Scandium trifluoromethanesulfonate

Bezeichnung:Scandium trifluoromethanesulfonate

CAS-Nr144026-79-9

Englisch Name:Scandium trifluoromethanesulfonate

CBNumberCB4256487

SummenformelC3F9O9S3Sc

Molgewicht492.16

MOL-Datei144026-79-9.mol

Scandium trifluoromethanesulfonate physikalisch-chemischer Eigenschaften

Schmelzpunkt	>300 °C
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	Water (Slightly)
Aggregatzustand	Powder
Farbe	White
Wasserlöslichkeit	Soluble in water, alcohol and acetonitrile.
Sensitive	Hygroscopic
Hydrolytic Sensitivity	6: forms irreversible hydrate
BRN	8510151
Stabilität	hygroscopic
InChI	InChI=1S/3CHF3O3S.Sc/c32-1(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 Datenbank	144026-79-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
F	3-10
Hazard Note	Irritant
TSCA	No
HS Code	28469099

Gefahreninformationscode (GHS)

Scandium trifluoromethanesulfonate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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.
Chemische Eigenschaften
White powder
Verwenden
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.
Verwenden
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.
Reaktionen
2. Water tolerant Lewis acid.
4. Commonly used in a range of Lewis acid catalyzed reactions.
6. Efficient metal source for Lewis acid catalyzed asymmetric reactions.
8. Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
10. Catalyzes various domino- and multi-component processes.
12. Catalyzes electrophilic additions of alpha-diazoesters with ketones.
14. Catalyzes carbon insertion reactions.
Allgemeine Beschreibung
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 Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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