144026-79-9 Usage
Description
Scandium trifluoromethanesulfonate, commonly known as Scandium(III) triflate, is a chemical compound with the formula Sc(SO3CF3)3. It is a salt composed of scandium cations (Sc3+) and triflate anions (SO3CF3). Scandium(III) triflate is an extremely active, efficient, recoverable, and reusable acylation catalyst. It is particularly important for the Friedel-Crafts acylation, Diels-Alder reactions, and other carbon-carbon bond-forming reactions. Additionally, it stereochemically catalyzes the radical polymerization of acrylates.
Uses
Used in Hydrothiolation Reactions:
Scandium trifluoromethanesulfonate is used as a catalyst for hydrothiolation reactions of aromatic and aliphatic thiols, facilitating the formation of carbon-sulfur bonds.
Used in Selective Two-Electron Reduction:
Scandium triflate acts as a catalyst in the selective two-electron reduction of oxygen (O2) by ferrocene derivatives, playing a crucial role in controlling the reaction's electron transfer process.
Used in Vinylogous Friedel-Crafts Alkylation:
Scandium(III) triflate is used as a catalyst in the vinylogous Friedel-Crafts alkylation of indoles and pyrroles in water, promoting the formation of carbon-carbon bonds in these reactions.
Used in Synthesis of β-Cyanoketones:
Scandium trifluoromethanesulfonate is employed as a catalyst in the synthesis of β-cyanoketones, which are important intermediates in organic chemistry.
Used in Reductive Opening of Pyranoside Rings:
Scandium triflate is used in combination with triethylsilane to reductively open functionalized pyranoside rings, which is a key step in the synthesis of various complex organic molecules.
Used in Synthesis of Bullvalone:
Scandium(III) triflate is used as a catalyst in the key steps of the synthesis of bullvalone, a natural product with potential biological activities, via a stabilized sulfur ylide.
Used in Asymmetric Friedel-Crafts Reaction:
Scandium trifluoromethanesulfonate, in complex with (4′S,5′S)-2,6-bis[4′-(triisopropylsilyl)oxymethyl-5′-phenyl-1′,3′-oxazolin-2′-yl]pyridine, is used as a catalyst for the asymmetric Friedel-Crafts reaction between substituted indoles and methyl (E)-2-oxo-4-aryl-3-butenoates, enabling the formation of chiral products with high selectivity.
Used in Carbon-Carbon Bond Forming Reactions:
Scandium triflate is an important catalyst in various carbon-carbon bond forming reactions, such as Friedel-Crafts acylation and Baylis-Hillman reactions, contributing to the synthesis of complex organic molecules.
Used in Drug Delivery Systems:
Although not explicitly mentioned in the provided materials, Scandium(III) triflate could potentially be used in the development of novel drug delivery systems, taking advantage of its catalytic properties to improve the synthesis and delivery of pharmaceutical compounds.
Reactions
Water tolerant Lewis acid.
Commonly used in a range of Lewis acid catalyzed reactions.
Efficient metal source for Lewis acid catalyzed asymmetric reactions.
Catalyzes Friedel-Crafts alkylation, acylation and related reactions.
Catalyzes various domino- and multi-component processes.
Catalyzes electrophilic additions of alpha-diazoesters with ketones.
Catalyzes carbon insertion reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 144026-79-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,0,2 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 144026-79:
(8*1)+(7*4)+(6*4)+(5*0)+(4*2)+(3*6)+(2*7)+(1*9)=109
109 % 10 = 9
So 144026-79-9 is a valid CAS Registry Number.
