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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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Product Name

Zinc trifluoromethanesulfonate, 98%

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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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).

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

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)
Magnesium and zinc-catalyzed thioketalization
Corey EJ and Shimoji K
Tetrahedron Letters, 24, 169-169 (1983)
Regioselective synthesis of 3-alkylindoles mediated by zinc triflate.
Zhu X and Ganesan A
The Journal of Organic Chemistry, 67(8), 2705-2708 (2002)
Novel heterogeneous zinc triflate catalysts for the rearrangement of ?-pinene oxide.
Wilson K, et al.
Catalysis Letters, 61(1-2), 51-55 (1999)
Dennis M Whitfield
Carbohydrate research, 356, 180-190 (2012-04-25)
The Transition State (TS) for any chemical glycosylation reaction is not known with certainty. Both experimental and computational approaches have been limited due to the complexity of the problem. This work describes a preliminary computational ionization approach using density functional
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