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Ethyl pyrazole-3-carboxylate

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Ethyl pyrazole-3-carboxylate Basic information

Product Name:
Ethyl pyrazole-3-carboxylate
Synonyms:
  • ETHYL 1H-PYRAZOLE-3-CARBOXYLATE
  • 1H-PYRAZOLE-3-CARBOXYLIC ACID, ETHYL ESTER
  • 3-(Ethoxycarbonyl)pyrazole
  • 3-Carbethoxypyrazole
  • Ethyl pyrazole-3-carboxylate
  • Eythyl 3-pyraozlecarboxylate
  • Ethyl 1H-pyrazole-3-carbo...
  • ethyl 1H-pyrazole-3-carboxylate(SALTDATA: FREE)
CAS:
5932-27-4
MF:
C6H8N2O2
MW:
140.14
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Pyrazoles
  • C6
Mol File:
5932-27-4.mol
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Ethyl pyrazole-3-carboxylate Chemical Properties

Melting point:
158-160 °C
Boiling point:
279 °C
Density 
1.214
Flash point:
123 °C
storage temp. 
Inert atmosphere,Room Temperature
form 
powder
pka
11.04±0.10(Predicted)
color 
yellowish-orange
InChI
InChI=1S/C6H8N2O2/c1-2-10-6(9)5-3-4-7-8-5/h3-4H,2H2,1H3,(H,7,8)
InChIKey
MSPOSRHJXMILNK-UHFFFAOYSA-N
SMILES
N1C=CC(C(OCC)=O)=N1
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
TSCA 
No
HazardClass 
IRRITANT
HS Code 
2933199090
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Ethyl pyrazole-3-carboxylate Usage And Synthesis

Synthesis

64-17-5

1621-91-6

5932-27-4

Pyrazole-3-carboxylic acid (1.112 g, 10 mmol) was dissolved in ethanol (50 mL) at 80 °C, followed by slow addition of concentrated sulfuric acid (2 mL). The reaction mixture was kept under stirring for 2 hours. Upon completion of the reaction, ethyl 1H-pyrazole-3-carboxylate (1.350 g, 9.6 mmol, 96% yield) was obtained.

References

[1] Journal of the Iranian Chemical Society, 2016, vol. 13, # 5, p. 823 - 830
[2] Patent: US9206115, 2015, B2. Location in patent: Page/Page column 25-26
[3] Patent: EP3235819, 2017, A1. Location in patent: Paragraph 0264; 0265
[4] Journal of the American Chemical Society, 2000, vol. 122, # 44, p. 10810 - 10820
[5] Patent: WO2008/92942, 2008, A2. Location in patent: Page/Page column 20

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