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| | 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID Basic information |
| Product Name: | 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID | | Synonyms: | 1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-4-CARBOXYLIC ACID;1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid ,97%;BUTTPARK 99\18-24;1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID;1-Methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxy;1-Methyl-3-trifluoromethyl-4-pyrazolecarboxylic Acid;2-Methyl-5-trifluoromethyl-2H-pyrazole-3-carbonylchloride;3-(TrifluoroMethyl)-1-Methyl-1H-pyrazole-4-carboxylic acid | | CAS: | 113100-53-1 | | MF: | C6H5F3N2O2 | | MW: | 194.11 | | EINECS: | 601-232-0 | | Product Categories: | Building Blocks;Pyrazole | | Mol File: | 113100-53-1.mol |  |
| | 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID Chemical Properties |
| Melting point | 203 °C | | Boiling point | 285.6±40.0 °C(Predicted) | | density | 1.56±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 2.93±0.36(Predicted) | | color | White to Off-White | | InChI | InChI=1S/C6H5F3N2O2/c1-11-2-3(5(12)13)4(10-11)6(7,8)9/h2H,1H3,(H,12,13) | | InChIKey | FZNKJQNEJGXCJH-UHFFFAOYSA-N | | SMILES | N1(C)C=C(C(O)=O)C(C(F)(F)F)=N1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39-24/25 | | WGK Germany | 2 | | HazardClass | IRRITANT | | HS Code | 29331990 | | Storage Class | 11 - Combustible Solids |
| | 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID Usage And Synthesis |
| Chemical Properties | White solid | | Uses | 3-(Trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic Acid is used in the synthesis of diaryl ether inhibitors of Toxoplasma gondii enoyl reductase. Also used in the synthesis of 4-carboxamide derivatives acting as antifungal agents. | | Synthesis | General procedure for the synthesis of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid from ethyl 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylate: to a reaction vial, ethyl 1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate (5600 mg, 25 mmol) and potassium hydroxide (4740 mg, 30 mmol) were added in 50 mL of solvent. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction solution was acidified to pH 1 with dilute hydrochloric acid and a white solid product was precipitated. The solid was collected by filtration and washed with an appropriate solvent and dried to give 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid in 59% yield with a melting point of 195-196 °C. The structure of the product was confirmed by 1H NMR (500 MHz, DMSO-d6) with chemical shifts of δ 12.80 (s, 1H, COOH), 8.44 (s, 1H, CH on the pyrazole ring), 3.93 (s, 3H, CH3). | | References | [1] Angewandte Chemie - International Edition, 2017, vol. 56, # 16, p. 4569 - 4574
[2] Angew. Chem., 2017, vol. 129, # 16, p. 4640 - 4645,6
[3] Molecules, 2012, vol. 17, # 12, p. 14205 - 14218
[4] Journal of Molecular Structure, 2018, vol. 1171, p. 631 - 638
[5] Patent: EP2263999, 2010, A1. Location in patent: Page/Page column 21-22 |
| | 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID Preparation Products And Raw materials |
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