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CS-W001157 4
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4-Methyl-3-nitro-1H-pyrazole

  • CAS No. 38858-90-1

  • Cat. No. CS-W007043
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4-Methyl-3-nitro-1H-pyrazole|CS-W007043

Structure of 38858-90-1

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General Information

  • CAS No. 38858-90-1
  • Cat. No. CS-W007043
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅N₃O₂
  • Molecular Weight 127.10
  • Synonym(s) 4-Methyl-5-nitro-pyrazole
  • SMILES O=[N+](C1=NNC=C1C)[O-]

Description

4-Methyl-3-nitro-1H-pyrazole features a fused heterocyclic core with complementary electron-deficient and alkyl functionalities. This arrangement enables direct incorporation into diverse synthetic scaffolds, offering enhanced reactivity in transition-metal-catalyzed coupling processes and facilitating access to functionalized pyrazole derivatives under standard conditions.

Application

4-Methyl-3-nitro-1H-pyrazole serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its regioselective reactivity enables direct functionalization at the C4 position, while the nitro group facilitates subsequent reductions or nucleophilic substitutions. The molecule exhibits good bench stability and compatibility with common coupling reactions, making it valuable for constructing complex nitrogen-containing scaffolds in API development.

Synthesis

  • Route1

    References

    • Ravi; Gore, Girish M.; Tewari, Surya P.; Sikder, Arun K. Journal of Heterocyclic Chemistry, 2013 , vol. 50, # 6 p. 1322 - 1327
  • Route2

    References

    • Ravi; Gore, Girish M.; Sikder, Arun K.; Tewari, Surya P. Synthetic Communications, 2012 , vol. 42, # 23 p. 3463 - 3471
  • Route3
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    References

    • Zaitsev; Zaiko; Dalinger; Kachala; Shkineva; Shevelev Russian Chemical Bulletin, 2009 , vol. 58, # 10 p. 2122 - 2128

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   0.62632
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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