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| | Trifluoromethanesulfonimide Basic information |
| | Trifluoromethanesulfonimide Chemical Properties |
| Melting point | 52-56 °C | | Boiling point | 90-91 °C(lit.) | | density | 1.36 | | storage temp. | 2-8°C | | solubility | 800g/l Risk of violent reaction. | | pka | -10.42±0.40(Predicted) | | form | Crystals | | color | Colorless to brownish | | PH | 0.8 (100g/l, H2O, 20℃)Risk of violent reaction. | | BRN | 4754101 | | Stability: | Stable. Incompatible with strong oxidizing agents. Reacts violently with water. | | InChI | 1S/C2HF6NO4S2/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9H | | InChIKey | ZXMGHDIOOHOAAE-UHFFFAOYSA-N | | SMILES | FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F | | LogP | -0.771 at 25.5℃ and pH6.7 | | CAS DataBase Reference | 82113-65-3(CAS DataBase Reference) | | EPA Substance Registry System | Methanesulfonamide, 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]- (82113-65-3) |
| Hazard Codes | C | | Risk Statements | 34-40-14-67-37 | | Safety Statements | 26-36/37/39-45-8 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 3 | | F | 3-10-21 | | Hazard Note | Corrosive | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | I | | HS Code | 29350090 | | Storage Class | 6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Dam. 1 |
| | Trifluoromethanesulfonimide Usage And Synthesis |
| Chemical Properties | light yellow to brown liquid | | Uses | Trifluoromethanesulfonimide is a strong acid, used in the preparation of highly efficient Lewis acid catalysts. | | Uses | 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide is commonly used as a strong acid to prepare Lewis Acid catalysts. It can also be used to improve efficiency of graphene/silicon Schottky solar cells by chemical doping and as a solvent for recycling battery electrodes. | | Uses | Trifluoromethanesulfonimide may be used as a catalyst for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles. | | Application | Trifluoromethanesulfonimide may be used in the following studies:
As catalyst during the polymerization of octamethylcyclotetrasiloxane in the presence of hexamethyldisiloxane.
As efficient catalyst in the synthesis of various non-reducing disaccharides, via ketopyranosylation of 2,3,4,6-tetra-O-benzyl-1-C-methyl-D-hexopyranoses.
Starting material for preparing the N-fluoro derivative, a reactive fluorinating agent.
As a component of solid polymer electrolytes. | | General Description | Bis(trifluoromethane)sulfonimide (TFSI, Tf2N) is utilized as anion species to form 1-ethyl-3-methylimidazolium molten salts. It undergoes acid-base complexation with rod-like poly(2,5-pyridine) to afford highly-ordered lamellar self-assemblies in the hydrated films. | | Synthesis | The general procedure for the synthesis of lithium bis(trifluoromethanesulfonyl)imide (HTf2N) from lithium bis(trifluoromethanesulfonyl)imide (LiTf2N) is as follows: LiTf2N is dissolved in concentrated sulfuric acid, followed by sublimation at 70 °C under reduced pressure (10^-3 mbar) to give the HTf2N crude product. This crude product can be further purified. The yield was 90%. The NMR hydrogen spectrum (1H-NMR, D2O) of the product showed: δ 4.77 (s, 1H); the NMR fluorine spectrum (19F-NMR, D2O) showed: δ -79.16 (s, 6F); and the NMR carbon spectrum (13C{19F}NMR, D2O) showed: δ 119.27 (s, 2C). | | References | [1] Journal fuer Praktische Chemie/Chemiker-Zeitung, 1998, vol. 340, # 6, p. 506 - 512
[2] Physical Chemistry Chemical Physics, 2011, vol. 13, # 2, p. 725 - 731
[3] Journal of Fluorine Chemistry, 2007, vol. 128, # 10, p. 1326 - 1334
[4] Chemistry - A European Journal, 2010, vol. 16, # 11, p. 3355 - 3365
[5] Journal of Molecular Liquids, 2014, vol. 192, p. 191 - 198 |
| | Trifluoromethanesulfonimide Preparation Products And Raw materials |
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