| 4-(Trifluoromethyl)nicotinic acid Basic information |
| Product Name: | 4-(Trifluoromethyl)nicotinic acid |
| Synonyms: | 4-(Trifluoromethyl)pyridine-3-carboxylic acid, 3-Carboxy-4-(trifluoromethyl)pyridine;FlonicaMide Metabolite (TFNA type, 4-TriuoroMethyl nicotinic acid);TFNA (flonicamid metabolite);4-(TrifluoroMethyl)-3-Pyridinecarboxylic Acid;3-Pyridinecarboxylic acid, 4-(trifluoromethyl)-;4-(Trifluoromethyl)pyridine-3-carboxylic acid 98%;4-(Trifluoromethyl)pyridine-3-carboxylic acid, >=98%;4-(TRIFLUOROMETHYL)NICOTINIC ACID |
| CAS: | 158063-66-2 |
| MF: | C7H4F3NO2 |
| MW: | 191.11 |
| EINECS: | 623-902-1 |
| Product Categories: | Fluorine series;Building Blocks;Carboxylic Acids;C6 to C7;Chemical Synthesis;Heterocyclic Building Blocks;Nitrogen cyclic compounds;Pyridine Series;Pyridines;Carboxylic Acids |
| Mol File: | 158063-66-2.mol |
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| 4-(Trifluoromethyl)nicotinic acid Chemical Properties |
| Melting point | 146-148 °C(lit.) |
| Boiling point | 290.4±40.0 °C(Predicted) |
| density | 1.484±0.06 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | 2.50±0.36(Predicted) |
| form | Solid |
| color | Pale Yellow to Dark Yellow |
| InChIKey | LMRJHNFECNKDKH-UHFFFAOYSA-N |
| CAS DataBase Reference | 158063-66-2(CAS DataBase Reference) |
| EPA Substance Registry System | 3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- (158063-66-2) |
| Safety Information |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| HazardClass | IRRITANT |
| HS Code | 2933399990 |
| Provider | Language |
|---|---|
| SigmaAldrich | English |
| ALFA | English |
| 4-(Trifluoromethyl)nicotinic acid Usage And Synthesis |
| Uses | 4-(Trifluoromethyl)-3-Pyridinecarboxylic Acid is a useful synthetic intermediate. It can be used to prepare pyridine carboxamides as palm site inhibitors of HCV NS5B polymerase. It can also be used to synthesize pyrazolylcarboxanilides as Ca2+ release-activated Ca2+ (CRAC) channel inhibitors. |
| Application | 4-(Trifluoromethyl)nicotinic acid is a trifluoromethyl-containing aromatic compound with unique biological activity, which can be used as a precursor material for the preparation of other pesticides or medicines. 4-(Trifluoromethyl)nicotinic acid is a key intermediate of flonicamid, a highly effective insecticide. |
| Preparation | synthesis of 4-(Trifluoromethyl)nicotinic acid: add 5g (0.0192mol) Methyl 2,6-dichloro-4-(trifluoromethyl)nicotinate in turn to a 100mL three-necked flask, 0.3g of 10% Pd/C (water content 63.45%) ), 5.25g (0.0389mol) CH3COONa 3H2O and 20mL ethanol, after stirring and dissolving, nitrogen was replaced 3 times to discharge air, after hydrogen replacement 2 times, the reaction was stirred at room temperature for 8h under a hydrogen atmosphere until no hydrogen was absorbed to complete the reaction, and suction filtration was recovered. Palladium carbon, washed the filter cake 3 times with ethanol, the filtrate was rotary evaporated to remove the solvent, added 20 mL of water to the obtained solid, fully shaken to dissolve it, added hydrochloric acid to adjust pH=2～3, extracted 3 times with ethyl acetate, The organic phases were combined and washed three times with saturated brine, dried over anhydrous sodium sulfate, and rotary-evaporated to obtain 3.3 g of a pale yellow solid with a yield of 90.4%. |
| Definition | ChEBI: 4-(trifluoromethyl)nicotinic acid is a member of pyridines and an aromatic carboxylic acid. |
| 4-(Trifluoromethyl)nicotinic acid Preparation Products And Raw materials |