Zinc trifluoromethanesulfonate

Base Information

• Chemical Name: Zinc trifluoromethanesulfonate
• CAS No.: 54010-75-2
• Deprecated CAS: 919781-74-1,2740548-14-3
• Molecular Formula: C2F6O6S2Zn
• Molecular Weight: 363.531
• Hs Code.: 29049090
• European Community (EC) Number: 258-922-6
• DSSTox Substance ID: DTXSID7068899
• Nikkaji Number: J261.102C
• Wikipedia: Zinc_triflate
• Wikidata: Q8072312
• Mol file: 54010-75-2.mol

Synonyms:zinc trifluoromethanesulfonate;Zn(OTf)(2);Zn(OTf)2

Chemical Property of Zinc trifluoromethanesulfonate

Chemical Property:

• Appearance/Colour: white to light-grey powder
• Melting Point: ≥300 °C(lit.)
• Boiling Point: 162oC at 760 mmHg
• PSA: 131.16000
• Density: 4.43
• LogP: 2.26190
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water and acetonitrile. Slightly soluble in methanol. Insoluble in dichloromethane.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 361.833191
• Heavy Atom Count: 17
• Complexity: 145

Purity/Quality:

98% ^*data from raw suppliers

Zinc trifluoromethanesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S(=O)(=O)[O-].[Zn+2]
• Uses: Zinc trifluoromethanesulfonate acts as a catalyst for the preparation of dithioketals. It is used as a Lewis acid catalyst in silylation reactions. It is also used as a catalyst for greener amine synthesis by reductive amination with hydrogen gas.

Technology Process of Zinc trifluoromethanesulfonate

There total 10 articles about Zinc trifluoromethanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

trifluorormethanesulfonic acid (1493-13-6) + zinc carbonate → zinc trifluoromethanesulfonate (54010-75-2)

Guidance literature:

In methanol; at 25 ℃; for 2.33333h; Reflux;

DOI:10.1055/s-0035-1562114

Reference yield: 98.0%

trifluorormethanesulfonic acid (1493-13-6) + zinc(II) carbonate (743369-26-8) → zinc trifluoromethanesulfonate (54010-75-2)

Guidance literature:

trifluorormethanesulfonic acid; zinc(II) carbonate; In methanol; at 25 ℃; for 0.333333h;

In methanol; for 2h; Reflux;

DOI:10.1016/j.tetlet.2016.10.113

Reference yield: 97.0%

trifluorormethanesulfonic acid (1493-13-6) + trifluoromethylsulfonic anhydride (358-23-6) + zinc(II) oxide → zinc trifluoromethanesulfonate (54010-75-2)

Guidance literature:

In n-heptane; byproducts: H2O; (N2); addn. of ZnO to a soln. of anhydride and acid in heptane, stirringfor 24 h at room temp.; filtration, drying in vac.; elem. anal.;

DOI:10.1016/S0020-1693(01)00739-3

upstream raw materials:

barium trifluoromethanesulfonate

zinc(II) sulfate

trifluorormethanesulfonic acid

trifluoromethylsulfonic anhydride

Downstream raw materials:

trifluoromethane sulfonyl chloride

(2-pyridylphenylketone)2Zn(CF₃SO₃)2

Refernces

Construction of higly functionalized diazoacetoacentates via catalytic Mukaiyama-Michael reactions

10.1021/ol800298n

The research focuses on the construction of highly functionalized diazoacetoacetates through catalytic Mukaiyama?Michael reactions. The study involves the reaction between methyl 3-(trialkylsilanoxy)-2-diazo-3-butenoate and α,β-unsaturated enones, utilizing zinc(II) triflate as the optimal catalyst with a remarkably low loading of 0.1 mol %. The experiments conducted aimed to develop an efficient methodology for synthesizing complex diazo compounds under mild conditions, overcoming previous challenges associated with harsh reaction conditions and the instability of diazo compounds in the presence of Lewis acids. The researchers employed a series of catalyst screenings and optimizations, ultimately achieving good to excellent yields of vinyl ether and ketone derivatives. The analyses included monitoring the reaction progress, isolating the products, and characterizing them using spectroscopic data, which were detailed in the supporting information. This research significantly advances the field by providing a mild, efficient, and practical approach to synthesize diazoacetoacetates, which are valuable intermediates in organic synthesis.

Chameleon-like Behavior of the Directing Group in the Rh(III)-Catalyzed Regioselective C-H Amidation of Indole: An Experimental and Computational Study

10.1021/acscatal.9b02512

The research presented in the "ACS Catalysis" article focuses on the Rh(III)-catalyzed regioselective C?H amidation of N-methoxy-1H-indole-1-carboxamides by 1,4,2-dioxazol-5-ones, exploring how the directing group (DG), specifically the N-methoxy amide, influences the reaction's outcome. The study experimentally and computationally investigates the chameleon-like behavior of the DG under various conditions, leading to four distinct transformation pathways: DG-retained, DG-coupled, DG-eliminated, and DG-migrated processes. The experiments involved using [Cp*RhCl2]2 and Zn(OTf)2 as catalysts, with NaOAc as a base and solvents like DCE and THF, alongside the addition of water and K2S2O8 under different temperatures to achieve selective transformations. The analyses included optimization of reaction conditions, substrate scope evaluation, and mechanistic studies through DFT calculations, which provided insights into the reaction mechanisms and the role of the N-methoxy amide DG in the regioselective C?H amidation process.