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CS-W001157 4
Total: USD 88.00

4-Bromophthalic acid

  • CAS No. 6968-28-1

  • Cat. No. CS-W012729
  • Purity≥98%
  • MDL No.MFCD00043538

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

4-Bromophthalic acid|CS-W012729

Structure of 6968-28-1

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General Information

  • CAS No. 6968-28-1
  • Cat. No. CS-W012729
  • Purity ≥98%
  • MDL No. MFCD00043538
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrO₄
  • Molecular Weight 245.03
  • Synonym(s) 4-Bromobenzene-1,2-dicarboxylate
  • SMILES O=C(O)C1=CC=C(Br)C=C1C(=O)O

Description

4-Bromophthalic acid offers a strategically positioned bromine substituent on the phthalic acid core, enabling direct functionalization in cross-coupling reactions. The carboxylic acid groups provide robust anchoring points for conjugation and metal coordination, while the electron-withdrawing bromine enhances reactivity in palladium-catalyzed transformations. This combination delivers efficient access to complex aromatic architectures under standard conditions.

Application

4-Bromophthalic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of brominated aromatic scaffolds via standard coupling and cyclization protocols. Its dual carboxylic acid functionality provides high reactivity for amide, ester, and anhydride formation, while the ortho-bromo substituent offers a reliable handle for subsequent palladium-catalyzed cross-coupling reactions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for applications in medicinal chemistry, materials science, and the synthesis of functionalized heterocycles.

Synthesis

  • Route1
    • null|null
      85-44-9
    • ~69%
    • In-stock
      4-Bromophthalic acid|CS-W012729
      6968-28-1

    References

    • Zhang, Zhichao; Li, Xiangqian; Song, Ting; Zhao, Yan; Feng, Yingang Journal of Medicinal Chemistry, 2012 , vol. 55, # 23 p. 10735 - 10741
  • Route2

    References

    • Harrison, J.J.; Pellegrini, J.P.; Selwitz, C.M. Journal of Organic Chemistry, 1981 , vol. 46, # 10 p. 2169 - 2171
  • Route3
    • null|null
      583-71-1
    • ~69%
    • In-stock
      4-Bromophthalic acid|CS-W012729
      6968-28-1

    References

    • Gould, Ken J.; Hacker, Nigel P.; McOmie, John F. W.; Perry, David H. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1834 - 1840

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   74.6
  • LogP   1.8455
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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