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Sigma-Aldrich

Zinc trifluoromethanesulfonate

greener alternative

98%

Sinonimo/i:

Bis(trifluoromethanesulfonato)zinc, Zinc trifluoromethylsulfonate, Zn(OTf)2, Trifluoromethanesulfonic acid zinc salt, Zinc triflate, Zn(OTf)2

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About This Item

Formula condensata:
(CF3SO3)2Zn
Numero CAS:
Peso molecolare:
363.53
Beilstein:
4028195
Numero CE:
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22
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Livello qualitativo

Saggio

98%

Impiego in reazioni chimiche

core: zinc
reagent type: catalyst

Caratteristiche più verdi

Catalysis
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sustainability

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Punto di fusione

≥300 °C (lit.)

Categoria alternativa più verde

Stringa SMILE

[Zn++].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F

InChI

1S/2CHF3O3S.Zn/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
CITILBVTAYEWKR-UHFFFAOYSA-L

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Descrizione generale

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Zinc trifluoromethanesulfonate acts as a lewis acid in nucleophilic addition and as a catalyst in aldol reactions.[1]

Applicazioni

  • Initiating a high-temperature zinc ion battery through a triazolium-based ionic liquid: This study explores the use of zinc trifluoromethanesulfonic acid in ionic liquid for high-temperature zinc ion batteries, demonstrating significant improvements in conductivity and stability. (Li et al., 2022).
  • Enhancing the solubility of 6-mercaptopurine by formation of ionic cocrystal with zinc trifluoromethanesulfonate: The research focuses on improving the solubility of 6-mercaptopurine by forming ionic cocrystals with zinc trifluoromethanesulfonate, resulting in single-crystal-to-single-crystal transformation. (Yao et al., 2014).
  • Spontaneous desaturation of the solvation sheath for high-performance anti-freezing zinc-ion gel-electrolyte: This paper discusses the development of a high-performance anti-freezing zinc-ion gel-electrolyte using zinc trifluoromethanesulfonate, which shows excellent performance even at low temperatures. (Li et al., 2023).

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Novel heterogeneous zinc triflate catalysts for the rearrangement of ?-pinene oxide.
Wilson K, et al.
Catalysis Letters, 61(1-2), 51-55 (1999)
Regioselective synthesis of 3-alkylindoles mediated by zinc triflate.
Zhu X and Ganesan A
The Journal of Organic Chemistry, 67(8), 2705-2708 (2002)
Magnesium and zinc-catalyzed thioketalization
Corey EJ and Shimoji K
Tetrahedron Letters, 24, 169-169 (1983)
Zinc triflate as Lewis acid in nucleophilic addition to cyclic N-acyliminium ions
Ronaldo Aloise P et al.
Synlett, 2005, 2297-2300 (2005)
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.

Questions

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  1. 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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  2. How can I determine the shelf life / expiration / retest date of this product?

    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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