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Merck
CN

290068

Zinc trifluoromethanesulfonate

greener alternative

98%

Synonym(s):

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

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About This Item

Linear Formula:
(CF3SO3)2Zn
CAS Number:
54010-75-2
Molecular Weight:
363.53
UNSPSC Code:
12161600
NACRES:
NA.22
PubChem Substance ID:
24857423
EC Number:
258-922-6
Beilstein/REAXYS Number:
4028195
MDL number:
MFCD00013229

Key Documents

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InChI key

CITILBVTAYEWKR-UHFFFAOYSA-L

InChI

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

SMILES string

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

assay

98%

reaction suitability

core: zinc, reagent type: catalyst

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

≥300 °C (lit.)

greener alternative category

, Aligned

Quality Level

200

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General description

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.

Application

  • 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).

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9841
MKCX2438
MKCX3487
MKCW4912
0000323960

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Zinc triflate as Lewis acid in nucleophilic addition to cyclic N-acyliminium ions
Ronaldo Aloise P et al.
Synlett, 2005, 2297-2300 (2005)
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)
Yusuke Imazaki et al.
Journal of the American Chemical Society, 134(36), 14760-14763 (2012-08-25)
Aryl triflates were transformed to aryl bromides/iodides simply by treating them with LiBr/NaI and [Cp*Ru(MeCN)(3)]OTf. The ruthenium complex also catalyzed the transformation of alkenyl sulfonates and phosphates to alkenyl halides under mild conditions. Aryl and alkenyl triflates undergo oxidative addition
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