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515884

Sigma-Aldrich

Aluminum trifluoromethanesulfonate

99.9% trace metals basis

Sinonimo/i:

Aluminum tris(trifluoromethanesulfonate), Tris(trifluoromethanesulfonato)aluminum, Aluminum triflate

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About This Item

Formula condensata:
(CF3SO3)3Al
Numero CAS:
74974-61-1
Peso molecolare:
474.19
Numero MDL:
MFCD00143596
Codice UNSPSC:
12161600
ID PubChem:
24873851
NACRES:
NA.22

Livello qualitativo

100

Saggio

99.9% trace metals basis

Impiego in reazioni chimiche

core: aluminum
reagent type: catalyst

Punto di fusione

300 °C (lit.)

Stringa SMILE

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

InChI

1S/3CHF3O3S.Al/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3
FKOASGGZYSYPBI-UHFFFAOYSA-K

Categorie correlate

Applicazioni

Aluminum trifluoromethanesulfonate (aluminum triflate or Al(OTf)3) can be employed as a catalyst:
  • In the regioselective synthesis of cyclic ethers by cycloisomerization of unsaturated alcohols.
  • In the conversion of saccharides into 5-hydroxymethylfurfural (5-HMF).
  • Along with Pd(OAc)2/BINAP for the methoxycarbonylation reaction of phenylacetylene.

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificati d'analisi (COA)

Lot/Batch Number
MKCM7228
MKCM6153
MKCG5652
MKCB1353V
MKBZ7259V

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Valorization of an underused sugar derived from hemicellulose: Efficient synthesis of 5-hydroxymethylfurfural from mannose with aluminum salt catalyst in dimethyl sulfoxide/water mixed solvent
Jia S, et al.
Royal Society of Chemistry Advances, 7(62), 39221-39227 (2017)
Aluminium (III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins: experimental and theoretical approaches
Coulombel L, et al.
Chemistry?A European Journal , 12(24), 6356-6365 (2006)
Recyclable Pd (OAc) 2/Ligand/Al (OTf) 3 Catalyst for the Homogeneous Methoxycarbonylation and Hydrocarboxylation Reactions of Phenylacetylene
Williams DBG, et al.
Organometallics, 30(18), 4968-4973 (2011)
Shaochen Zhang et al.
Science (New York, N.Y.), 364(6435), 45-51 (2019-04-06)
Accessing enantiomerically enriched amines often demands oxidation-state adjustments, protection and deprotection processes, and purification procedures that increase cost and waste, limiting applicability. When diastereomers can be formed, one isomer is attainable. Here, we show that nitriles, largely viewed as insufficiently
Gang Liu et al.
Chemical communications (Cambridge, England), 48(56), 7049-7051 (2012-06-12)
An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene through 6-endo-cyclization, [3+2] cycloaddition and rearrangement is reported. This reaction proceeds efficiently to generate the molecular complexity with the formation of four bonds in a one-pot procedure.
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