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| | 1-Methyl-1H-pyrazole-5-carboxylic acid Basic information |
| | 1-Methyl-1H-pyrazole-5-carboxylic acid Chemical Properties |
| Melting point | 220-225 °C | | Boiling point | 306.9±15.0 °C(Predicted) | | density | 1.34±0.1 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 3.03±0.25(Predicted) | | color | White to Almost white | | λmax | 259nm(MeOH)(lit.) | | InChI | 1S/C5H6N2O2/c1-7-4(5(8)9)2-3-6-7/h2-3H,1H3,(H,8,9) | | InChIKey | JREJQAWGQCMSIY-UHFFFAOYSA-N | | SMILES | Cn1nccc1C(O)=O | | CAS DataBase Reference | 16034-46-1(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | RIDADR | 2811 | | WGK Germany | 3 | | Hazard Note | Harmful | | HazardClass | IRRITANT | | HS Code | 29331990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-Methyl-1H-pyrazole-5-carboxylic acid Usage And Synthesis |
| Chemical Properties | White to yellow solid | | Uses | 1-Methyl-5-pyrazolecarboxylic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | | Definition | ChEBI: 1-methyl-pyrazole-5-carboxylic acid is a member of the class of pyrazoles that is N-methylpyrazole substituted by a carboxy group substituents at position 5. It has a role as a metabolite. It is a member of pyrazoles and a monocarboxylic acid. It is functionally related to a N-methylpyrazole. | | Synthesis | 1-Methyl-1H-pyrazole (2.0 g, 24.4 mmol) was dissolved in tetrahydrofuran (THF, 30 mL) at room temperature. The reaction mixture was cooled to -78 °C under nitrogen protection, followed by slow dropwise addition of n-butyllithium (n-BuLi, 10.72 mL, 26.8 mmol). The reaction temperature of -78 °C was maintained and the reaction mixture was stirred for 2 h. Subsequently, it was gradually warmed up to room temperature and stirring was continued for 1 h. The reaction temperature was maintained at -78 °C. Under the condition of maintaining the reaction temperature, dry carbon dioxide gas was passed into the reaction solution for about 5 minutes. The reaction mixture continued to be stirred at room temperature for 1 hour. Subsequently, water (30 mL) was added to the reaction mixture to quench the reaction and dilute the mixture. The reaction mixture was extracted with dichloromethane. After precipitation of a large amount of solid from the acidic aqueous phase, the separation was carried out by filtration. The resulting filter cake was dried to give a final 1.5 g of white solid product 1-methyl-1H-pyrazole-5-carboxylic acid in 48.8% yield. | | References | [1] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 6, p. 650 - 654
[2] Patent: CN105384739, 2016, A. Location in patent: Paragraph 0345; 0346; 0347
[3] Patent: WO2009/71705, 2009, A1. Location in patent: Page/Page column 39
[4] Patent: WO2009/71706, 2009, A1. Location in patent: Page/Page column 48
[5] Patent: US2008/242661, 2008, A1. Location in patent: Page/Page column 25 |
| | 1-Methyl-1H-pyrazole-5-carboxylic acid Preparation Products And Raw materials |
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