3,5-Dimethyl-4-nitro-1H-pyrazole Chemical Properties

Melting point:

125.0 to 129.0 °C

Boiling point:

325°C(lit.)

Density 

1.339±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

10.75±0.50(Predicted)

color 

White to Almost white

λmax

274nm(CHCl3)(lit.)

InChI

InChI=1S/C5H7N3O2/c1-3-5(8(9)10)4(2)7-6-3/h1-2H3,(H,6,7)

InChIKey

OFQCJVVJRNPSET-UHFFFAOYSA-N

SMILES

N1C(C)=C([N+]([O-])=O)C(C)=N1

CAS DataBase Reference

14531-55-6(CAS DataBase Reference)

Safety Information

RTECS 

UQ6585000

HazardClass 

IRRITANT

HS Code 

2933199090

3,5-Dimethyl-4-nitro-1H-pyrazole Usage And Synthesis

Uses

As Pyrazoles compound, 3,5-Dimethyl-4-nitro-1H-pyrazole has the key structures in numerous compounds of therapeutic importance. Compounds containing this ring system are known to display diverse pharmacological activities, for example as antimalarial agents , anti-inflammatory agents, and against cardiovascular disease.^[1]

Synthesis

General procedure for the synthesis of 3,5-dimethyl-4-nitropyrazole from 3,5-dimethyl-4-iodopyrazole: 1. 3,5-dimethyl-4-iodopyrazole (1 mmol) was dissolved in tetrahydrofuran (THF, 10 mL). 2. Add Fuajasite catalyst (250 mg) to the above solution. 3. Concentrated nitric acid (density 1.52 g/cm3, 10 mL) was added slowly. 4. Stir the reaction mixture at room temperature until the reaction is complete. 5. 5. Upon completion of the reaction, the catalyst was filtered to recover the catalyst. 6. 6. The filtrate was extracted several times with dichloromethane. 7. 7. The organic phases were combined and concentrated in vacuum to remove the solvent to give 3,5-dimethyl-4-nitropyrazole.

References

[1] Edward R T Tiekink,  James L Wardell,  Solange M S V Wardell. “3,5-Dimethyl-1-(4-nitro-phen-yl)-1H-pyrazole.” Acta crystallographica. Section E, Structure reports online 68 Pt 4 (2012): o1018.

3,5-Dimethyl-4-nitro-1H-pyrazole(14531-55-6)Related Product Information

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• Dimethyl sulfoxide
• Pyraclostrobin
• Dimethyl ether
• Pyrazole
• Dimethyl fumarate
• ETHANE
• Dimethyl sulfate
• Dimethyl disulfide
• Zolpidem tartrate
• Zolpidem
• 2,5-dimethyl-4-nitro-2H-pyrazole-3-
• 5-CHLORO-1,3-DIMETHYL-4-NITRO-1H-PYRAZOLE
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• 1-ACETYL-3(5)-(HEPTAFLUORO-1-PROPYL)-5(3)-METHYL-4-(NITRO)PYRAZOLE