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430609

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)

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Dennis M Whitfield
Carbohydrate research, 356, 180-190 (2012-04-25)
The Transition State (TS) for any chemical glycosylation reaction is not known with certainty. Both experimental and computational approaches have been limited due to the complexity of the problem. This work describes a preliminary computational ionization approach using density functional
Yusuke Imazaki et al.
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
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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