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| | 5-Fluoro-2-nitrobenzoic acid Basic information | | Uses |
| | 5-Fluoro-2-nitrobenzoic acid Chemical Properties |
| Melting point | 131-134 °C (lit.) | | Boiling point | 344.2±27.0 °C(Predicted) | | density | 1.568±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | Crystalline Powder | | pka | 1.89±0.25(Predicted) | | color | White to pale yellow | | InChI | InChI=1S/C7H4FNO4/c8-4-1-2-6(9(12)13)5(3-4)7(10)11/h1-3H,(H,10,11) | | InChIKey | GHYZIXDKAPMFCS-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC(F)=CC=C1[N+]([O-])=O | | CAS DataBase Reference | 320-98-9(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-22-20/21/22 | | Safety Statements | 26-36-36/37/39-22 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29163990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 5-Fluoro-2-nitrobenzoic acid Usage And Synthesis |
| Uses | 5-Fluoro-2-nitrobenzoic acid is used in the production of pharmaceuticals, dye carriers, plasticizers, fragrances and food preservatives, and is also used to improve the performance of alkyd resin coatings. | | Chemical Properties | white to light yellow crystal powder | | Uses | 5-Fluoro-2-nitrobenzoic acid, an ortho-nitro benzoic acid derivative, can be prepared by the oxidation of 5-fluoro-2-nitrotoluene. It is an intermediate formed during the synthesis of N1-(2,4-dichlorophenyl)-2-amino-5-fluorobenzamide. It participates in the synthesis of novel quinazolinones that are potential inhibitors of p38α mitogen-activated protein kinase (MAPK). | | General Description | 5-Fluoro-2-nitrobenzoic acid, an ortho-nitro benzoic acid derivative, can be prepared by the oxidation of 5-fluoro-2-nitrotoluene. It is an intermediate formed during the synthesis of N1-(2,4-dichlorophenyl)-2-amino-5-fluorobenzamide. It participates in the synthesis of novel quinazolinones that are potential inhibitors of p38α mitogen-activated protein kinase (MAPK). | | Synthesis | a) General procedure for the synthesis of 5-fluoro-2-nitrobenzoic acid: 3-fluorobenzoic acid (7.9 g, 56 mmol) was dissolved in concentrated sulfuric acid (50 mL), and the solution was cooled to 0 °C. Fuming nitric acid (4.7 g, 67 mmol) was added dropwise with stirring. After the dropwise addition, the reaction mixture was slowly warmed to room temperature and stirring was continued for 1 hour. Upon completion of the reaction, the mixture was carefully poured into water (750 mL) and extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 5-fluoro-2-nitrobenzoic acid as a light yellow solid (9.6 g, 52 mmol, 93% yield).1H NMR (300 MHz, d6-DMSO) data for 5-fluoro-2-nitrobenzoic acid: δ 7.66 (m, 1H), 7.74 (m, 1H), 8.17 (m, 1H) ppm. | | References | [1] Patent: US5514676, 1996, A
[2] Tetrahedron, 2006, vol. 62, # 31, p. 7284 - 7292
[3] Patent: WO2006/95014, 2006, A1. Location in patent: Page/Page column 41
[4] Patent: WO2004/74218, 2004, A2. Location in patent: Page 106
[5] Patent: US2008/139551, 2008, A1. Location in patent: Page/Page column 43 |
| | 5-Fluoro-2-nitrobenzoic acid Preparation Products And Raw materials |
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