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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Jie Wu et al.
Bioresource technology, 324, 124664-124664 (2021-01-18)
Previous work has shown that sulfonation and oxidation of chemi-thermomechanical pulps (CTMPs) significantly enhanced enzyme accessibility to cellulose while recovering the majority of carbohydrates in the water-insoluble component. In the work reported here, modified (sulfonated and oxidized) CTMPs derived from
The Journal of Organic Chemistry, 59, 3590-3590 (1994)
B V Subba Reddy et al.
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
Fumiya Urabe et al.
The Journal of organic chemistry, 78(8), 3847-3857 (2013-04-13)
The stereocontrolled total synthesis of (-)-cinatrin C1, a phospholipase A2 inhibitor, has been accomplished. The key feature includes the stereoselective construction of the highly substituted tetrahydrofuran core by In(OTf)3-catalyzed Conia-ene reaction of the oxygen-tethered acetylenic malonic ester followed by dihydroxylation
Shiqiang Yan et al.
Carbohydrate research, 354, 6-20 (2012-05-09)
An efficient, chemoselective, and environment-friendly method for the deprotection of tert-butyldiphenylsilyl ethers mediated by triflic acid supported on silica gel is reported. A wide range of tert-butyldiphenylsilyl ethers derived from carbohydrate and saponin residues can be smoothly cleaved in the
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