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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,5-dichlorobenzene

  • CAS No. 4571-24-8

  • Cat. No. CS-0060126
  • Purity≥98%
  • MDL No.None

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

1,4-Dibromo-2,5-dichlorobenzene|CS-0060126

Structure of 4571-24-8

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General Information

  • CAS No. 4571-24-8
  • Cat. No. CS-0060126
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Br₂Cl₂
  • Molecular Weight 304.79
  • Synonym(s) 1,4-Dichloro-2,5-dibromobenzene
  • SMILES C1=C(C(=CC(=C1Cl)Br)Cl)Br

Description

1,4-Dibromo-2,5-dichlorobenzene features a symmetrical aromatic core with alternating bromo and chloro substituents, enabling precise functionalization in cross-coupling reactions. This electron-deficient scaffold delivers high regiocontrol and stability under standard conditions, making it ideal for constructing complex polycyclic architectures in synthetic organic chemistry and materials science.

Application

1,4-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, facilitating the construction of complex biaryl and heteroaryl architectures. The compound exhibits excellent bench stability and compatibility with standard reaction conditions, simplifying purification and scale-up in synthetic workflows.

Synthesis

  • Route1
    • null|null
      95-82-9
    • ~2%
    • In-stock
      1,4-Dibromo-2,5-dichlorobenzene|CS-0060126
      4571-24-8
    • 1,3,4-Tribromo-2,5-dichlorobenzene|CS-0671023
      73557-61-6

    References

    • Doyle, Michael P.; Lente, Michael A. van; Mowat, Rex; Fobare, William F. Journal of Organic Chemistry, 1980 , vol. 45, # 13 p. 2570 - 2575
  • Route2

    References

    • Nishina, Yuta; Takami, Keishi Green Chemistry, 2012 , vol. 14, # 9 p. 2380 - 2383
  • Route3

    References

    • Varma; Shankarnarayanan Journal of the Indian Chemical Society, 1936 , vol. 13, p. 31

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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