158063-66-2
4-(trifluoromethyl)nicotinic acid
CAS: 158063-66-2
Molecular Formula: C7H4F3NO2
158063-66-2 - Names and Identifiers
| Name | 4-(trifluoromethyl)nicotinic acid |
| Synonyms | TFNA (flonicamid metabolite) 4-Trifluoromethylnicotinic acid 4-(trifluoromethyl)nicotinic acid 4-(TRIFLUOROMETHYL)NICOTINIC ACID 4-(Trifluoromethyl)-3-pyridinecarboxylic acid 4-(Trifluoromethyl)pyridine-3-carboxylic acid 4-(TrifluoroMethyl)-3-Pyridinecarboxylic Acid 3-Pyridinecarboxylic acid, 4-(trifluoromethyl)- 2,6-dichloro-4-(trifluoromethyl)pyridine-3-carboxamide FlonicaMide Metabolite (TFNA type,4-TriuoroMethyl nicotinic acid) 4-(Trifluoromethyl)pyridine-3-carboxylic acid, 3-Carboxy-4-(trifluoromethyl)pyridine |
| CAS | 158063-66-2 |
| EINECS | 623-902-1 |
| InChI | InChI=1/C7H3Cl2F3N2O/c8-3-1-2(7(10,11)12)4(6(13)15)5(9)14-3/h1H,(H2,13,15) |
| InChIKey | LMRJHNFECNKDKH-UHFFFAOYSA-N |
158063-66-2 - Physico-chemical Properties
| Molecular Formula | C7H4F3NO2 |
| Molar Mass | 191.11 |
| Density | 1.484±0.06 g/cm3(Predicted) |
| Melting Point | 146-148°C(lit.) |
| Boling Point | 290.4±40.0 °C(Predicted) |
| Flash Point | 115°C |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0.00858mmHg at 25°C |
| Appearance | Solid |
| Color | Pale Yellow to Dark Yellow |
| pKa | 2.50±0.36(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.517 |
| MDL | MFCD00082626 |
158063-66-2 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| Hazard Class | IRRITANT |
158063-66-2 - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Uses | 4-trifluoromethyl nicotinic acid is a useful synthetic intermediate. It can be used to prepare picolinamide as a palmitic inhibitor of HCV NS5B polymerase. It can also be used to synthesize pyrazolyl formanilide as an inhibitor of Ca2 + (CRAC) channels activated by Ca2 + release. |
| introduction | 4-trifluoromethyl nicotinic acid is a trifluoromethyl aromatic compound with unique biological activity. it can be used as a precursor substance for preparing other pesticides or medicines. |
| application | pyridine-containing heterocyclic compounds have received extensive attention due to their strong physiological activity in organisms, and many commodities have been successfully developed, such as imidacloprid, acetamiprid, nitenpyridine, etc. Fluidamide is a nicotinamide compound containing trifluoromethyl. It is a highly efficient insecticide. 4-Trifluoromethyl nicotinic acid is the key intermediate of fluidamide. The difficulty of the synthesis process of fluidamide lies in the synthesis of the intermediate 4-trifluoromethyl nicotinic acid. However, the synthesis of 4-trifluoromethyl nicotinic acid faces great challenges, which limits the promotion and use of fluidamide. |
| preparation | 5g(0.0192mol)2,6-dichloro -4-trifluoromethyl nicotinic acid, 0.3g 10% Pd/C (water content 63.45%),5.25g(0.0389mol)CH3COONa · 3H2O and 20mL ethanol were sequentially added into a 100mL three-mouth flask. after stirring and dissolving, nitrogen was replaced to discharge the air three times, after hydrogen replacement for 2 times, the reaction is stirred at room temperature in a hydrogen atmosphere for 8 hours until no hydrogen absorption ends the reaction, the palladium carbon is recovered by suction filtration, the filter cake is washed with ethanol for 3 times, the filtrate is swirled to remove the solvent, 20mL of water is added to the obtained solid, fully oscillated to dissolve it, hydrochloric acid is added to adjust pH = 2~3, ethyl acetate is used for extraction for 3 times, organic phase is combined and saturated salt water is washed for 3 times, anhydrous sodium sulfate is dried and steamed to obtain 3.3g of light yellow solid with 90.4% yield. |
Last Update：2024-04-09 15:16:48
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