| Identification | More | [Name]
1-Methyl-1H-pyrazole-5-carboxylic acid | [CAS]
16034-46-1 | [Synonyms]
1-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID
2-METHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID
AKOS B000141
AKOS PAO-0505
ART-CHEM-BB B000141
CHEMBRDG-BB 4401287
TIMTEC-BB SBB000007
1-Methyl-1H-pyrazole-5-carboxylic acid 97%
2-Methyl-2H-pyrazole-3-carboxylic acid ,97% | [Molecular Formula]
C5H6N2O2 | [MDL Number]
MFCD00464253 | [Molecular Weight]
126.11 | [MOL File]
16034-46-1.mol |
| Chemical Properties | Back Directory | [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.) | [Detection Methods]
HPLC | [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) |
| Safety Data | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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