4-METHYLPYRAZOLE-5-CARBOXYLIC ACID Chemical Properties

Boiling point:

389.2±22.0 °C(Predicted)

Density 

1.404±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

15.75±0.50(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2933199090

4-METHYLPYRAZOLE-5-CARBOXYLIC ACID Usage And Synthesis

Uses

4-Methylpyrazole-3-carboxylic Acid is a useful research chemical.

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

4-METHYLPYRAZOLE-5-CARBOXYLIC ACID(82231-51-4)Related Product Information

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• METHYL 3-(2-CHLOROPHENYL)-5-[3-(ETHOXYCARBONYL)-1-(4-METHYLPHENYL)-1H-PYRAZOL-4-YL]-4-ISOXAZOLECARBOXYLATE
• METHYL 5-[1-(2-CHLOROPHENYL)-3-(ETHOXYCARBONYL)-1H-PYRAZOL-4-YL]-3-(2,6-DICHLOROPHENYL)-4-ISOXAZOLECARBOXYLATE
• IFLAB-BB F2124-0058
• ETHYL 4-CYANO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-5-CARBOXYLATE
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• METHYL 5-[1-(3-CHLOROPHENYL)-3-(ETHOXYCARBONYL)-1H-PYRAZOL-4-YL]-3-(2,6-DICHLOROPHENYL)-4-ISOXAZOLECARBOXYLATE