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CS-W001157 4
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5-Nitro-1H-1,2,3-triazole

  • CAS No. 14544-45-7

  • Cat. No. CS-0045312
  • Purity≥97%
  • MDL No.MFCD11502061

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

5-Nitro-1H-1,2,3-triazole|CS-0045312

Structure of 14544-45-7

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General Information

  • CAS No. 14544-45-7
  • Cat. No. CS-0045312
  • Purity ≥97%
  • MDL No. MFCD11502061
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂H₂N₄O₂
  • Molecular Weight 114.06
  • Synonym(s) 4-Nitro-2H-1,2,3-triazole
  • SMILES O=[N+](C1=CN=NN1)[O-]

Description

5-Nitro-1H-1,2,3-triazole delivers a robust electron-deficient triazole scaffold ideal for click chemistry and bioconjugation. This bench-stable heterocycle features a para-nitro group that enhances reactivity in copper-catalyzed azide-alkyne cycloadditions. The nitrogen-rich core supports conjugation to biomolecules while maintaining solubility in common organic solvents.

Application

5-Nitro-1H-1,2,3-triazole serves as a versatile synthetic building block in medicinal chemistry and materials science, enabling efficient access to nitro-substituted triazole scaffolds. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling protocols facilitate the construction of complex heterocyclic architectures. The nitro group provides a handle for further functionalization via reduction or nucleophilic substitution, offering a practical route to diversified molecular libraries.

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-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   84.71
  • LogP   -0.2871
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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