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Scandium trifluoromethanesulfonate

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Products Intro: Product Name:Scandium trifluoromethanesulfonate
CAS:144026-79-9
Purity:NLT 98% Package:1G;100G;1KG;50KG;100KG Remarks:ACF525024
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Products Intro: Product Name:Scandium(III) Trifluoromethanesulfonate
CAS:144026-79-9
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CAS:144026-79-9
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CAS:144026-79-9
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Products Intro: Product Name:Scandium trifluoromethanesulfonate
CAS:144026-79-9
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Scandium trifluoromethanesulfonate manufacturers

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 Structure
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 Sensitivity6: forms irreversible hydrate
BRN 8510151
Stability:hygroscopic
InChIInChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
InChIKeyHZXJVDYQRYYYOR-UHFFFAOYSA-K
SMILESC(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 Reference144026-79-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
3-10
Hazard Note Irritant
TSCA No
HS Code 28469099
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
Scandium trifluoromethanesulfonate Usage And Synthesis
DescriptionScandium 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 PropertiesWhite powder
UsesScandium(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.
UsesScandium Triflate is an important catalyst used in Friedel-Crafts acylation, Baylis-Hillman reaction and other carbon-carbon bond forming reactions.
PreparationScandium triflate (Scandium trifluoromethanesulfonate) can be prepared from the corresponding oxide (Sc2O3) and aqueous trifluoromethanesulfonic acid (TfOH). After filtration and concentration of the clear aqueous solution in vacuo, the resulting hydrated salt is dried in vacuo (<1 mmHg) at 200?°C for 40 h to afford the anhydrous triflate stored over P2O5.
ApplicationScandium(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
  1. Water tolerant Lewis acid.
  2. Commonly used in a range of Lewis acid catalyzed reactions.
  3. Efficient metal source for Lewis acid catalyzed asymmetric reactions.
  4. Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
  5. Catalyzes various domino- and multi-component processes.
  6. Catalyzes electrophilic additions of alpha-diazoesters with ketones.
  7. Catalyzes carbon insertion reactions.
Reactions of 144026-79-9_1
Reactions of 144026-79-9_2
Reactions of 144026-79-9_3
General DescriptionScandium(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
Tag:Scandium trifluoromethanesulfonate(144026-79-9) Related Product Information
Trifluoromethanesulfonic acid SILVER TRIFLUOROMETHANESULFONATE Lithium trifluoromethanesulfonate Zinc trifluoromethanesulfonate COPPER(II) TRIFLUOROMETHANESULFONATE Trifluoromethanesulfonic anhydride Trifluoromethanesulfonyl chloride Methyl trifluoromethanesulfonate SCANDIUM Ethyl trifluoromethanesulfonate Scandium acetate Scandium trifluoride Methanesulfonic acid Iron(III) trifluoromethanesulfonate YTTERBIUM(III) TRIFLATE HYDRATE, 99.90% TIN(II) TRIFLUOROMETHANESULFONATE YTTRIUM(III) TRIFLUOROMETHANESULFONATE ERBIUM (III) TRIFLUOROMETHANESULFONATE Scandium Triflate