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Sigma-Aldrich

Lanthanum(III) trifluoromethanesulfonate

99.999% trace metals basis

Synonym(s):

La(OTf)3, Lanthanum tris(trifluoromethanesulfonate), Tris(trifluoromethanesulfonato)lanthanum, Lanthanum(III) triflate, Trifluoromethanesulfonic acid lanthanum salt

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About This Item

Linear Formula:
(CF3SO3)3La
CAS Number:
52093-26-2
Molecular Weight:
586.11
Beilstein:
9009103
MDL number:
MFCD00077560
UNSPSC Code:
12161600
PubChem Substance ID:
24866932
NACRES:
NA.22

Assay

99.999% trace metals basis

reaction suitability

core: lanthanum
reagent type: catalyst

SMILES string

[La+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.La/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3

InChI key

WGJJZRVGLPOKQT-UHFFFAOYSA-K

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Application

A water-tolerant Lewis acid used in the Aldol reaction of silyl enol ethers with aldehydes.

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones
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