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Scandium trifluoromethanesulfonate

Scandium trifluoromethanesulfonate structure

Scandium trifluoromethanesulfonate 

structure
  • CAS No:

    144026-79-9

  • Formula:

    C3F9O9S3Sc

  • Chemical Name:

    Scandium trifluoromethanesulfonate

  • Synonyms:

    SC(O3SCF3)3;SCANDIUM TRIFLUOROMETHANESULFONATE;SCANDIUM TRIFLUOROMETHANESULFONATE, POLYMER-BOUND;SCANDIUM(III) TRIFLATE;SCANDIUM(III) TRIFLUOROMETHANESULFONATE;SCANDIUM(III) TRIFLUOROMETHANESULPHONATE;PS-Sc(OTf)2, Scandium triflate resin;Scandium(III) bis(trifluoromethanesulfonate), polymer-bound

  • Categories:

    Chemical Reagents  >  Organic Reagents

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.


White powder


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 Basic Attributes

492.16

491.811981

8510151

No

DTXSID70370368

White

28469099

Characteristics

>300 °C

Soluble in water, alcohol and acetonitrile.

Inert atmosphere,Room Temperature

Safety Information

3

Xi

26-36

36/37/38

|Warning|H315 (97.92%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 48 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Sc(OTf)3

Scandium trifluoromethanesulfonate Use and Manufacturing

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.


Scandium Triflate is an important catalyst used in Friedel-Crafts acylation, Baylis-Hillman reaction and other carbon-carbon bond forming reactions.

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