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5-Nitro-1H-pyrazole-3-carbonitrile

  • CAS No. 1204246-72-9

  • Cat. No. CS-0373232
  • Purity≥96%
  • MDL No.None

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

5-Nitro-1H-pyrazole-3-carbonitrile|CS-0373232

Structure of 1204246-72-9

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General Information

  • CAS No. 1204246-72-9
  • Cat. No. CS-0373232
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂N₄O₂
  • Molecular Weight 138.08
  • Synonym(s) 3-Nitro-1H-pyrazole-5-carbonitrile
  • SMILES N#CC1=NNC([N+]([O-])=O)=C1

Description

5-Nitro-1H-pyrazole-3-carbonitrile features a dual functional group motif: a nitro group at C5 and a nitrile at C3, positioned within a heteroaromatic pyrazole core. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions and serves as a key building block for bioactive compounds. The molecule exhibits enhanced stability under standard bench conditions, facilitating straightforward handling in synthetic workflows.

Application

5-Nitro-1H-pyrazole-3-carbonitrile serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its dual electron-withdrawing nitro and nitrile groups enhance electrophilicity at the pyrazole ring, enabling efficient functionalization via nucleophilic substitution, metal-catalyzed coupling, and cycloaddition reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of bioactive scaffolds and advanced functional materials.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   95.61
  • LogP   0.18958
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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