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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-2-chlorobenzene

  • CAS No. 19230-27-4

  • Cat. No. CS-W006699
  • Purity≥95%
  • MDL No.MFCD12922600

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

1,3-Dibromo-2-chlorobenzene|CS-W006699

Structure of 19230-27-4

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General Information

  • CAS No. 19230-27-4
  • Cat. No. CS-W006699
  • Purity ≥95%
  • MDL No. MFCD12922600
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂Cl
  • Molecular Weight 270.35
  • Synonym(s) 3-dibromo-2-chlorobenzene
  • SMILES ClC1=C(Br)C=CC=C1Br

Description

1,3-Dibromo-2-chlorobenzene features a highly halogenated aromatic core with bromine atoms at the 1 and 3 positions and a chlorine substituent at the 2 position. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, serving as a stable building block for complex heterocycles and pharmaceutical intermediates under standard conditions.

Application

1,3-Dibromo-2-chlorobenzene serves as a valuable halogenated aromatic building block for the synthesis of complex heterocycles and functionalized arenes. Its ortho-chloro and meta-bromo substitution pattern enables selective cross-coupling reactions, including palladium-catalyzed Suzuki and Stille couplings, with excellent functional group tolerance. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Anacor Pharmaceuticals, Inc.; Eli Lilly and Company; Akama, Tsutomu; Balko, Terry William; Defauw, Jean Marie; Plattner, Jacob J.; White, William Hunter; Winkle, Joseph Raymond; Zhang, Yong-Kang; Zhou, Yasheen Patent: US2013/131016 A1, 2013 ; Location in patent: Paragraph 0331; 0332 ;
  • Route2
    • null|null
      401631-86-5
    • ~80%
    • In-stock
      1,3-Dibromobenzene|CS-W008980
      108-36-1
    • In-stock
      1,3-Dibromo-2-chlorobenzene|CS-W006699
      19230-27-4

    References

    • Synthesis, , # 14 p. 2180 - 2190
  • Route3
    • null|null
      108-90-7
    • ~%
    • In-stock
      1,3-Dibromo-2-chlorobenzene|CS-W006699
      19230-27-4

    References

    • Journal of Organic Chemistry, , vol. 53, # 12 p. 2728 - 2732

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   3.865
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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