| Identification | More | [Name]
5-Fluoro-2-nitrobenzoic acid | [CAS]
320-98-9 | [Synonyms]
3-FLUORO-6-NITROBENZOIC ACID
5-FLUORO-2-NITROBENZOIC ACID
BUTTPARK 32\01-77
RARECHEM AL BO 0968
5-Fluoro-2-nitrobenzoic acid, 97+%
5-Fluoro-2-nitrobenzoic acid 98%
5-Fluoro-2-nitrobenzoicacid98%
2-Nitro-5-fluorobozoic acid
5-Fluoro-2-nitrobenzotc acid | [EINECS(EC#)]
608-702-4 | [Molecular Formula]
C7H4FNO4 | [MDL Number]
MFCD00055635 | [Molecular Weight]
185.11 | [MOL File]
320-98-9.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [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 |
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