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CS-W001157 4
Total: USD 88.00

2,5-Dibromopyridine

  • CAS No. 624-28-2

  • Cat. No. CS-W001991
  • Purity≥98%
  • MDL No.MFCD00006221

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

2,5-Dibromopyridine|CS-W001991

Structure of 624-28-2

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General Information

  • CAS No. 624-28-2
  • Cat. No. CS-W001991
  • Purity ≥98%
  • MDL No. MFCD00006221
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃Br₂N
  • Molecular Weight 236.89
  • Synonym(s) None
  • SMILES BrC1=CN=C(Br)C=C1

Description

2,5-Dibromopyridine serves as a pivotal building block in heterocyclic synthesis, featuring two bromine substituents at electron-deficient positions on the pyridine ring. This configuration enables efficient palladium-catalyzed cross-coupling reactions, facilitating rapid access to substituted pyridines under standard conditions. The molecule exhibits excellent stability and handles well in air and moisture, simplifying integration into complex synthetic sequences.

Application

2,5-Dibromopyridine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine substituents exhibit high reactivity in Suzuki, Stille, and Negishi couplings, with excellent functional group tolerance and bench stability. Its orthogonal reactivity profile facilitates sequential transformations in complex molecule assembly, making it a reliable reagent for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • QUEEN'S UNIVERSITY AT KINGSTON; UNIVERSITA DI BOLOGNA; PRATT, Derek A.; HANTHORN, Jason, J.; VALGIMIGLI, Luca Patent: WO2012/162818 A1, 2012 ; Location in patent: Page/Page column 45-46 ;
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    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2

    References

    • Journal of the American Chemical Society, , vol. 68, p. 2574,2576
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      96136-88-8
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    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
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      111110-50-0

    References

    • US4877792 A1, ;

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   12.89
  • LogP   2.6066
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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