Identification | More | [Name]
Scandium trifluoromethanesulfonate | [CAS]
144026-79-9 | [Synonyms]
PS-SC(OTF)2 SCANDIUM(III) TRIFLATE SCANDIUM(III) TRIFLUOROMETHANESULFONATE SCANDIUM(III) TRIFLUOROMETHANESULPHONATE SCANDIUM TRIFLATE SCANDIUM TRIFLATE RESIN SCANDIUM TRIFLUOROMETHANESULFONATE SCANDIUM TRIFLUOROMETHANESULFONATE, POLYMER-BOUND SC(O3SCF3)3 TRIFLUOROMETHANESULFONIC ACID SCANDIUM(3) SALT TRIFLUOROMETHANESULFONIC ACID SCANDIUM(III) SALT TRIFLUOROMETHANESULFONIC ACID SCANDIUM SALT Scandium (lll) trifluoromethanesulfonate Scandium(III) triflate, 99.995% metals basis SCANDIUM (III) TRIFLUOROMETHANESULFONATE, 97+% (SCANDIUM TRIFLATE) ScandiumTrifluoromethanesulfonate,Microencapsulated Scandium(III)trifluoromethanesulfonate,min.97%(Scandiumtriflate) Methanesulfonic acid, trifluoro-, scandium(3+) salt Scandium(III) trifluoromethanesulphonate 99% Scandium(III)trifluoromethanesulphonate99% | [Molecular Formula]
C3F9O9S3Sc | [MDL Number]
MFCD00192433 | [Molecular Weight]
492.16 | [MOL File]
144026-79-9.mol |
Chemical Properties | Back Directory | [Appearance]
White powder | [Melting point ]
>300 °C
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Water (Slightly) | [form ]
Powder | [color ]
White | [Water Solubility ]
Soluble in water, alcohol and acetonitrile. | [Hydrolytic Sensitivity]
6: forms irreversible hydrate | [Sensitive ]
Hygroscopic | [BRN ]
8510151 | [Stability:]
hygroscopic | [InChI]
InChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3 | [InChIKey]
HZXJVDYQRYYYOR-UHFFFAOYSA-K | [SMILES]
C(F)(S([O-])(=O)=O)(F)F.C(F)(F)(F)S([O-])(=O)=O.C(F)(F)(F)S([O-])(=O)=O.[Sc+3] | [CAS DataBase Reference]
144026-79-9(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
3-10 | [Hazard Note ]
Irritant | [TSCA ]
No | [HS Code ]
28469099 |
Hazard Information | Back Directory | [Description]
Scandium trifluoromethanesulfonate, commonly called Scandium(III) triflate, is a chemical compound with formula Sc(SO3CF3)3, a salt consisting of scandium cations Sc3+ and triflate SO3CF3? anions. 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. | [Chemical Properties]
White powder | [Uses]
Scandium(III) trifluoromethanesulfonate is widely used as a catalyst in hydrothiolation, selective two-electron reduction of oxygen by ferrocene derivatives and vinylogous Fridel-crafts alkylation of indoles and pyrrole in water. It is involved in the Mukaiyama aldol addition and stereochemically catalyzes the radical polymerization of acrylates. It acts as a Lewis acid catalyst and used in the synthesis of bullvalone via a stabilized sulfur ylide.? | [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. | [Reactions]
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Water tolerant Lewis acid.
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Commonly used in a range of Lewis acid catalyzed reactions.
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Efficient metal source for Lewis acid catalyzed asymmetric reactions.
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Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
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Catalyzes various domino- and multi-component processes.
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Catalyzes electrophilic additions of alpha-diazoesters with ketones.
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Catalyzes carbon insertion reactions.
| [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. |
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