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CS-W001157 4
Total: USD 88.00

2,6-Dibromopyrazine

  • CAS No. 23229-25-6

  • Cat. No. CS-D1575
  • Purity≥96%
  • MDL No.MFCD09834804

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

2,6-Dibromopyrazine|CS-D1575

Structure of 23229-25-6

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General Information

  • CAS No. 23229-25-6
  • Cat. No. CS-D1575
  • Purity ≥96%
  • MDL No. MFCD09834804
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂N₂
  • Molecular Weight 237.88
  • Synonym(s) None
  • SMILES BrC1=CN=CC(Br)=N1

Description

2,6-Dibromopyrazine features a rigid, electron-deficient pyrazine core bearing bromine substituents at the 2 and 6 positions, enabling direct functionalization in cross-coupling reactions. This bench-stable, moisture-tolerant heterocycle serves as a key building block for advanced materials and pharmaceutical intermediates.

Application

2,6-Dibromopyrazine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and heteroaryl scaffolds. Its bromine substituents exhibit high reactivity in Suzuki, Stille, and Negishi couplings, facilitating the assembly of complex molecular architectures with excellent functional group tolerance. The compound demonstrates bench stability and ease of purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • WO2005/28444 A1, ; Page/Page column 66 ; WO 2005/028444 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 400
  • Route3
    • Pyrazine, ≥99%|CS-1268366
      290-37-9
    • ~%
    • In-stock
      2,6-Dibromopyrazine|CS-D1575
      23229-25-6

    References

    • US2524431 , ; US2540476 , ;

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   25.78
  • LogP   2.0016
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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