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CS-W001157 4
Total: USD 88.00

3,5-Dibromo-4-nitro-1H-pyrazole

  • CAS No. 104599-36-2

  • Cat. No. CS-W006255
  • Purity≥97%
  • MDL No.MFCD09972275

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

3,5-Dibromo-4-nitro-1H-pyrazole|CS-W006255

Structure of 104599-36-2

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General Information

  • CAS No. 104599-36-2
  • Cat. No. CS-W006255
  • Purity ≥97%
  • MDL No. MFCD09972275
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃HBr₂N₃O₂
  • Molecular Weight 270.87
  • Synonym(s) 3,5-Dibromo-4-nitropyrazole
  • SMILES O=[N+](C1=C(Br)NN=C1Br)[O-]

Description

3,5-Dibromo-4-nitro-1H-pyrazole features a highly electron-deficient pyrazole core flanked by bromine substituents and a nitro group, enabling direct functionalization in cross-coupling and heterocyclic elaboration. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

3,5-Dibromo-4-nitro-1H-pyrazole serves as a versatile building block for functionalized heterocycles, enabling direct substitution and cross-coupling reactions due to its orthogonal reactivity profile. The nitro group facilitates further reduction and cyclization, while the dibromo substituents support palladium-catalyzed transformations. This compound offers bench-stable handling and predictable regioselectivity in synthetic workflows targeting bioactive scaffolds.

Synthesis

  • Route1

    References

    • US2004/88802 A1, ;
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 51, # 24 p. 4656 - 4660
  • Route3
    • 3,4,5-Tribromo-1-Nitro-1H-pyrazole|CS-0764557
      104599-40-8
    • null|null
      71-43-2
    • ~%
    • In-stock
      3,4,5-Tribromo-1H-pyrazole|CS-W002185
      17635-44-8
    • null|null
      108-86-1
    • In-stock
      3,5-Dibromo-4-nitro-1H-pyrazole|CS-W006255
      104599-36-2
    • null|null
      51039-46-4
    • null|null
      104599-39-5

    References

    • Journal of Organic Chemistry, , vol. 51, # 24 p. 4656 - 4660

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   71.82
  • LogP   1.8429
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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