515884
Aluminum trifluoromethanesulfonate
99.9% trace metals basis
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Aluminum tris(trifluoromethanesulfonate), Tris(trifluoromethanesulfonato)aluminum, Aluminum triflate
(CF3SO3)3Al
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Quality Level
Assay
99.9% trace metals basis
reaction suitability
core: aluminum
reagent type: catalyst
mp
300 °C (lit.)
SMILES string
[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
InChI key
FKOASGGZYSYPBI-UHFFFAOYSA-K
Related Categories
Application
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Recyclable Pd (OAc) 2/Ligand/Al (OTf) 3 Catalyst for the Homogeneous Methoxycarbonylation and Hydrocarboxylation Reactions of Phenylacetylene
Organometallics, 30(18), 4968-4973 (2011)
Aluminium (III) trifluoromethanesulfonate as an efficient catalyst for the intramolecular hydroalkoxylation of unactivated olefins: experimental and theoretical approaches
Chemistry?A European Journal , 12(24), 6356-6365 (2006)
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
Royal Society of Chemistry Advances, 7(62), 39221-39227 (2017)
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
Journal of the American Chemical Society, 134(36), 14760-14763 (2012-08-25)
Aryl triflates were transformed to aryl bromides/iodides simply by treating them with LiBr/NaI and [Cp*Ru(MeCN)(3)]OTf. The ruthenium complex also catalyzed the transformation of alkenyl sulfonates and phosphates to alkenyl halides under mild conditions. Aryl and alkenyl triflates undergo oxidative addition
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