1-METHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Melting point:

62.0-62.5 °C

Boiling point:

221.6±13.0 °C(Predicted)

Density 

1.18±0.1 g/cm3(Predicted)

storage temp. 

Store at room temperature

pka

-0.01±0.10(Predicted)

Appearance

Off-white to light yellow Solid

InChI

InChI=1S/C6H8N2O2/c1-8-4-5(3-7-8)6(9)10-2/h3-4H,1-2H3

InChIKey

HGQQQXMARFJNCP-UHFFFAOYSA-N

SMILES

N1(C)C=C(C(OC)=O)C=N1

Safety Information

HS Code 

2933199090

1-METHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

Step A: Trimethylsilylated diazomethane (12.0 mL, 24 mmol, 2.0 M hexane solution) was slowly added dropwise to a solution of 1-methyl-4-pyrazolecarboxylic acid (0.59 g, 4.7 mmol) in methanol (20 mL) at 0 °C through an addition funnel. The reaction mixture was stirred at the same temperature for 20 min followed by concentration. The crude product was partitioned between ethyl acetate (100 mL) and water (50 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by fast column chromatography using hexane/ethyl acetate (4:1, v/v) as eluent to afford methyl 1-methyl-1H-pyrazole-4-carboxylate (0.50 g, 3.6 mmol, 76% yield) as a white solid. Mass spectrum (APCI-positive ion mode) m/z: [M+1]+ = 141.1.

References

[1] Patent: WO2011/25951, 2011, A1. Location in patent: Page/Page column 54

1-METHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID METHYL ESTER(5952-93-2)Related Product Information

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