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CS-W001157 4
Total: USD 88.00

1,4-Dinitro-1H-imidazole

  • CAS No. 19182-81-1

  • Cat. No. CS-0197593
  • Purity≥97%
  • MDL No.None

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

1,4-Dinitro-1H-imidazole|CS-0197593

Structure of 19182-81-1

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General Information

  • CAS No. 19182-81-1
  • Cat. No. CS-0197593
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂N₄O₄
  • Molecular Weight 158.07
  • Synonym(s) 4-Nitro-1-nitroso-1H-imidazole
  • SMILES C1=C(N=CN1[N+](=O)[O-])[N+](=O)[O-]

Description

1,4-Dinitro-1H-imidazole features two nitro groups positioned at electron-deficient sites within the imidazole core, enhancing its reactivity in nucleophilic substitution processes. This bench-stable compound serves as a key building block for bioactive heterocycles and functional materials.

Application

1,4-Dinitro-1H-imidazole serves as a versatile building block in heterocyclic synthesis, enabling the construction of substituted imidazoles through controlled reduction and functionalization. Its dual nitro groups provide orthogonal reactivity for sequential transformations, while the core imidazole scaffold offers inherent stability and compatibility with common coupling protocols. The compound exhibits good bench stability and facilitates purification via standard chromatographic methods, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 5-Nitroimidazole Metronidazole  Impurity|CS-0229038
      3034-38-6
    • ~95%
    • In-stock
      1,4-Dinitro-1H-imidazole|CS-0197593
      19182-81-1

    References

    • Cho, Jin Rai; Kim, Kwang Joo; Cho, Soo Gyeong; Kim, Jeong Kook Journal of Heterocyclic Chemistry, 2002 , vol. 39, # 1 p. 141 - 148
  • Route2
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • ~7%
    • 5-Nitroimidazole Metronidazole  Impurity|CS-0229038
      3034-38-6
    • In-stock
      1,4-Dinitro-1H-imidazole|CS-0197593
      19182-81-1

    References

    • Journal of Chemical Research - Part S, , # 5 p. 244 - 245

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-H320-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   104.1
  • LogP   -0.1689
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   2

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