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Zinc trifluoromethanesulfonate

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Zinc trifluoromethanesulfonate Basic information

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
  • Catalysts for Organic Synthesis
  • Classes of Metal Compounds
  • Homogeneous Catalysts
  • Other Metal
  • Metal Triflates
  • Synthetic Organic Chemistry
  • Transition Metal Compounds
  • Zn (Zinc) Compounds
  • triflate
Mol File:
54010-75-2.mol
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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
InChI
InChI=1S/2CHF3O3S.Zn/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
InChIKey
CITILBVTAYEWKR-UHFFFAOYSA-L
SMILES
C(F)(F)(F)S(=O)(=O)[O-].C(F)(F)(F)S([O-])(=O)=O.[Zn+2]
CAS DataBase Reference
54010-75-2(CAS DataBase Reference)
EPA Substance Registry System
Methanesulfonic acid, trifluoro-, zinc salt (54010-75-2)
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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 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29049090

MSDS

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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.

Chemical Properties

white to light-grey powder

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.

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).

Purification Methods

It 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.]

Zinc trifluoromethanesulfonate Preparation Products And Raw materials

Raw materials

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