Potassium trifluoroacetate synthesis
- Product Name:Potassium trifluoroacetate
- CAS Number:2923-16-2
- Molecular formula:C2F3KO2
- Molecular Weight:152.11
75-89-8
2923-16-2
Example 14: Synthesis of potassium trifluoroacetate (CF3-COOK(5)); In a 500 mL glass flask, 20 mL of water, 73 mL of acetonitrile (MeCN), 1.33 g of potassium bromide (KBr), 0.46 g of TEMPO, and 10 g of 2,2,2-trifluoroethanol were sequentially added. The flask was equipped with a dropping funnel and a stirrer. An aqueous solution of sodium hypochlorite (NaOCl) (15 wt%, 175 mL) with pH adjusted to 8-9 was added in three batches through the dropping funnel under stirring at room temperature and the addition process took two days. Upon completion of the reaction, concentrated sulfuric acid and water were added to the reaction mixture to adjust the pH to 1-2. The reaction mixture was extracted three times with ether. The ether phases were combined and dried with magnesium sulfate, followed by distillation at atmospheric pressure to remove the ether. To the distillate was added 60 mL of methanol and 7 g of potassium methanolate and stirred for 1 h at room temperature. The solvent was evaporated after filtration to give potassium trifluoroacetate (13.13 g, 86% yield) as a colorless solid.19F NMR (D2O): -76.82 (s, 3F).
75-89-8
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2923-16-2
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Yield:2923-16-2 86%
Reaction Conditions:
Stage #1:2,2,2-trifluoroethanol with sodium hypochlorite;2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;potassium bromide in acetonitrile; pH=8 - 9 at 20; for 48 h;
Stage #2: with sulfuric acid in water; pH=1 - 2
Stage #3: in methanol at 20; for 1 h;
Steps:
14
Example 14: Potassium salt of trifluoroacetic acid (CF3-COOK (5)); 20 ml water, 73 ml MeCN, 1.33 g KBr, TEMPO (0.46 g), and 10 g of trifluoroethanol are placed in a 500 ml glass flask equipped with a dropping funnel and stirrer. 175ml of 15%> wt. aq. NaOCl buffered to pH 8-9 were added via the dropping funnel in 3 portions over two days while stirring at room temperature. Concentrated sulphuric acid and water were added to make the reaction mixture acidic (pH 1 to 2). The reaction mixture was extracted three times with diethyl ether. The combined ether phases were dried over magnesium sulphate and then distilled at atmospheric pressure. Methanol (60 ml) and potassium methoxide (7 g) were added to the distillate and the mixture was stirred for one hour at room temperature, filtered and evaporated to give a colorless solid (13.13 g) Yield: 86%. 19F NMR (D20): -76.82 (s, 3F).
References:
3M INNOVATIVE PROPERTIES COMPANY;HINTZER, Klaus;VOGEL, Dennis E.;GUERRA, Miguel A.;IGNATOWSKA, Jolanta;R?SCHENTHALER, Gerd-Volker;SHYSHKOV, Oleg;VOGEL, Kim M.;ZIPPLIES, Tilman C. WO2011/50131, 2011, A2 Location in patent:Page/Page column 40
76-05-1
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2923-16-2
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2923-16-2
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