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CS-W001157 4
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2-Bromo-5-iodobenzoic acid

  • CAS No. 25252-00-0

  • Cat. No. CS-D1730
  • Purity≥97%
  • MDL No.MFCD00079716

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

2-Bromo-5-iodobenzoic acid|CS-D1730

Structure of 25252-00-0

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General Information

  • CAS No. 25252-00-0
  • Cat. No. CS-D1730
  • Purity ≥97%
  • MDL No. MFCD00079716
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrIO₂
  • Molecular Weight 326.91
  • Synonym(s) 2-Bromine-5-Iodine Benzoic Acids
  • SMILES O=C(O)C1=CC(I)=CC=C1Br

Description

2-Bromo-5-iodobenzoic acid features a benzoic acid core substituted with bromine at the ortho position and iodine at the para position, enabling direct functionalization in cross-coupling reactions. The dual halogenation pattern supports sequential derivatization, while the carboxylic acid group facilitates conjugation or salt formation for improved solubility and handling under standard conditions.

Application

2-Bromo-5-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The orthogonal halogenation pattern facilitates sequential functionalization, while the carboxylic acid group supports direct derivatization or incorporation into pharmaceutical intermediates. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows requiring precise regiocontrol.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • ~64%
    • In-stock
      2-Bromo-5-iodobenzoic acid|CS-D1730
      25252-00-0

    References

    • Lulinski, Sergiusz; Serwatowski, Janusz; Szczerbinska, Magdalena European Journal of Organic Chemistry, 2008 , # 10 p. 1797 - 1801

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.7519
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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