Scandium(III) Trifluoromethanesulfonate - Wikipedia

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Appearance move to sidebar hide From Wikipedia, the free encyclopedia Chemical compound Scandium(III) trifluoromethanesulfonate

Names
IUPAC name Scandium trifluoromethanesulfonate
Identifiers
CAS Number	144026-79-9 Y
3D model (JSmol)	Interactive image
ChemSpider	2016319 Y
ECHA InfoCard	100.157.499
PubChem CID	2734571
CompTox Dashboard (EPA)	DTXSID70370368
InChI InChI=1S/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3 YKey: HZXJVDYQRYYYOR-UHFFFAOYSA-K Y InChI=1/3CHF3O3S.Sc/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3Key: HZXJVDYQRYYYOR-DFZHHIFOAT
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]
Properties
Chemical formula	C3F9O9S3Sc
Molar mass	492.16 g/mol
Hazards
Safety data sheet (SDS)	Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Chemical compound

Scandium trifluoromethanesulfonate, commonly called scandium triflate, is a chemical compound with formula Sc(SO3CF3)3, a salt consisting of scandium cations Sc3+ and triflate SO3CF−3 anions.

Scandium triflate is used as a reagent in organic chemistry as a Lewis acid.[1] Compared to other Lewis acids, this reagent is stable towards water and can often be used in organic reactions as a true catalyst rather than one used in stoichiometric amounts. The compound is prepared by reaction of scandium oxide with trifluoromethanesulfonic acid.

An example of the scientific use of scandium triflate is the Mukaiyama aldol addition reaction between benzaldehyde and the silyl enol ether of cyclohexanone with an 81% yield.[2]

See also

[edit]

• Lanthanide trifluoromethanesulfonates

References

[edit]

1. ^ Deborah Longbottom (1999). "SYNLETT Spotlight 12: Scandium Triflate". Synlett. 1999 (12): 2023. doi:10.1055/s-1999-5997.
2. ^ S. Kobayashi (1999). "Scandium Triflate in Organic Synthesis". Eur. J. Org. Chem. 1999: 15–27. doi:10.1002/(SICI)1099-0690(199901)1999:1<15::AID-EJOC15>3.0.CO;2-B. Archived from the original on 2013-01-05.

Wikimedia Commons has media related to Scandium(III) triflate.

v t e Scandium compounds
ScB12 ScBr3 Sc(CH3COO)3 ScCl3 ScF3 ScH3 ScI3 ScN Sc(NO3)3 Sc2O3 ScP ScS PrScO3 Sc2S3 Sc2(SO4)3 Sc(SO3CF3)3 ScB2 Sc(ClO4)3 ScSb Sc(ReO4)3 Sc2Te3 Sc(C5H5)3 Sc(C9H13)3 Sc(OH)3 Sc(OCH(CH3)2)3

Retrieved from "https://en.wikipedia.org/w/index.php?title=Scandium(III)_trifluoromethanesulfonate&oldid=1060647979" Categories:

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• Triflates
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