13580-38-6 Purity
95%+
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Specification
In aqueous media, scandium(III) fluoride (ScF3) can catalyze the hydroxymethylation of dimethylsilyl (DMS) enolates with aqueous formaldehyde to afford the corresponding β-hydroxyketones in good to excellent yields. It has been observed that silicon enolates are generally quite unstable in aqueous environments under Lewis acidic conditions, but in the slightly basic conditions of the ScF3-catalyzed reaction, these silicon enolates exhibit a greater degree of stability even in the presence of water. ScF3 possesses distinctive properties that set it apart from traditional Lewis acid or base catalysts.
ScF3-catalyzed hydroxymethylation
· First, it was performed the hydroxymethylation of trimethylsilyl (TMS) enolate 1aa with five equivalents of 36% aqueous formaldehyde solution (aq HCHO)6 in the presence of 20 mol% of ScF3 (entries 1 and 2). Surprisingly, the reaction did not progress at all, even after 24 hours at 40 °C.
· Then, the TMS enolate was replaced by dimethylsilyl (DMS) enolate 1ab. Fortunately, this adjustment allowed the reaction to proceed effectively, yielding the desired hydroxymethylation product 2a in high yields (entries 3 and 4).
· Due to the solubility of ScF3, the reaction was carried out at a lower concentration (0.1 M) to afford the target adduct in 92% yield (entry 5). In the absence of the catalyst, the reaction was notably slow (entry 6).
This work studies the possibility of preparing alkali metal fluoroscandates of various compositions by mixing individual alkali metal fluorides and scandium trifluoride through high temperature synthesis.
Synthesis of alkali metal fluoroscandiates
· Under argon protection, the corresponding individual alkali metal fluorides MeF and ScF 3 (where Me is Li, Na, K, Rb, Cs) were reacted at 400-600 °C for 100 hours to prepare a series of alkali metal fluoroscandates. The ratio of MeSc varied from 1:1 to 3:1.
· A mixture of MeF and ScF3 was prepared in the appropriate stoichiometric ratio and ground in an agate mortar within a dry box filled with argon. This mixture was then transferred into a nickel crucible, which was subsequently placed in a silica cell.
· The synthesis process was conducted in an inert glove box under a high-purity argon atmosphere (maintaining moisture levels below 0.1 ppm and oxygen levels below 1.4 ppm) at a temperature that was lower than the compound's decomposition point. The temperature was gradually increased from room temperature to the synthesis temperature at a rate of 3 °C per minute, held for 100 hours, and then allowed to cool back to room temperature at an approximate rate of 2 °C per minute.
The molecular formula of Scandium(III) fluoride is ScF3.
The molecular weight of Scandium(III) fluoride is 101.95112 g/mol.
Scandium(III) fluoride was created on March 21, 2011.
Scandium(III) fluoride was last modified on December 2, 2023.
The IUPAC name of Scandium(III) fluoride is scandium(3+);trifluoride.
The InChI of Scandium(III) fluoride is InChI=1S/3FH.Sc/h3*1H;/q;;;+3/p-3.
The InChIKey of Scandium(III) fluoride is OEKDNFRQVZLFBZ-UHFFFAOYSA-K.
The canonical SMILES of Scandium(III) fluoride is [F-].[F-].[F-].[Sc+3].
The CAS number of Scandium(III) fluoride is 13709-47-2.
The hydrogen bond acceptor count of Scandium(III) fluoride is 3.