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CS-W001157 4
Total: USD 88.00

2-Bromo-6-chlorobenzoic acid

  • CAS No. 93224-85-2

  • Cat. No. CS-W012889
  • Purity≥97%
  • MDL No.MFCD00672929

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

2-Bromo-6-chlorobenzoic acid|CS-W012889

Structure of 93224-85-2

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General Information

  • CAS No. 93224-85-2
  • Cat. No. CS-W012889
  • Purity ≥97%
  • MDL No. MFCD00672929
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClO₂
  • Molecular Weight 235.46
  • Synonym(s) 2-Bromo-6-Chloro-Benzoic Acid
  • SMILES O=C(O)C1=C(Cl)C=CC=C1Br

Description

2-Bromo-6-chlorobenzoic acid features a benzene ring bearing bromo and chloro substituents at ortho positions relative to the carboxylic acid group. This electron-deficient aromatic system enables direct coupling in cross-coupling reactions, while the carboxylic acid facilitates derivatization. The molecule exhibits enhanced stability under standard bench conditions and is compatible with diverse synthetic transformations.

Application

2-Bromo-6-chlorobenzoic acid serves as a versatile building block for the synthesis of substituted aromatic scaffolds, particularly in medicinal chemistry and agrochemical research. Its ortho-halogenated benzoic acid framework enables palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high functional group tolerance. The molecule exhibits excellent bench stability and facilitates straightforward purification via recrystallization, making it well-suited for scale-up applications in complex molecule assembly.

Synthesis

  • Route1
    • In-stock
      1-Bromo-3-chlorobenzene|CS-W010720
      108-37-2
    • null|null
      124-38-9
    • ~99%
    • In-stock
      2-Bromo-6-chlorobenzoic acid|CS-W012889
      93224-85-2

    References

    • Morrison, Matthew D.; Hanthorn, Jason J.; Pratt, Derek A. Organic Letters, 2009 , vol. 11, # 5 p. 1051 - 1054
  • Route2

    References

    • EP1477482 A1, ; Page 74 ;
  • Route3

    References

    • Menzel, Karsten; Dimichele, Lisa; Mills, Paul; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H. Synlett, 2006 , # 12 p. 1948 - 1952

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.8007
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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