively open functionalized pyranoside rings.
- The key steps of synthesis of bullvalone via a stabilized sulfur ylide.
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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