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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-2,5-dichlorobenzene

  • CAS No. 81067-41-6

  • Cat. No. CS-0157754
  • Purity≥95%
  • MDL No.MFCD00070784

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

1,3-Dibromo-2,5-dichlorobenzene|CS-0157754

Structure of 81067-41-6

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General Information

  • CAS No. 81067-41-6
  • Cat. No. CS-0157754
  • Purity ≥95%
  • MDL No. MFCD00070784
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Br₂Cl₂
  • Molecular Weight 304.79
  • Synonym(s) Benzene, 1,3-dibromo-2,5-dichloro-
  • SMILES C1=C(C=C(C(=C1Br)Cl)Br)Cl

Description

1,3-Dibromo-2,5-dichlorobenzene features a highly halogenated aromatic core with bromine and chlorine substituents positioned for orthogonal reactivity. This electron-deficient scaffold enables selective cross-coupling in palladium-catalyzed transformations. The compound exhibits robust stability under standard conditions and integrates readily into complex molecular architectures requiring multiple halogen handles.

Application

1,3-Dibromo-2,5-dichlorobenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization in complex molecule synthesis. The compound exhibits excellent bench stability and facilitates clean coupling with boronic acids, stannanes, and amines under standard conditions. This makes it particularly valuable for constructing substituted heterocycles and pharmaceutical scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • 2,4-Dibromo-3,6-dichloroaniline|CS-0192915
      27761-65-5
    • ~%
    • In-stock
      1,3-Dibromo-2,5-dichlorobenzene|CS-0157754
      81067-41-6

    References

    • IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping Patent: WO2011/25927 A1, 2011 ; Location in patent: Page/Page column 48-49 ; WO 2011/025927 A1
  • Route2
    • null|null
      95-82-9
    • ~%
    • In-stock
      1,3-Dibromo-2,5-dichlorobenzene|CS-0157754
      81067-41-6

    References

    • IRM LLC; NOVARTIS AG; HUANG, Shenlin; JIN, Xianming; LIU, Zuosheng; POON, Daniel; TELLEW, John; WAN, Yongqin; WANG, Xing; XIE, Yongping Patent: WO2011/25927 A1, 2011 ; WO 2011/025927 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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.5184
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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