CAS 144026-79-9 Scandium(III) triflate - Catalysts / Alfa Chemistry

Synonyms

Scandium(III) trifluoromethanesulfonate; KSC174E3P; KS-000002BK; Trifluoromethanesulfonic acid scandium(III) salt; ACT08645; RTR-005607; SCANDIUM TRIS(TRIFLUOROMETHANESULFONATE); SC(SO3CF3)3; scandium(3+); scandium(III)trifluoromethanesulfonate;

IUPAC Name

scandium(3+);trifluoromethanesulfonate;

Molecular Weight

492.16 g/mol

Molecular Formula

C3F9O9S3Sc

Canonical SMILES

C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].[Sc+3];

InChI

InChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3;

InChI Key

HZXJVDYQRYYYOR-UHFFFAOYSA-K;

Melting Point

>300°C

Storage

Room temperature

Complexity

145

Covalently-Bonded Unit Count

Exact Mass

491.812g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

491.812g/mol

Topological Polar Surface Area

197A^2

Application

Scandium(III) triflate, known chemically as Scandium trifluoromethanesulfonate with the formula Sc(SO3CF3)3, is an extremely active, efficient, recoverable, and reusable catalyst primarily utilized in a variety of chemical reactions to form carbon-carbon bonds. It serves as a potent Lewis acid catalyst in both the Friedel-Crafts acylation and Diels-Alder reactions, and is similarly effective in the radical polymerization of acrylates. Notably, Scandium(III) triflate is employed in the vinylogous Friedel-Crafts alkylation of indoles and pyrroles in aqueous environments, as well as in the Mukaiyama aldol reaction. Additionally, it is instrumental in facilitating hydrothiolation reactions, the selective two-electron reduction of oxygen by ferrocene derivatives, and the synthesis of β-cyanoketones. Beyond these applications, it catalyzes both asymmetric reactions and various electrophilic additions, including the interactions of alpha-diazoesters with ketones, demonstrating its versatility and significance as an important catalyst in organic chemistry.

December 21, 2024

Outstanding Catalyst for Complex Reactions

Using Scandium(III) triflate from Alfa Chemistry was seamless in our research. It excelled as a catalyst in Friedel-Crafts acylation and hydrothiolation, showing exceptional activity and reusability. Truly a remarkable component in our lab.