1-NITROPYRAZOLE

1-NITROPYRAZOLE Property

Melting point:

92-94 °C(lit.)

Boiling point:

269°C

Density 

1.55±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

-5.04±0.12(Predicted)

color 

White to Light yellow

CAS DataBase Reference

7119-95-1(CAS DataBase Reference)

Safety

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

22-26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933199090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1-NITROPYRAZOLE Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 1-nitropyrazole from pyrazole was as follows: first, the nitroxide was prepared by slowly mixing acetic anhydride with fuming nitric acid at a volume ratio of 5.5:1 under ice-water bath conditions. Subsequently, the nitroxide and the acetic acid solution of pyrazole were fed into the microchannel reactor at a precisely controlled flow rate (0.1 mL/min for the pyrazole acetic acid solution), respectively, via a high-pressure delivery system. In this process, a constant flow pump was used to ensure that the molar ratio of nitric acid to pyrazole was strictly controlled at 1.1:1. The reaction was carried out in the microchannel reactor at a temperature maintained at 45-70 °C to achieve instantaneous mixing and reaction of the two liquids. Upon completion of the reaction, the reaction liquid was quenched by pouring it into crushed ice and the products were separated by filtration. The product was washed with ice water and dried under vacuum to give the final N-nitropyrazole. The yield and purity data of the products are detailed in Table 1 and Figure 2.

References

[1] Patent: CN108570010, 2018, A. Location in patent: Paragraph 0035; 0036; 0037; 0038; 0041-0070
[2] Archiv der Pharmazie, 1995, vol. 328, # 4, p. 349 - 358
[3] ChemPlusChem, 2018, vol. 83, # 8, p. 804 - 811
[4] Journal of Chemical Research - Part S, 1996, # 5, p. 244 - 245
[5] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 1517 - 1525