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Zinc trifluoromethanesulfonate

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Zinc trifluoromethanesulfonate Basic information
Reaction
Product Name:Zinc trifluoromethanesulfonate
Synonyms:Zinc trifluoromethylsulfonate;Zn(OTf)2;Bis(trifluoromethanesulfonato)zinc;trifluoro-methanesulfonicacizincsalt;Trifluoromethane sulfonic acid zinc;Zinc trifluoromethanesulfonate, min. 98%;ZINC TRIFLUOROMETHANESULFONATE;ZINC TRIFLUOROMETHANESULPHONATE
CAS:54010-75-2
MF:C2F6O6S2Zn
MW:363.53
EINECS:258-922-6
Product Categories:metal triflate compounds;OTf&NTf series;Other Metal;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Triflates;Synthetic Organic Chemistry;Transition Metal Compounds;Zn (Zinc) Compounds;triflate
Mol File:54010-75-2.mol
Zinc trifluoromethanesulfonate Structure
Zinc trifluoromethanesulfonate Chemical Properties
Melting point ≥300 °C(lit.)
storage temp. Inert atmosphere,Room Temperature
form Powder
color White to light-gray
Water Solubility Soluble in water and acetonitrile. Slightly soluble in methanol. Insoluble in dichloromethane.
Sensitive Hygroscopic
BRN 4028195
Stability:hygroscopic
InChIInChI=1S/2CHF3O3S.Zn/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
InChIKeyCITILBVTAYEWKR-UHFFFAOYSA-L
SMILESC(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S([O-])(=O)=O.[Zn+2]
CAS DataBase Reference54010-75-2(CAS DataBase Reference)
EPA Substance Registry SystemMethanesulfonic acid, trifluoro-, zinc salt (54010-75-2)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3261 8/PG 2
WGK Germany 3
3-10
Hazard Note Irritant/Hygroscopic
TSCA TSCA listed
HazardClass 8
PackingGroup II
HS Code 29049090
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Zinc trifluoromethanesulfonate Usage And Synthesis
Reaction
  1. Catalyst for the addition of acetylenes to carbonyls and nitrones.
  2. Claisen rearrangement.
  3. Catalyst for the enantioselective Henry and Aza-Henry reactions.
  4. Pd-catalyzed hydroalkylation of styrenes with zinc reagents.
Reactions of 54010-75-2
Chemical Propertieswhite to light-grey powder
UsesZinc 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.
reaction suitabilitycore: zinc
reagent type: catalyst
Synthesis Triflic acid (0.056mol) was added dropwise to a suspension of zinc carbonate (0.02 mol)in dry methanol (20 ml) at room temperature. During the addition, CO2 was evolved. The mixture was stirred at 25°C for 20 minutes and refluxed for 2 h. The clear solution was cooled to 25°C and concentrated under reduced pressure. The resulting white powder was dried at 125°C for 2 h to afford Zinc trifluoromethanesulfonate (Zn(OTf)2 )(98% yield).
ZINC TRIFLUOROMETHANESULFONATE
Purification MethodsIt should be dried at 125o for 2hours at 3mm before use. It is soluble in CH2Cl2 but insoluble in pet ether. [Corey & Shimoji Tetrahedron Lett 24 169 1983.]
References[1] Tetrahedron Letters, 2016, vol. 57, # 51, p. 5753 - 5756
Zinc trifluoromethanesulfonate Preparation Products And Raw materials
Raw materialsTrifluoromethanesulfonic acid-->Zinc carbonate-->zinc:carbonate
Tag:Zinc trifluoromethanesulfonate(54010-75-2) Related Product Information
Trifluoromethanesulfonic acid PentaMethylene Bis[4-(10,15,20-triphenylporphyrin-5-yl)benzoate]dizinc(II) [Reagent for application of the exciton chirality Method] Trifluoromethane Lithium bis(trifluoromethanesulphonyl)imide CALCIUM TRIFLUOROMETHANESULFONATE Iron(III) trifluoromethanesulfonate BORON TRIFLUORIDE-PHENOL COMPLEX (1:2) Zinc tetrafluoroborate ZINC TRIFLUOROACETATE TRIBUTYL(1-ETHOXYVINYL)TIN YTTERBIUM(III) TRIFLATE HYDRATE, 99.90% Bis(tributyltin) oxide Sodium trifluoromethanesulfinate TRIFLUOROMETHYL SULFINYL CHLORIDE Silver(I) trifluoromethanethiolate Lanthanum trifluoromethanesulfonate Aluminum trifluoromethanesulfonate YTTERBIUM(III) TRIFLUOROMETHANESULFONATE HYDRATE Zinc Triflate

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