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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS1989
MKCP5873
MKCD1173
MKBV3435V
MKBQ8457V

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Organic & biomolecular chemistry, 10(40), 8102-8107 (2012-09-06)
A silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with pyridyne is presented. Different outcomes are obtained, depending on the pyridynes utilized in the transformation.
Yu Hsien Lin et al.
Chemical communications (Cambridge, England), 48(88), 10910-10912 (2012-10-02)
β-Glycosyl imidinium triflate is generated from participating thioglycoside donors for disarmed-armed iterative glycosylations and one-pot oligosaccharide synthesis.
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Organic letters, 15(3), 464-467 (2013-01-18)
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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