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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,5-diiodobenzene

  • CAS No. 63262-06-6

  • Cat. No. CS-0099451
  • Purity≥98%
  • MDL No.MFCD00082898

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

1,4-Dibromo-2,5-diiodobenzene|CS-0099451

Structure of 63262-06-6

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General Information

  • CAS No. 63262-06-6
  • Cat. No. CS-0099451
  • Purity ≥98%
  • MDL No. MFCD00082898
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Br₂I₂
  • Molecular Weight 487.70
  • Synonym(s) 1,4-Dibromo-2,5-diiodobenzene
  • SMILES BrC=1C=C(I)C(Br)=CC1I

Description

1,4-Dibromo-2,5-diiodobenzene features a symmetrical aromatic core bearing bromo and iodo substituents at opposite positions, enabling precise cross-coupling reactions. This halogenated scaffold delivers high regiochemical control in palladium-catalyzed transformations, particularly in the synthesis of complex polyhalogenated arenes and functionalized biaryls under standard conditions.

Application

1,4-Dibromo-2,5-diiodobenzene serves as a versatile tetrahalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. Its complementary halogen reactivity enables sequential functionalization via Suzuki, Stille, or Negishi couplings, facilitating the construction of complex biaryl and heteroaryl architectures. The molecule exhibits excellent bench stability and is compatible with standard purification protocols, making it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Modjewski, Matthew; Lindeman, Sergey V.; Rathore, Rajendra Organic Letters, 2009 , vol. 11, # 20 p. 4656 - 4659

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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   4.4208
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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