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CS-W001157 4
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2-Nitro-1H-pyrrole

  • CAS No. 5919-26-6

  • Cat. No. CS-W006647
  • Purity≥97%
  • MDL No.None

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

2-Nitro-1H-pyrrole|CS-W006647

Structure of 5919-26-6

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General Information

  • CAS No. 5919-26-6
  • Cat. No. CS-W006647
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄N₂O₂
  • Molecular Weight 112.09
  • Synonym(s) NSC 87241
  • SMILES O=[N+]([O-])C1=CC=CN1

Description

2-Nitro-1H-pyrrole features a nitro group at the C2 position of the pyrrole ring, imparting strong electron-withdrawing character and enhancing reactivity in electrophilic substitution. This bench-stable heterocycle integrates readily into synthetic routes for functionalized nitrogen-containing compounds.

Application

2-Nitro-1H-pyrrole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C2 position due to its electron-deficient pyrrole core. The nitro group facilitates subsequent transformations such as reduction to an amino derivative or participation in coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it valuable for constructing complex nitrogen-containing scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 2-Nitro-1-tosyl-1h-pyrrole|CS-0776527
      128080-58-0
    • ~96%
    • In-stock
      2-Nitro-1H-pyrrole|CS-W006647
      5919-26-6

    References

    • Ding, Xiao-Bo; Furkert, Daniel P.; Capon, Robert J.; Brimble, Margaret A. Organic Letters, 2014 , vol. 16, # 2 p. 378 - 381
  • Route2
    • null|null
      109-97-7
    • ~73%
    • In-stock
      2-Nitro-1H-pyrrole|CS-W006647
      5919-26-6
    • In-stock
      3-Nitro-1H-pyrrole|CS-W008547
      5930-94-9

    References

    • Tetrahedron Letters, , vol. 47, # 38 p. 6879 - 6881
  • Route3
    • null|null
      109-97-7
    • ~79%
    • In-stock
      2-Nitro-1H-pyrrole|CS-W006647
      5919-26-6

    References

    • Tanemura, Kiyoshi; Suzuki, Tsuneo; Nishida, Yoko; Satsumabayashi, Koko; Horaguchi, Takaaki Journal of Chemical Research - Part S, 2003 , # 8 p. 497 - 499

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

Quality Control

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Computational Chemistry Data

  • TPSA   58.93
  • LogP   0.9229
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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