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| | Zinc trifluoromethanesulfonate Basic information | | Reaction |
| | 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) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-36/37/39-45 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | F | 3-10 | | Hazard Note | Irritant/Hygroscopic | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29049090 | | Storage Class | 11 - Combustible Solids |
| | Zinc trifluoromethanesulfonate Usage And Synthesis |
| Reaction |
- Catalyst for the addition of acetylenes to carbonyls and nitrones.
- Claisen rearrangement.
- Catalyst for the enantioselective Henry and Aza-Henry reactions.
- 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. | | reaction suitability | core: 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).
| | 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.] | | References | [1] Tetrahedron Letters, 2016, vol. 57, # 51, p. 5753 - 5756 |
| | Zinc trifluoromethanesulfonate Preparation Products And Raw materials |
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