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CS-W001157 4
Total: USD 88.00

5-Bromo-2-nitropyridine

  • CAS No. 39856-50-3

  • Cat. No. CS-D1019
  • Purity≥98%
  • MDL No.MFCD00160411

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

5-Bromo-2-nitropyridine|CS-D1019

Structure of 39856-50-3

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General Information

  • CAS No. 39856-50-3
  • Cat. No. CS-D1019
  • Purity ≥98%
  • MDL No. MFCD00160411
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₂O₂
  • Molecular Weight 202.99
  • Synonym(s) None
  • SMILES BrC1=CN=C([N+]([O-])=O)C=C1

Description

5-Bromo-2-nitropyridine features a bromine substituent at the 5-position and a nitro group at the 2-position on a pyridine core, delivering a highly electron-deficient heterocyclic scaffold. This configuration enables efficient coupling reactions in cross-coupling protocols and facilitates functionalization in medicinal chemistry. The compound exhibits excellent stability under standard conditions and serves as a key intermediate in synthesizing bioactive molecules and advanced materials.

Application

5-Bromo-2-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes. Its bromo and nitro groups provide orthogonal reactivity for sequential functionalization, while the pyridine core offers inherent stability and solubility in common organic solvents. This compound facilitates the construction of complex nitrogen-containing scaffolds relevant to pharmaceutical and agrochemical research.

Synthesis

  • Route1

    References

    • Dolci, Lilian; Dolle, Frederic; Valette, Heric; Vaufrey, Francoise; Fuseau, Chantal; Bottlaender, Michel; Crouzel, Christian Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 3 p. 467 - 479
  • Route2
    • null|null
      2402-97-3
    • ~6%
    • In-stock
      5-Bromo-2-nitropyridine|CS-D1019
      39856-50-3
    • null|null
      1678-49-5

    References

    • Wang; Li; Ye; Guo; Jia Asian Journal of Chemistry, 2013 , vol. 25, # 8 p. 4632 - 4636
  • Route3
    • null|null
      504-29-0
    • ~%
    • In-stock
      5-Bromo-2-nitropyridine|CS-D1019
      39856-50-3

    References

    • Dolci, Lilian; Dolle, Frederic; Valette, Heric; Vaufrey, Francoise; Fuseau, Chantal; Bottlaender, Michel; Crouzel, Christian Bioorganic and Medicinal Chemistry, 1999 , vol. 7, # 3 p. 467 - 479

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.7523
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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