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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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1 G
€33.50
5 G
€91.20

€33.50


Estimated to ship onApril 02, 2025


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1 G
€33.50
5 G
€91.20

About This Item

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

€33.50


Estimated to ship onApril 02, 2025


Request a Bulk Order

Quality Level

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

Application

A water-tolerant Lewis acid catalyst[1] recently used in one-pot syntheses of β-lactams,[2] and in stereocontrolled radical[3] and nucleophilic[4] addition reactions. Catalyzes the synthesis of deoxypenostatin A in a novel, stereoselective, intramolecular Diels-Alder reaction.[5]
Lewis acid catalyst used with a silylated chinchona alkaloid in an asymmetric synthesis of substituted β-lactams from an acid chloride and aryl imine.[6] Also used to catalyze an aldehyde-ene reaction in a synthesis of the guaiane skeleton.[7]
An important Lewis acid catalyst for a variety of synthetic reactions, including allylborations.[8][9]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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)
Acyclic Stereocontrol in Radical Reactions. Diastereoselective Radical Addition/Allylation of N-Propenoyloxazolidinone.
Mukund P. Sibi et al.
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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

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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