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

  • CAS No. 123278-03-5

  • Cat. No. CS-0041180
  • Purity≥97%
  • MDL No.MFCD06808824

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

3-Chloro-2-iodobenzoic acid|CS-0041180

Structure of 123278-03-5

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General Information

  • CAS No. 123278-03-5
  • Cat. No. CS-0041180
  • Purity ≥97%
  • MDL No. MFCD06808824
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClIO₂
  • Molecular Weight 282.46
  • Synonym(s) 3-CHLORO-2-IODO-BENZOIC ACID
  • SMILES O=C(O)C1=CC=CC(Cl)=C1I

Description

3-Chloro-2-iodobenzoic acid features a benzene ring bearing ortho-chloro and iodo substituents flanking a carboxylic acid group, enabling selective functionalization in cross-coupling reactions. This electron-deficient aryl halide delivers high reactivity under palladium catalysis while maintaining stability during handling and storage.

Application

3-Chloro-2-iodobenzoic acid serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. The ortho-iodo and meta-chloro substituents provide complementary reactivity for sequential functionalization, while the carboxylic acid group offers direct handle for derivatization. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of complex aromatic scaffolds in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • WO2008/76427 A2, ; Page/Page column 205-206 ;
  • Route2

    References

    • Gohier, Frederic; Mortier, Jacques Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 2030 - 2033
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 15, p. 496,508

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   37.3
  • LogP   2.6428
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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