CAS 144026-79-9|Scandium(III) triflate|Scandium(III) trifluoromethanesulphonate 99%|scandium(3+) ion tritrifluoromethanesulfonate|scandium(3+) ion tritriflate|PS-Sc(OTf)2|Scandium(III) bis(trifluoro...

General Information

Structure

Molecular Formula

C₃F₉O₉S₃Sc

Molecular Mass

492.1632388

Exact Mass

491.81198546

Charge

InChI

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

InChIKey

HZXJVDYQRYYYOR-UHFFFAOYSA-K

Canonic Smiles

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

Isomeric Smiles

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

Calculated Properties

JChem

Acid pKa

-3.4301212

H Acceptors

H Donor

LogD (pH = 5.5)

-1.2283616

LogD (pH = 7.4)

-1.2283617

Log P

1.1480371

Molar Refractivity

15.8602

Polarizability

7.460577

Polar Surface Area

57.2

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Scandium(III) triflateScandium(III) trifluoromethanesulphonate 99%Scandium(III) bis(trifluoromethanesulfonate), polymer-boundPS-Sc(OTf)2三氟甲磺酸钪树脂Scandium(III) trifluoromethanesulfonate聚合物键合型双(三氟甲烷磺酸)钪(III)Scandium triflate resinSc(OTf)3Scandium(III) trifluoromethanesulfonateTrifluoromethanesulfonic acid scandium(III) salt三氟甲磺酸钪盐三氟甲磺酸钪(III) 盐Scandium(III) trifluoromethanesulfonateScandium(III) triflate三氟甲基磺酸钪Trifluoromethanesulfonic acid scandium salt三氟甲磺酸钪(III)Scandium tris(trifluoromethanesulfonate)三氟甲烷磺酸钪Scandium trifluoromethanesulfonate

IUPAC name

scandium(3+) ion tritrifluoromethanesulfonate

IUPAC Traditional name

scandium(3+) ion tritriflate

Names and Identifiers

Registration numbers

MDL Number

MFCD00192433MFCD00798539

CAS Number

144026-79-9

PubChem CID

2734571

PubChem SID

16208571424881276248882432486621224871885

Chemspider ID

2016319

Wikipedia Title

Scandium(III)_trifluoromethanesulfonate

Beilstein Number

8510151

Registration numbers

Properties

Physical Property

Melting Point

300°C

>300 °C

Apperance

Powder

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Scandium(III)_trifluoromethanesulfonate

Sigma Aldrich

590312

Application
Polymer-supported catalyst.
Features and Benefits
Recyclable acylation catatlyst.1
Packaging
1, 5, 25 g in glass bottle

418218

Application
Extremely active, efficient, recoverable and reusable acylation catalyst,1
Important catalyst in Friedel-Crafts acylation, Diels-Alder reactions, and other carbon-carbon bond-forming reactions. Stereochemically catalyzes the radical polymerization of acrylates.
Used with triethylsilane to reductively open functionalized pyranoside rings. Lewis acid employed in the key step of a synthesis of bullvalone via a stabilized sulfur ylide.
Packaging
1, 5 g in glass bottle
250 mg in glass bottle

483354

Packaging
1 g in glass bottle

84645

Other Notes
Reusable Lewis acid catalyst employed e.g. for Diels-Alder CA, aldol, Michael and other reactions1,2

Molecule Details

References

PubChem Literature

From Data Sources

• For reviews of applications, see: Eur. J. Org. Chem., 15 (1999); Synlett, 2023 (1999).

• Water-tolerant and potentially reusable, highly active Lewis acid catalyst. Applications include:

• Catalyst for a one-pot synthesis of diaryl sulfoxides from arenes and thionyl chloride: Synlett, 784 (2002). Catalyst for methoxymethylation of alcohols with Dimethoxymethane, A12055: Tetrahedron Lett., 44, 6051 (2003). Selective addition of allyltrimethylsilane to aldehydes can be accomplished in the presence of a ketone: Synthesis, 1822 (1998).

• O-Acylation of alcohols with acetic anhydride: J. Am. Chem. Soc., 117, 4413 (1995); Org. Synth., 77, 45 (1999), or acetic acid: Chem. Commun., 351 (1997). Aldol and Michael reactions of silyl enol ethers: Synlett, 472 (1993). Friedel-Crafts acylations: Synlett, 545 (1994); (in combination with LiClO₄): Chem. Commun., 183 (1996). Fries rearrangement: J. Chem. Soc., Chem. Commun., 1527 (1995). Hetero Diels-Alder reactions: J. Chem. Soc., Chem. Commun., 1195 (1995).

• Catalyzes the Paal-Knorr synthesis of dialkylpyrroles from 1,4-diones under extremely mild, solvent-free conditions: Tetrahedron Lett., 47, 5383 (2006).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

scandium(3+) ion tritrifluoromethanesulfonate

IUPAC Traditional name

scandium(3+) ion tritriflate

Registration numbers

MDL Number

MFCD00192433MFCD00798539

CAS Number

144026-79-9

PubChem CID

2734571

PubChem SID

16208571424881276248882432486621224871885

Chemspider ID

2016319

Wikipedia Title

Scandium(III)_trifluoromethanesulfonate

Beilstein Number

8510151

Molecule Details

Wikipedia

Scandium(III)_trifluoromethanesulfonate

Sigma Aldrich

590312

Application
Polymer-supported catalyst.
Features and Benefits
Recyclable acylation catatlyst.1
Packaging
1, 5, 25 g in glass bottle

418218

483354

Packaging
1 g in glass bottle

84645

Other Notes
Reusable Lewis acid catalyst employed e.g. for Diels-Alder CA, aldol, Michael and other reactions1,2

References

PubChem Literature

From Data Sources

• For reviews of applications, see: Eur. J. Org. Chem., 15 (1999); Synlett, 2023 (1999).

• Water-tolerant and potentially reusable, highly active Lewis acid catalyst. Applications include:

• Catalyzes the Paal-Knorr synthesis of dialkylpyrroles from 1,4-diones under extremely mild, solvent-free conditions: Tetrahedron Lett., 47, 5383 (2006).

Bioactivity

PubChem BioAssay

Properties

Physical Property

Melting Point

300°C

>300 °C

Apperance

Powder

Molecule

ID:99449