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| | 5-Methylpyridine-2,3-dicarboxylic acid Basic information |
| Product Name: | 5-Methylpyridine-2,3-dicarboxylic acid | | Synonyms: | 5-Methylpyridine-2,3-dicarboxylic acid;(5-Methyl-2,3-pyridinedicarboxylic acid);2,3-Pyridinedicarboxylic acid, 5-methyl-;5-Methylpyridine-2,3-dicarboxylicaci;5-Methylpyridine-2,3-dicarboxylic acid ISO 9001:2015 REACH;5-METHYL-PYRINDINE-2,3-DICARBONXYLIC ACID | | CAS: | 53636-65-0 | | MF: | C8H7NO4 | | MW: | 181.15 | | EINECS: | | | Product Categories: | | | Mol File: | 53636-65-0.mol |  |
| | 5-Methylpyridine-2,3-dicarboxylic acid Chemical Properties |
| Boiling point | 436.2±45.0 °C(Predicted) | | density | 1.460 | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 5.41±0.20(Predicted) | | Appearance | Light yellow to brown Solid | | InChI | InChI=1S/C8H7NO4/c1-4-2-5(7(10)11)6(8(12)13)9-3-4/h2-3H,1H3,(H,10,11)(H,12,13) | | InChIKey | JPIJMXOJEHMTPU-UHFFFAOYSA-N | | SMILES | C1(C(O)=O)=NC=C(C)C=C1C(O)=O | | CAS DataBase Reference | 53636-65-0 | | EPA Substance Registry System | 2,3-Pyridinedicarboxylic acid, 5-methyl- (53636-65-0) |
| | 5-Methylpyridine-2,3-dicarboxylic acid Usage And Synthesis |
| Chemical Properties | White or light yellow crystalline powder | | Uses | 5-Methoxymethylpyridine-2,3-dicarboxylic acid is used in the preparation of herbicides of the class imidazolinones. | | Synthesis | A) 3-methyl-8-hydroxyquinoline (15.9 g, 0.10 mol) is dissolved in dichloromethane and slowly added dropwise to 70% nitric acid (126 g, 1.8 mol) at 80°C to 100°C over a period of 1 hour while stirring is maintained. The gases generated during the reaction are scrubbed and vented. The reaction mixture is then heated at 100°C to 105°C for 4 h. After cooling to 85°C, the reaction mixture is treated with 88% formic acid (85%-95% concentration) for 20 min and continued heating at 85°C to 95°C for 0.5 h. The reaction solution is cooled to 0.5°C. The reaction solution was cooled to 0°C, stirred for 1 hour and filtered. The resulting solid was washed with acetone and dried to give 10.6 g of 5-methyl-2,3-pyridinedicarboxylic acid (58.6% yield), which was analyzed by HPLC for 97.4% purity. | | References | [1] Patent: US5371229, 1994, A [2] Patent: US5371229, 1994, A [3] Journal of the Chemical Society, 1956, p. 4433,4437 [4] Synthesis, 1989, # 11, p. 880 - 882 |
| | 5-Methylpyridine-2,3-dicarboxylic acid Preparation Products And Raw materials |
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