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| | 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Basic information |
| Product Name: | 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID | | Synonyms: | AKOS PAO-1555;BUTTPARK 27\08-43;3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID, PURISS, 98%;3,5-Dimethylisoxazole-4-carboxylic acid ,98%;3,5- two Methylisoxazole-4- carboxylic acid;3,5-Dimethylisoxazole-4-carboxylicacid,99%;diMethyl-1,2-oxazole-4-carboxylic acid;3,5-DIMETHYL-4-ISOXAZOLECARBOXYLIC ACID | | CAS: | 2510-36-3 | | MF: | C6H7NO3 | | MW: | 141.12 | | EINECS: | 219-724-5 | | Product Categories: | Chemical Synthesis;Heterocyclic Building Blocks;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Oxazole&Isoxazole;Building Blocks;Carboxy;Isoxazole;Building Blocks;Heterocyclic Building Blocks;Isoxazoles | | Mol File: | 2510-36-3.mol |  |
| | 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Chemical Properties |
| Melting point | 141-145 °C(lit.) | | Boiling point | 258.14°C (rough estimate) | | density | 1.3710 (rough estimate) | | refractive index | 1.4890 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | pka | 2.53±0.32(Predicted) | | form | powder to crystal | | color | White to Almost white | | BRN | 115819 | | InChI | 1S/C6H7NO3/c1-3-5(6(8)9)4(2)10-7-3/h1-2H3,(H,8,9) | | InChIKey | IJEUISLJVBUNRE-UHFFFAOYSA-N | | SMILES | Cc1noc(C)c1C(O)=O | | CAS DataBase Reference | 2510-36-3(CAS DataBase Reference) | | NIST Chemistry Reference | 3,5-Dimethylisoxazole-4-carboxylic acid(2510-36-3) |
| Hazard Codes | Xi,Xn | | Risk Statements | 20/21/22 | | Safety Statements | 24/25-36-22 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29349990 | | Storage Class | 13 - Non Combustible Solids |
| | 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Usage And Synthesis |
| Chemical Properties | light beige powder | | Synthesis | General procedure for the synthesis of 3,5-dimethylisoxazole-4-carboxylic acid from ethyl 3,5-dimethylisoxazole-4-carboxylate: to a mixture of ethyl 3,5-dimethyl-4-isoxazolecarboxylate (2.4 g, 14 mmol) in a solution of tetrahydrofuran (THF, 8 mL) and methanol (MeOH, 8 mL), an aqueous solution of 5 N sodium hydroxide (NaOH) (8.5 mL ). The reaction mixture was stirred at room temperature for 8 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure, followed by acidification with 6 N aqueous hydrochloric acid (HCl) to pH = 2. The precipitated white solid product was filtered, washed with water, and dried to afford 3,5-dimethylisoxazole-4-carboxylic acid (2.1 g, 94.0% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 2.72 (s, 3H), 2.49 (s, 3H). | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 17, p. 2879 - 2884
[2] Justus Liebigs Annalen der Chemie, 1893, vol. 277, p. 174
[3] Journal of the American Chemical Society, 1967, vol. 89, p. 5461 - 5462 |
| | 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLIC ACID Preparation Products And Raw materials |
| Raw materials | Sodium hydroxide-->Phosphorus oxitrichloride-->Chloroform-->Triethylamine-->Benzene-->Ethyl acetoacetate-->Pyrrolidine-->Nitroethane-->3,4,5-trimethyloxazole-->(3,5-DIMETHYL-4-ISOXAZOLYL)METHANOL-->4-(CHLOROMETHYL)-3,5-DIMETHYLISOXAZOLE-->ETHYL 3,5-DIMETHYLISOXAZOLE-4-CARBOXYLATE-->3,5-Dimethylisoxazole | | Preparation Products | 4-Isoxazolecarboxamide,N,N,3,5-tetramethyl-(9CI)-->4-Isoxazolecarboxylicacid,3,5-dimethyl-,methylester(9CI) |
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