3-Fluoro-2-nitropyridine CAS#: 54231-35-5
Identification
| 英文名 | 3-fuoro-2-nitropyridine |
| IUPAC Name | 3-fluoro-2-nitropyridine |
| 分子结构 |  |
| CAS编号 | 54231-35-5 |
| 别名 | 3-fuoro-2-nitropyridine, 2-nitro-3-fluoropyridine, 3- fluoro-2-nitropyridine, 3-fluoro-2-nitro-pyridine, 3-fluoro-2-nitropyridine, 2-Nitro-3-fluorpyridin |
| 分子式 | C5H3FN2O2 |
| 分子量 | 142.089 |
| InChI | InChI=1S/C5H3FN2O2/c6-4-2-1-3-7-5(4)8(9)10/h1-3H |
| InChI Key | IJVFHCSUEBAAOZ-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC(=C(N=C1)[N+](=O)[O-])F |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2013/29961 | Substituted Heterocyclic Aza Compounds | 2013 |
| US2013/29962 | Substituted Heteroaromatic Pyrazole-Containing Carboxamide and Urea Compounds as Vanilloid Receptor Ligands | 2013 |
Physical Data
| Appearance | Yellow crystal |
| Melting Point | 35℃ 38-39 ℃ |
| Water Solubility | Slightly soluble in water |
| Flash Point | ＞70℃ |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) |
| Chemical shifts | 1H | CDCl3 |
| 3-Fluoro-2-nitropyridine CAS#: 54231-35-5 UPLC |  |
| 3-Fluoro-2-nitropyridine CAS#: 54231-35-5 GC |  |
Route of Synthesis (ROS)
| Conditions | Yield |
| Multi-step reaction with 2 steps 1: 87 percent / NaNO2, HBF4 (34percent) / H2O / 0.5 h / -8 – -2 °C 2: 115 – 120 °C | |
| Stage #1: 3-amino-2-nitropyridine With tetrafluoroboric acid; sodium nitrite In water at -8 – -2℃ for 0.5h Stage #2: at 120℃ Stage #3: With sodium hydrogencarbonate In water Experimental Procedure Step (i): Synthesis Of 3-fluoro-2-nitropyridineA solution of sodium nitrite (20 g, 288 mmol) in water (40 mL) was added dropwiseto a stirred mixture of2-nitropyridine-3-amine (40 g, 288 mmol) in 34percent fluoroboric acid(140 mL). During addition the temperature was maintained between -8 C to -2 DEG C. After0.5 h, the suspension was filtered and the solid washed with 34percent fkioroboric acid (35 mL),ether (80 mL) and dried at room temperature under high vacuurn for 12 h to give 52 g of an orange brown soud of the fluoroborate salt. The dry solid was decomposed by heating to 120 DEG C. Afler decomposition the remaining oil was treated with a solution of 10percent sodium hydrogenocarbonate (80mL) and the mixture was extracted with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and the solvent removed overunder reduced pressure to yield the title compound as a pale yellow solid. | |
| With tetrafluoroboric acid In toluene at 120℃ Inert atmosphere |
Safety and Hazards
| Pictogram(s) |   |
| Signal | Danger |
| GHS Hazard Statements | H302: Harmful if swallowed [Warning Acute toxicity, oral] H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation] H315: Causes skin irritation [Warning Skin corrosion/irritation] H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] Information may vary between notifications depending on impurities, additives, and other factors. |
| Precautionary Statement Codes | P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | Not dangerous goods |
| Under the room temperature and away from light | |
| HS Code | 294200 |
| Storage | Store at below 25°C for long time, in container tightly sealed; Protect from light |
| Shelf Life | 2 years |
| Market Price | USD 2840/kg |
