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CS-W001157 4
Total: USD 88.00

2,6-Dibromobenzoic acid

  • CAS No. 601-84-3

  • Cat. No. CS-W005569
  • Purity≥98%
  • MDL No.None

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

2,6-Dibromobenzoic acid|CS-W005569

Structure of 601-84-3

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General Information

  • CAS No. 601-84-3
  • Cat. No. CS-W005569
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Br₂O₂
  • Molecular Weight 279.91
  • Synonym(s) None
  • SMILES OC(=O)C1=C(Br)C=CC=C1Br

Description

2,6-Dibromobenzoic acid features two bromine atoms positioned at the 2 and 6 positions relative to the carboxylic acid group, creating a sterically constrained, electron-deficient aromatic scaffold. This configuration enhances its utility in cross-coupling reactions and as a building block for functionalized aromatics. The compound exhibits good stability under standard conditions and facilitates selective derivatization in synthetic workflows.

Application

2,6-Dibromobenzoic acid serves as a valuable building block for the synthesis of brominated aromatic scaffolds in medicinal chemistry and materials science. Its ortho-dibromo substitution pattern enables selective functionalization via palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates derivatization through amide, ester, or acyl chloride formation. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for iterative synthetic workflows requiring regiocontrolled halogenation and functional group manipulation.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      1,3-Dibromobenzene|CS-W008980
      108-36-1
    • ~85%
    • In-stock
      2,6-Dibromobenzoic acid|CS-W005569
      601-84-3

    References

    • Heiss, Christophe; Marzi, Elena; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 23 p. 4625 - 4629
  • Route2

    References

    • Mei, Tian-Sheng; Giri, Ramesh; Maugel, Nathan; Yu, Jin-Quan Angewandte Chemie - International Edition, 2008 , vol. 47, # 28 p. 5215 - 5219
  • 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 : 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

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.9098
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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