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CS-W001157 4
Total: USD 88.00

4-Bromo-2-iodopyridine

  • CAS No. 100523-83-9

  • Cat. No. CS-0108748
  • Purity≥97%
  • MDL No.MFCD07368063

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

4-Bromo-2-iodopyridine|CS-0108748

Structure of 100523-83-9

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General Information

  • CAS No. 100523-83-9
  • Cat. No. CS-0108748
  • Purity ≥97%
  • MDL No. MFCD07368063
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrIN
  • Molecular Weight 283.89
  • Synonym(s) 4-broMo-2-iodopyridin
  • SMILES IC1=NC=CC(Br)=C1

Description

4-Bromo-2-iodopyridine is a heteroaryl halide featuring distinct bromo and iodo substituents at adjacent positions on the pyridine ring. This configuration enables selective cross-coupling reactions, particularly in palladium-catalyzed transformations, where the differing reactivities of the halogens facilitate sequential functionalization. The molecule exhibits excellent stability under standard conditions, enabling reliable use in complex synthetic sequences.

Application

4-Bromo-2-iodopyridine serves as a versatile dihalogenated pyridine building block for cross-coupling reactions, enabling efficient access to substituted heterocycles. Its orthogonal halogen reactivity facilitates sequential Pd-catalyzed couplings, with the bromo group typically undergoing reaction first. The compound exhibits good bench stability and is compatible with standard reaction conditions, simplifying purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • 2-Iodopyridin-4-amine|CS-0505690
      88511-26-6
    • ~%
    • In-stock
      4-Bromo-2-iodopyridine|CS-0108748
      100523-83-9

    References

    • Roczniki Chemii, , vol. 31, p. 569,574 Chem.Abstr., , p. 5407
  • Route2

    References

    • Roczniki Chemii, , vol. 31, p. 569,574 Chem.Abstr., , p. 5407
  • Route3
    • null|null
      52092-44-1
    • ~%
    • In-stock
      4-Bromo-2-iodopyridine|CS-0108748
      100523-83-9

    References

    • Roczniki Chemii, , vol. 31, p. 569,574 Chem.Abstr., , p. 5407

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.4487
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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