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| | Scandium trifluoromethanesulfonate Basic information |
| Product Name: | Scandium trifluoromethanesulfonate | | Synonyms: | PS-Sc(OTf)2, Scandium triflate resin;Scandium(III) bis(trifluoromethanesulfonate), polymer-bound;Scandium(III) trifluoromethanesulfonate, (Scandium triflate),min. 97%;Scandium(III) trifluoromethanesulfonate,95%;scandium(iii);Scandium(III)Trifluoromethanesulfonateanhydrous;Scandium trifluoromethanesulfonate,97%;Scandium trifluoromethanesulfonate,Trifluoromethanesulfonic acid scandium salt | | CAS: | 144026-79-9 | | MF: | C3F9O9S3Sc | | MW: | 492.16 | | EINECS: | | | Product Categories: | metal triflate compounds;trifluoromethanesulfonate,OTf;triflate;Boron, Nitrile, Thio,& TM-Cpds;OTf&NTf series;Other Metal;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Triflates;Sc (Scandium) Compounds;Stable Lewis Acids in Aqueous Media;Synthetic Organic Chemistry;Transition Metal Compounds | | Mol File: | 144026-79-9.mol |  |
| | Scandium trifluoromethanesulfonate Chemical Properties |
| 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. | | Sensitive | Hygroscopic | | Hydrolytic Sensitivity | 6: forms irreversible hydrate | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | F | 3-10 | | Hazard Note | Irritant | | TSCA | No | | HS Code | 28469099 |
| | Scandium trifluoromethanesulfonate Usage And Synthesis |
| 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. | | Uses | Scandium Triflate is an important catalyst used in Friedel-Crafts acylation, Baylis-Hillman reaction and other carbon-carbon bond forming reactions. | | 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. |
| | Scandium trifluoromethanesulfonate Preparation Products And Raw materials |
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