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| | 2,2,2-Trifluoroethyl trifluoromethanesulfonate Basic information |
| Product Name: | 2,2,2-Trifluoroethyl trifluoromethanesulfonate | | Synonyms: | 2,2,2-trifluoroethyltrifluorometanesulfonicacid;methanesulfonicacid,trifluoro-,2,2,2-trifluoroethylester;TRIFLUOROMETHANESULFONIC ACID 2,2,2-TRIFLUOROETHYL ESTER;TFOL-TF;2,2,2-TRIFLUOROETHYL TRIFLATE;2,2,2-TRIFLUOROETHYL TRIFLUOROMETHANESULFONATE;2,2,2-TRIFLUOROETHYL TRIFLUOROMETHANESULPHONATE;2,2,2-Trifluoroethyltrifluoromethanesulphonate97% | | CAS: | 6226-25-1 | | MF: | C3H2F6O3S | | MW: | 232.1 | | EINECS: | 458-390-7 | | Product Categories: | Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;R00001 | | Mol File: | 6226-25-1.mol |  |
| | 2,2,2-Trifluoroethyl trifluoromethanesulfonate Chemical Properties |
| Boiling point | 89-91°C | | density | 1,61 g/cm3 | | refractive index | 1.3037 | | RTECS | PB2775000 | | Fp | >110°(230°F) | | storage temp. | 2-8°C | | solubility | Chloroform, Methanol (Slightly) | | form | Liquid | | color | Colorless to yellow | | Water Solubility | Slightly soluble in water. | | Sensitive | Moisture Sensitive | | InChI | InChI=1S/C3H2F6O3S/c4-2(5,6)1-12-13(10,11)3(7,8)9/h1H2 | | InChIKey | RTMMSCJWQYWMNK-UHFFFAOYSA-N | | SMILES | C(F)(F)(F)S(OCC(F)(F)F)(=O)=O | | CAS DataBase Reference | 6226-25-1(CAS DataBase Reference) | | EPA Substance Registry System | Methanesulfonic acid, trifluoro-, 2,2,2-trifluoroethyl ester (6226-25-1) |
| Hazard Codes | Xi,T,C | | Risk Statements | 36/37/38-34-23/25 | | Safety Statements | 26-36/37/39-45 | | RIDADR | 3265 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | TOXIC, CORROSIVE | | HazardClass | 8 | | PackingGroup | Ⅱ | | HS Code | 29055900 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 2 Inhalation
Acute Tox. 3 Oral
Skin Corr. 1B |
| | 2,2,2-Trifluoroethyl trifluoromethanesulfonate Usage And Synthesis |
| Uses | A fluorine-containing alkyl alkanesulfonate with cyctotoxity towards cultured leukemia L1210 cells. | | Uses | 2,2,2-Trifluoroethyl trifluoromethanesulfonate is a powerful trifluoroethylating agent which is useful for synthesis of fluorinated amino acids. It is used as a reagent in thenantioselective preparation of cyclic N-aryl hydroxamic acids via phase-transfer catalyzed alkylation of nitrobenzyl bromides to give nirophenylalanines. | | Uses | Reagent used in thenantioselective preparation of cyclic N-aryl hydroxamic acids via phase-transfer catalyzed alkylation of nitrobenzyl bromides to give nirophenylalanines | | Synthesis | In a 100-ml flask equipped with a stirrer, a thermometer, a nitrogen introducing pipe, and a condenser, 50 ml (0.297 mol) of trifluoromethane sulfonic anhydride and 25 ml (0.342 moles) of 2,2,2-trifluoroethanol were placed at room temperature and stirred for 30 minutes in a nitrogen atmosphere, followed by reflux for 3 hours. After distillation, 50.3 g of 2,2,2-trifluoroethyl trifluoromethanesulfonate was obtained in a yield of 73%.
 | | References | [1] Patent: US2014/249162, 2014, A1. Location in patent: Paragraph 0423; 0424; 0425
[2] Patent: EP2781519, 2014, A1. Location in patent: Paragraph 0404; 0405; 0406
[3] Tetrahedron, 1988, vol. 44, # 17, p. 5375 - 5387
[4] Journal of Organic Chemistry, 1984, vol. 49, # 12, p. 2258 - 2273
[5] Journal of Fluorine Chemistry, 2016, vol. 192, p. 131 - 140 |
| | 2,2,2-Trifluoroethyl trifluoromethanesulfonate Preparation Products And Raw materials |
| Raw materials | 2,2,2-Trifluoroethanol-->Trifluoromethanesulfonyl bromide-->Trifluoromethanesulfonic anhydride | | Preparation Products | 2,2,2-Trifluoroethanol-->2,2,3,3,3-Pentafluoropropyl 2,2,2-trifluoroethyl carbonate-->4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole-->TFEC-->tert-butyl (1-(2,2,2-trifluoroethyl)piperidin-4-yl)carbaMate-->4-NITRO-1-(2,2,2-TRIFLUOROETHYL)-1H-PYRAZOLE-->ethyl 1-(2,2,2-trifluoroethyl)piperidine-4-carboxylate-->3-Methyl-5-(2,2,2-trifluoroethoxy)picolinonitrile-->2H-1-BENZAZEPIN-2-ONE 6-FLUORO-1,3,4,5-TETRAHYDRO-3-[4-[3-METHOXY-4-(4-METHYL-1H-IMIDAZOL-1-YL)PHENYL]-1H-1,2,3-TRIAZOL-1-YL]-1-(2,2,2-TRIFLUOROETHYL)--->(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol-->5-BROMO-2-(2,2,2-TRIFLUORO-ETHOXY)-PYRIMIDINE |
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