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430595

Sigma-Aldrich

Ytterbium(III) trifluoromethanesulfonate

99.99%

Synonym(s):

Yb(OTf)3, Trifluoromethanesulfonic acid ytterbium(III) salt, Yb(TFA)3, Ytterbium(III) triflate

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About This Item

Linear Formula:
(CF3SO3)3Yb
CAS Number:
54761-04-5
Molecular Weight:
620.25
MDL number:
MFCD06200261
UNSPSC Code:
12161600
PubChem Substance ID:
24866930
NACRES:
NA.22

Assay

99.99%

reaction suitability

core: ytterbium
reagent type: catalyst

SMILES string

FC(F)(F)S(=O)(=O)O[Yb](OS(=O)(=O)C(F)(F)F)OS(=O)(=O)C(F)(F)F

InChI

1S/3CHF3O3S.Yb/c3*2-1(3,4)8(5,6)7;/h3*(H,5,6,7);/q;;;+3/p-3

InChI key

AHZJKOKFZJYCLG-UHFFFAOYSA-K

Related Categories

Application

A water-tolerant Lewis acid catalyst recently used in one-pot syntheses of β-lactams, and in stereocontrolled radical and nucleophilic addition reactions. Catalyzes the synthesis of deoxypenostatin A in a novel, stereoselective, intramolecular Diels-Alder reaction.
Lewis acid catalyst used with a silylated chinchona alkaloid in an asymmetric synthesis of substituted β-lactams from an acid chloride and aryl imine. Also used to catalyze an aldehyde-ene reaction in a synthesis of the guaiane skeleton.
An important Lewis acid catalyst for a variety of synthetic reactions, including allylborations.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Acyclic Stereocontrol in Radical Reactions. Diastereoselective Radical Addition/Allylation of N-Propenoyloxazolidinone.
Mukund P. Sibi et al.
The Journal of organic chemistry, 61(18), 6090-6091 (1996-09-06)
Jili Li et al.
Organic & biomolecular chemistry, 16(43), 8115-8129 (2018-10-20)
CO-releasing molecules (CORMs) containing cobalt have many bioactivities, but most of them do not dissolve in water and have no selectivity to tissue and organs. On the basis of the specific recognition of galactose or sialic acid by a receptor
Kobayashi, S.
Transition Metals for Organic Synthesis, 1, 285-285 (1998)
Yb(OTf)(3)-Catalyzed One-Pot Synthesis of beta-Lactams from Silyl Ketene Thioacetals by a Two- or a Three-Component Reaction.
Rita Annunziata et al.
The Journal of organic chemistry, 61(23), 8293-8296 (1996-11-15)
Aldrichimica Acta, 28, 77-77 (1995)
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