| Identification | Back Directory | [Name]
4-METHYLPYRAZOLE-5-CARBOXYLIC ACID | [CAS]
82231-51-4 | [Synonyms]
4-METHYLPYRAZOLE-5-CARBOXYLIC ACID
4-Methylpyrazole-3-carboxylic Acid
4-Methyl-1H-pyrazole-3-carboxylic acid
4-methyl-1H-pyrazole-5-carboxylic acid
1H-Pyrazole-3-carboxylic acid, 4-methyl- | [Molecular Formula]
C5H6N2O2 | [MDL Number]
MFCD00159647 | [MOL File]
82231-51-4.mol | [Molecular Weight]
126.11 |
| Chemical Properties | Back Directory | [Boiling point ]
389.2±22.0 °C(Predicted) | [density ]
1.404±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
15.75±0.50(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Definition]
ChEBI: 4-methyl-pyrazole-3-carboxylic acid is a memebr of the class of pyrazoles that is 1H-pyrazole with methyl and carboxylic acid group substituents at positions 4 and 3 respectively. It has a role as a metabolite. It is a member of pyrazoles and a monocarboxylic acid. It derives from a hydride of a 1H-pyrazole. | [Synthesis]
Ethyl 4-methyl-5-trimethylsilylpyrazole-3-carboxylate (3.3 g, 14.6 mmol) was dissolved in ethanol (100 mL) and 1 M aqueous sodium hydroxide (73 mL, 73 mmol). The reaction mixture was heated to reflux for 18 hours and subsequently cooled to room temperature. The reaction solution was acidified with 1 M hydrochloric acid (100 mL) and concentrated to near dryness. The residue was extracted with ethyl acetate (3 x 100 mL), the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated to give 4-methylpyrazole-3-carboxylic acid (1.90 g, 99% yield). The product was confirmed by NMR hydrogen spectrum (DMSO-d6, 400 MHz): δ 13.00 (broad single peak, 2H), 7.50 (single peak, 1H), 2.19 (single peak, 3H). | [References]
[1] Patent: WO2006/32851, 2006, A1. Location in patent: Page/Page column 69-70; 73 |
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