38858-92-3

Usage

Uses

Due to the lack of specific information on the uses of 3,4-dinitro-1H-pyrazole in the provided materials, it is not possible to list its applications in different industries or for specific purposes. However, based on the general properties of pyrazoles and nitro functional groups, some potential uses can be inferred:
Used in Pharmaceutical Industry:
3,4-dinitro-1H-pyrazole may be used as a building block or intermediate in the synthesis of pharmaceutical compounds, given the reactivity of the nitro groups and the potential for forming various functional groups.
Used in Chemical Synthesis:
3,4-dinitro-1H-pyrazole(SALTDATA: FREE) could be utilized in chemical synthesis processes, where its nitro functional groups can be further modified or converted into other functional groups, leading to the formation of new compounds with different properties and applications.
Used in Explosives Industry:
Given the presence of two nitro functional groups, 3,4-dinitro-1H-pyrazole may have potential applications in the explosives industry, where such compounds are often used due to their reactivity and energy release upon detonation.

Upstream product

• 400753-02-8 4-iodo-3-nitro-1H-pyrazole 
• 1395443-08-9 3-iodo-4-nitro-1H-pyrazole 
• 6645-70-1 3,4-diiodo-1H-pyrazole 
• 26621-44-3 5-nitro-1H-pyrazole 
• 26621-44-3 3-nitro-1H-pyrazole 

Downstream Products

• 896467-60-0 1-(4-methoxy-benzyl)-3,4-dinitro-1H-pyrazole 
• 1273586-53-0 4-nitro-5-(phenylthio)-1H-pyrazole 
• 1273586-54-1 5-[(4-methylphenyl)thio]-4-nitro-1H-pyrazole 

Relevant academic research and scientific papers

Solid-liquid equilibrium solubility, thermodynamic properties and solvent effect of 3,4-dinitro-1H-pyrazole in different pure solvents

Knowledge of solubility and thermodynamic properties of 3,4-dinitro-1H-pyrazole (DNP) within different solvents are essential in the processes of crystallization and further theoretical studies. In this study, the solubility of DNP in 12 pure solvents (i.e., water, n-propanol, isobutyl alcohol, n-pentanol, isoamyl alcohol, xylene, ethyl acetate, epichlorohydrin, chloroform, acetonitrile, tetrahydrofuran and 2-butanone) has been determined by using gravimetric method within the temperature range of (283.15–323.15) K under atmospheric pressure. Good dissolution ability was found for DNP in the organic solvents we studied. The sequence of the mole fraction solubility is tetrahydrofuran >2-butanone > n-propanol > n-pentanol > isobutyl alcohol > isoamyl alcohol > acetonitrile > ethyl acetate > epichlorohydrin > xylene > water > chloroform. Solubility of DNP increased with the increasing temperature in each pure solvent. In addition, solubility data was correlated by four models including the modified Apelblat equation, NRTL model, Wilson model and Two-Suffix Margules model. The maximum root-mean-square deviation (104RMSD) was 715.47. Basically speaking, values of R2 and 104RMSD between experimental and calculated solubility showed that NRTL model provided most satisfactory fitting results in this work. Moreover, Hansen solubility parameters (δd, δp, δh, δt, δv and Δδt) were used to describe the dissolution characteristics of solid in different solvents. Then, the Kamlet-Taft parameters (α, β and π*) were explained to investigate the solvent effect on DNP solubility. Furthermore, other parameters, including mixing enthalpy (ΔmixH), mixing entropy (ΔmixS) and mixing Gibbs energy (ΔmixG) were calculated according to the Wilson model, and their results have been discussed on the basis of experimental data. It has been found that all mixing Gibbs energy are less than zero, hence, the dissolution of DNP is a spontaneous process.

Lithium Nitropyrazolates as Potential Red Pyrotechnic Colorants

Strontium-based red pyrotechnic colorants have fallen into disrepute due to the harmful influence of this alkaline earth metal on adolescents. In this context, the energetic character, safety, and combustion to benign nitrogen gas of nitropyrazoles are used for the design of the corresponding lithiated materials, which are investigated as potential replacements in the current work. For this purpose, the lithium salts of 3,4-dinitro-1H-pyrazole, 3,5-dinitro-1H-pyrazole, 4-amino-3,5-dinitro-1H-pyrazole, 3,4,5-trinitro-1H-pyrazole, and 4-hydroxy-3,5-dinitro-1H-pyrazole were extensively characterized by standard analytical methods, low-temperature single-crystal X-ray diffraction, studies of the thermo-chemical behavior, and sensitivity assessments. Our assumption that the high nitrogen contents and the low oxygen balances of these compounds would adjust a cool, reductive flame atmosphere essential for red emissions by lithium was put to the test.

Solubility, thermodynamic modeling and Hansen solubility parameter of a new type of explosive in four binary solvents (benzene + ethanol, n-propanol, n-butanol and isoamyl alcohol) from 283.15 K to 323.15 K

The solubility of 3,4-dinitropyrazole (DNP) in four binary solvents (benzene + ethanol, n-propanol, n-butanol and isoamyl alcohol) was measured by a dynamic laser monitoring at the temperature from 283.15 K to 323.15 K at pressure of 0.1 MPa. The solubility of DNP increased positively with increasing temperature, while increased with decreasing molar fraction of benzene in each binary system. Moreover, the experimental solubility values of DNP in this work were correlated well with four thermodynamic models namely “the modified Apelblat equation, Jouyban-Acree model, NRTL model and Wilson model” obtaining average root-mean-square deviation (104RMSD) lower than 98.93 for correlative studies. In addition, Hansen solubility parameters were used to explain and predict the solubility behavior. Finally, mixing thermodynamic properties were estimated and analyzed based on solubility data and the Wilson model, and it's easy to understand that the dissolution was a spontaneous process from the results.

PYRROLO(PYRAZOLO)PYRIMIDINE DERIVATIVE AS LRRK2 INHIBITOR

The present invention relates to a pyrrolo(pyrazolo)pyrimidine derivative having efficacy as an LRRK2 inhibitor, a preparation method therefor, and a pharmaceutical composition for preventing or treating degenerative brain diseases, containing the same.

Crystal structure of 3,4-dinitropyrazole in water

3,4-dinitropyrazole (DNP) was synthesized by N-nitration, thermal rearrangement and C-nitration with pyrazole as the raw material. A pure DNP single crystal was obtained by solvent evaporation using water as a solvent, and its structure was characterized by X-ray single crystal diffraction. The results showed that the single crystal structure of DNP contained water, and the molar ratio of DNP/water was 4:1. The DNP molecules existed stably due to the presence of intermolecular and intramolecular hydrogen bonding, as well as π-π stacking between DNP molecules. This study was valuable to the production and application of DNP.

Isomers of Dinitropyrazoles: Synthesis, Comparison and Tuning of their Physicochemical Properties

Three isomeric dinitropyrazoles (DNPs) were synthesized starting from readily available 1H-pyrazole by slightly improved methods than described in the literature. 3,4-Dinitropyrazole (3), 1,3-dinitropyrazole (4), and 3,5-dinitropyrazole (5) were obtained and compared to each other with respect to thermal stability, crystallography, sensitivity and energetic performance. Two isomers (3 and 4) show high densities (1.79 and 1.76 g cm–3) and interesting thermal behavior as melt-castable materials (3: Tmelt.=71 °C, Tdec.=285 °C; 5: Tmelt. = 68 °C, Tdec.=171 °C). Furthermore, eight salts (sodium, potassium, ammonium, hydrazinium, hydroxylammonium, guanidinium, aminoguanidinium and 3,6,7-triamino-[1,2,4]triazolo[4,3-b][1,2,4]triazole (TATOT) of 3 and 5 were synthesized in order to tune performance and sensitivity values. These compounds were characterized using 1H, 13C, 14N, 15N NMR and IR spectroscopy as well as mass spectrometry, elemental analysis and thermal analysis through differential scanning calorimetry. Crystal structures of 14 compounds were obtained (3–7, 10–12 and 15–20) by low-temperature single crystal X-ray diffraction. Impact, friction and electrostatic discharge (ESD) values were also determined by standard methods. The sensitivity values range between 8.5 and 40 J for impact and 240 N and 360 N for friction and show mainly insensitive character. The energetic performances were determined using recalculated X-ray densities, heats of formation and the EXPLO5 code and support the energetic character of the title compounds. The calculated energetic performances (VD: 6245–8610 m s?1; pCJ: 14.1–30.8 GPa) were compared to RDX ((O2NNCH2)3).

Preparation method of 3,4-dinitropyrazole

The invention relates to a preparation method of 3,4-dinitropyrazole. The preparation method of 3,4-dinitropyrazole comprises the following steps: 1) nitration: adding concentrated sulfuric acid to afour-neck bottle, then slowly adding dropwise fuming nitric acid, keeping the temperature at 35 DEG C or lower, then heating a reaction solution to 50 DEG C, starting to add 3-nitropyrazole slowly bycontrolling the adding temperature at 80 DEG C or lower, raising the temperature to 80-120 DEG C after addition, preserving heat for reaction for 0.5-1 h, performing cooling, and reducing the temperature to 50 DEG C to separate out white solid; 2) filtering: cooling the reaction solution to 25 DEG C and performing suction filtration with a sand core funnel; 3) washing, filtering and drying: washing a filter cake with 150 g of ice water, putting the filter cake in an oven after suction filtration to obtain white solid 3,4-dinitropyrazole particles; 4) recrystallization: putting 3,4-dinitropyrazole in water, raising the temperature to 50 DEG C until complete dissolution, reducing the temperature to 10 DEG C to separate out white granular 3,4-dinitropyrazole, performing suction filtration, putting a product in the oven and drying the product in accordance with the previous step.

Method for synthesizing 3,4-dinitropyrazole by using micro-channel reactor

The invention discloses a method for synthesizing 3,4-dinitropyrazole by using a micro-channel reactor. The method comprises the following steps: with pyrazole as a raw material, subjecting pyrazole and a nitric-acetic anhydride system to nitration in the micro-channel reactor so as to synthesize N-nitropyrazole; then with N-nitropyrazole as a raw material, carrying out thermal rearrangement so asto synthesize 3-nitropyrazole; and finally, with 3-nitropyrazole as a raw material, synthesizing 3,4-dinitropyrazole in virtue of a nitric acid-sulfur acid mixed acid system in the micro-channel reactor. According to the invention, the micro-channel reactor is employed, so the adverse outcomes of hardly controllable process, proneness to local overheating which leads to dangers, easy generation of side reactions and the like of convetional tank reactors are avoided, rapid reaction is realized, and direct enlargement can be realized through increase of the number of parallel micro-channel reactors. With the method, the yield of the synthesized 3,4-dinitropyrazole reaches 87.5%, and the purity of the synthesized 3,4-dinitropyrazole reaches 99.8%.

A high density pyrazolo-triazine explosive (PTX)

The fused-ring heterocycle 4-amino-3,7,8-trinitropyrazolo-[5,1-c][1,2,4]triazine (PTX) has promising explosive properties. The Cheetah thermochemical code used its calculated standard enthalpy of formation and its measured crystal density of 1.946 g cm-3 to predict HMX-like explosive performance, while measurements of its thermal stability, sensitivity to impact, friction, and spark showed greater safety margins.

A simple and environmentally benign nitration of pyrazoles by impregnated bismuth nitrate

We report herein a facile, rapid, and environmentally friendly synthesis of nitropyrazoles in good yields using silica-bismuth nitrate and silica-sulfuric acid-bismuth nitrate at room temperature for the first time. The relatively non-toxic nature, ease o