2-Fluoro-5-nitroaniline CAS 369-36-8
2-Fluoro-5-nitroaniline Basic information
| Product Name: | 2-Fluoro-5-nitroaniline |
| Synonyms: | 1-Amino-2-fluoro-5-nitrobenzene;Aniline, 2-fluoro-5-nitro-;Benzenamine, 2-fluoro-5-nitro-;2-FLUORO-5-NITROANILINE;F03860 2-Fluoro-5-nitroaniline;Fluoronitroaniline1;2-Fluoro-5-nitroaniline 96%;2-Fluoro-5-nitroaniline98% |
| CAS: | 369-36-8 |
| MF: | C6H5FN2O2 |
| MW: | 156.11 |
| EINECS: | 206-720-3 |
| Product Categories: | Aniline series;Amines;Anilines, Aromatic Amines and Nitro Compounds;API intermediates;C2 to C6;Nitrogen Compounds |
| Mol File: | 369-36-8.mol |
2-Fluoro-5-nitroaniline Chemical Properties
| Melting point | 97-100 °C (lit.) |
| Boiling point | 295.5±20.0 °C(Predicted) |
| density | 1.3822 (estimate) |
| Fp | 196 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| pka | 1.13±0.10(Predicted) |
| form | Crystalline Powder |
| color | Ochre-yellow to light brown |
| Water Solubility | Slightly soluble |
| BRN | 2803491 |
| InChI | InChI=1S/C6H5FN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2 |
| InChIKey | KJVBJICWGQIMOZ-UHFFFAOYSA-N |
| SMILES | C1(N)=CC([N+]([O-])=O)=CC=C1F |
| CAS DataBase Reference | 369-36-8(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Fluoro-5-nitroaniline(369-36-8) |
| EPA Substance Registry System | Benzenamine, 2-fluoro-5-nitro- (369-36-8) |
Safety Information
| Hazard Codes | F,Xi |
| Risk Statements | 11-36/37/38 |
| Safety Statements | 16-26-36 |
| RIDADR | UN 1325 4.1/PG 2 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29214210 |
| Storage Class | 4.1B - Flammable solid hazardous materials |
| Hazard Classifications | Eye Irrit. 2 Flam. Sol. 1 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | ochre-yellow to light brown crystalline powder |
| Uses | It is employed as pharmaceutical intermediate. |
| Synthesis Reference(s) | Tetrahedron Letters, 31, p. 6141, 1990 DOI: 10.1016/S0040-4039(00)97008-4 |
| Synthesis | 70-34-8 369-36-8 The general procedure for the synthesis of 2-fluoro-5-nitroaniline from 2,4-dinitrofluorobenzene is as follows: 18.61 g (0.10 mol) of 2,4-dinitrofluorobenzene, 0.5 g of 5% palladium-carbon catalyst, 100 mL of glacial acetic acid, and 100 mL of anhydrous ethanol were added to a 500 mL Parr hydrogenation unit. The device was equipped with a thermocouple and a cooling jacket. During the reaction, the temperature of the reaction mixture was maintained at 20-25°C, the hydrogen pressure was maintained at 370 psi, and the reaction time was 2.5 hours. Upon completion of the reaction, the reaction mixture was poured into 400 mL of water. It was extracted twice with 200 mL of dichloromethane, the organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the resulting residue was filtered through a silica gel pad and eluted with dichloromethane. The eluate was concentrated again under reduced pressure and the residue was further purified by column chromatography using dichloromethane:heptane (80:20, v/v) as eluent. Finally, the solvent was evaporated under reduced pressure to give 2.75 g of 2-fluoro-5-nitroaniline in 17.6% yield. |
| References | [1] Patent: US5105012, 1992, A [2] Recueil des Travaux Chimiques des Pays-Bas, 1916, vol. 35, p. 142 [3] Chem. Zentralbl., 1913, vol. 84, # II, p. 760 [4] Patent: US5105012, 1992, A [5] Patent: US5105012, 1992, A |
2-Fluoro-5-nitroaniline Preparation Products And Raw materials
| Raw materials | 2,4-Dinitrofluorobenzene-->Acetic acid-->Water-->Ethanol-->Hydrogen |
| Preparation Products | N1-(2-FLUORO-5-NITROPHENYL)ACETAMIDE-->5-[Bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazole-2-butanoic acid ethyl ester-->2-Bromo-4-fluoronitrobenzene-->1-(5-amino-2-fluorophenyl)pyrrolidin-2-one-->N-{2-fluoro-5-nitrophenyl}-3-methylbenzamide-->N-(5-amino-2-fluorophenyl)acetamide(SALTDATA: 0.95HCl 0.8H2O) |
