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

  • CAS No. 503821-94-1

  • Cat. No. CS-0098092
  • Purity≥95%
  • MDL No.MFCD15527220

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

3-Bromo-2-iodobenzoic acid|CS-0098092

Structure of 503821-94-1

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General Information

  • CAS No. 503821-94-1
  • Cat. No. CS-0098092
  • Purity ≥95%
  • MDL No. MFCD15527220
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrIO₂
  • Molecular Weight None
  • Synonym(s) 2-iodo-3-bromobenzoic acid
  • SMILES O=C(O)C1=CC=CC(Br)=C1I

Description

3-Bromo-2-iodobenzoic acid features a sterically congested aromatic core bearing bromo and iodo substituents at adjacent positions, enabling selective cross-coupling reactions. The carboxylic acid group provides a handle for derivatization, while the halogenated framework supports palladium-catalyzed transformations under standard conditions. This compound serves as a key building block in synthetic routes to complex heterocycles and functionalized arenes.

Application

3-Bromo-2-iodobenzoic acid serves as a versatile dihalogenated aromatic building block for transition-metal-catalyzed cross-coupling reactions. The ortho-iodo group enables efficient Suzuki, Stille, and Negishi couplings, while the meta-bromo substituent offers complementary reactivity for sequential functionalization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of complex heterocycles and pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Gohier, Frederic; Mortier, Jacques Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 2030 - 2033

Safety Information

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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   2.7519
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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