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CS-W001157 4
Total: USD 88.00

2,4-Dibromo-1-iodobenzene

  • CAS No. 19393-94-3

  • Cat. No. CS-0103698
  • Purity≥98%
  • MDL No.MFCD09753709

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

2,4-Dibromo-1-iodobenzene|CS-0103698

Structure of 19393-94-3

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General Information

  • CAS No. 19393-94-3
  • Cat. No. CS-0103698
  • Purity ≥98%
  • MDL No. MFCD09753709
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂I
  • Molecular Weight 361.80
  • Synonym(s) 1,3-DIBROMO-4-IODOBENZENE
  • SMILES IC1=CC=C(Br)C=C1Br

Description

2,4-Dibromo-1-iodobenzene features a highly functionalized aromatic core with complementary halogen handles enabling sequential cross-coupling. The meta-dibromo substitution pattern provides steric and electronic control, while the para-iodo group ensures high reactivity in palladium-catalyzed transformations. This combination facilitates efficient access to complex polycyclic architectures under mild conditions.

Application

2,4-Dibromo-1-iodobenzene serves as a versatile trihalogenated benzene building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization, facilitating the construction of complex biaryl and heteroaryl architectures. The molecule exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      615-57-6
    • ~79%
    • In-stock
      2,4-Dibromo-1-iodobenzene|CS-0103698
      19393-94-3

    References

    • Jensen, Thomas; Pedersen, Henrik; Bang-Andersen, Benny; Madsen, Robert; Jorgensen, Morten Angewandte Chemie - International Edition, 2008 , vol. 47, # 5 p. 888 - 890
  • Route2

    References

    • Prakash, G. K. Surya; Mathew, Thomas; Hoole, Dushyanthi; Esteves, Pierre M.; Wang, Qi; Rasul, Golam; Olah, George A. Journal of the American Chemical Society, 2004 , vol. 126, # 48 p. 15770 - 15776

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   0
  • LogP   3.8162
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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