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CS-W001157 4
Total: USD 88.00

2,6-Dibromo-4-nitropyridine

  • CAS No. 175422-04-5

  • Cat. No. CS-B0696
  • Purity≥96%
  • MDL No.MFCD07369947

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

2,6-Dibromo-4-nitropyridine|CS-B0696

Structure of 175422-04-5

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General Information

  • CAS No. 175422-04-5
  • Cat. No. CS-B0696
  • Purity ≥96%
  • MDL No. MFCD07369947
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Br₂N₂O₂
  • Molecular Weight None
  • Synonym(s) 2,6-DIBROMO-4-NITRO-PYRIDINE2
  • SMILES BrC1=CC([N+]([O-])=O)=CC(Br)=N1

Description

2,6-Dibromo-4-nitropyridine features a pyridine core bearing two bromine substituents at the 2 and 6 positions and a nitro group at the 4 position. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds under standard conditions. The ortho-bromine motifs facilitate palladium-catalyzed transformations, while the para-nitro group enhances reactivity and directs substitution patterns.

Application

2,6-Dibromo-4-nitropyridine serves as a versatile building block for constructing substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. The bromine atoms at the 2- and 6-positions enable sequential functionalization, while the electron-withdrawing nitro group enhances electrophilicity at C4, facilitating nucleophilic substitution. Its bench-stable solid form and predictable reactivity support efficient synthesis of complex heterocycles in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      98027-81-7
    • ~10%
    • In-stock
      2,6-Dibromo-4-nitropyridine|CS-B0696
      175422-04-5

    References

    • Riemer, Claus; Borroni, Edilio; Levet-Trafit, Bernard; Martin, James R.; Poli, Sonia; Porter, Richard H. P.; Boes, Michael Journal of Medicinal Chemistry, 2003 , vol. 46, # 7 p. 1273 - 1276
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 7 p. 1273 - 1276
  • Route3
    • null|null
      25373-69-7
    • ~%
    • In-stock
      2,6-Dibromo-4-nitropyridine|CS-B0696
      175422-04-5

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 7 p. 1273 - 1276

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

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   2.5148
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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