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CS-W001157 4
Total: USD 88.00

2,3-Dibromopyrazine

  • CAS No. 95538-03-7

  • Cat. No. CS-W006026
  • Purity≥97%
  • MDL No.MFCD02684897

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

2,3-Dibromopyrazine|CS-W006026

Structure of 95538-03-7

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General Information

  • CAS No. 95538-03-7
  • Cat. No. CS-W006026
  • Purity ≥97%
  • MDL No. MFCD02684897
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂N₂
  • Molecular Weight None
  • Synonym(s) 2,3,5-tri-o-acetyl
  • SMILES BrC1=NC=CN=C1Br

Description

2,3-Dibromopyrazine features two bromine atoms positioned at adjacent ring carbons, delivering a highly reactive site for palladium-catalyzed cross-coupling transformations. This electron-deficient heterocycle integrates readily into complex molecular architectures, enabling efficient construction of functionalized pyrazine-based scaffolds under standard conditions.

Application

2,3-Dibromopyrazine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions to access substituted pyrazine scaffolds. Its bromine substituents exhibit high reactivity in standard Suzuki, Stille, and Negishi transformations, facilitating the construction of complex biaryls and functionalized heterocycles. The compound demonstrates excellent bench stability and compatibility with diverse functional groups, supporting efficient downstream derivatization in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 79, p. 680,683

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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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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