3-Methoxy-4-nitrobenzoic acid CAS 5081-36-7
3-Methoxy-4-nitrobenzoic acid Basic information
| Product Name: | 3-Methoxy-4-nitrobenzoic acid |
| Synonyms: | 3-METHOXY-4-NITROBENZOIC ACIID;3-METHOXY-4-NITROBENZOIC ACID, 98+%;4-AMino-3-Methoxybenzoic acid (Methyl, ethyl);Benzoic acid, 3-methoxy-4-nitro-;4-Nitro-3-methoxybenzoic acid;4-Nitro-m-anisic acid;3-METHOXY-4-NITROBENZOIC ACID;3-Methoxy-4-Mitrobenzoic Acid |
| CAS: | 5081-36-7 |
| MF: | C8H7NO5 |
| MW: | 197.14 |
| EINECS: | 225-793-2 |
| Product Categories: | blocks;Carboxes;C8;Carbonyl Compounds;Carboxylic Acids;Benzoic acid;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts |
| Mol File: | 5081-36-7.mol |
3-Methoxy-4-nitrobenzoic acid Chemical Properties
| Melting point | 233-235 °C (lit.) |
| Boiling point | 334.23°C (rough estimate) |
| density | 1.5023 (rough estimate) |
| refractive index | 1.5700 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 3.30±0.10(Predicted) |
| color | White to Light yellow to Light orange |
| Water Solubility | Insoluble in water. |
| BRN | 2696042 |
| InChI | InChI=1S/C8H7NO5/c1-14-7-4-5(8(10)11)2-3-6(7)9(12)13/h2-4H,1H3,(H,10,11) |
| InChIKey | PWURRRRGLCVBMX-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC=C([N+]([O-])=O)C(OC)=C1 |
| CAS DataBase Reference | 5081-36-7(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25 |
| RIDADR | Cool, dry,tightly closed |
| WGK Germany | 3 |
| HS Code | 29189900 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | light yellow to beige crystalline powder |
| Uses | 3-Methoxy-4-nitrobenzoic acid was used in detection of nitroaromatic compounds by CdSe- quantum dots capped with polyamidoamine dendrimer-1,12-diaminododecane core-generation 4 nanocomposites. It was used in the synthesis of vorozole derivatives. |
| Synthesis | 5081-37-8 5081-36-7 The general procedure for the synthesis of 3-methoxy-4-nitrobenzoic acid from methyl 3-methoxy-4-nitrobenzoate was as follows: to a stirred solution of methyl 3-methoxy-4-nitrobenzoate (2.11 g, 10 mmol) in methanol (30 mL), a solution of potassium hydroxide (1.68 g, 30 mmol) in water (30 mL) was added. The reaction mixture was refluxed for 2 hours and subsequently the methanol was removed by vacuum distillation. The residue was diluted with distilled water (20 mL) and cooled in an ice bath. It was acidified with saturated aqueous potassium bisulfate to pH 3-4. The precipitated solid was collected by filtration and washed sequentially with cold water and hexane. The product was an off-white solid in 96% yield, mass spectrum (ESI+) m/z 198 [M + H]+. |
| References | [1] Patent: US2016/145304, 2016, A1. Location in patent: Paragraph 0548; 0562; 0563; 0564 [2] ChemMedChem, 2018, vol. 13, # 2, p. 186 - 198 [3] Journal of the American Chemical Society, 1989, vol. 111, # 20, p. 7957 - 7968 [4] eLife, 2017, vol. 6, [5] Advanced Synthesis and Catalysis, 2018, vol. 360, # 11, p. 2204 - 2210 |
3-Methoxy-4-nitrobenzoic acid Preparation Products And Raw materials
| Raw materials | Ethanol-->Sulfuric acid-->Nitric acid-->Acetic anhydride-->3-Methoxybenzoic acid-->METHYL 3-FLUORO-4-NITROBENZENECARBOXYLATE-->Methyl 3-methoxy-4-nitrobenzoate-->Methanol-->Water |
| Preparation Products | 4-Amino-3-methoxybenzoic acid-->3-METHOXY-4-NITROBENZALDEHYDE-->4-Iodo-3-methoxybenzenecarboxylic acid-->Methyl 3-methoxy-4-nitrobenzoate-->[4-[[5-Chloro-4-(MethylaMino)-2-pyriMidinyl]aMino]-3-Methoxyphenyl]-4-MorpholinylMethanone-->Methyl-4-amino-3-fluorobenzoate-->Methyl 4-amino-3-methoxybenzoate-->3-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide-->3-Methoxy-4-nitrobenzamide-->Benzeneacetic acid, 3-Methoxy-4-nitro-, 1,1-diMethylethyl ester |
