tert-Butyl 1H-pyrazole-1-carboxylate Chemical Properties

Boiling point:

161 °C/760 mmHg

Density 

1.036 g/mL at 25 °C

refractive index 

n20/D 1.472

storage temp. 

2-8°C

form 

liquid

pka

-1.08±0.12(Predicted)

color 

colourless

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

Safety Statements 

36-37

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

HS Code 

29331990

tert-Butyl 1H-pyrazole-1-carboxylate Usage And Synthesis

Synthesis

GENERAL STEPS: Pyrazole (1 eq.) and triethylamine (1.5 eq.) were dissolved in dichloromethane (for 0.05 mol pyrazole, 50 mL of dichloromethane was used), followed by the addition of di-tert-butyl dicarbonate (1.2 eq.). The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the organic phase was washed with saturated NaHCO3 solution (25 mL, against 50 mL of dichloromethane), and then once more with deionized water (25 mL). The organic layer was dried with anhydrous Na2SO4 and subsequently concentrated under reduced pressure to give tert-butyl 1H-pyrazole-1-carboxylate.

References

[1] Tetrahedron Letters, 2006, vol. 47, # 43, p. 7551 - 7556
[2] Chemistry - A European Journal, 2016, vol. 22, # 28, p. 9687 - 9692
[3] Arkivoc, 2014, vol. 2014, # 6, p. 54 - 71

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