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

  • CAS No. 13421-00-6

  • Cat. No. CS-0041181
  • Purity≥95%
  • MDL No.MFCD00079733

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

5-Chloro-2-iodobenzoic acid|CS-0041181

Structure of 13421-00-6

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General Information

  • CAS No. 13421-00-6
  • Cat. No. CS-0041181
  • Purity ≥95%
  • MDL No. MFCD00079733
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClIO₂
  • Molecular Weight 282.46
  • Synonym(s) BUTTPARK 100\07-48
  • SMILES O=C(O)C1=CC(Cl)=CC=C1I

Description

5-Chloro-2-iodobenzoic acid features a strategically positioned carboxylic acid group flanked by chlorine and iodine substituents, enabling direct functionalization in cross-coupling reactions. This electron-deficient aromatic scaffold supports efficient palladium-catalyzed transformations under standard conditions.

Application

5-Chloro-2-iodobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling the efficient construction of biaryl scaffolds under standard Suzuki-Miyaura and Stille conditions. The ortho-iodo group exhibits high reactivity with minimal side functionalization, while the para-chloro and carboxylic acid functionalities provide orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in synthetic workflows requiring precise regiocontrol and functional group compatibility.

Synthesis

  • Route1

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 33, # 6 p. 1852 - 1872
  • Route2

    References

    • Gazzetta Chimica Italiana, , vol. 71, p. 389,392
  • Route3
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    • In-stock
      5-Chloro-2-iodobenzoic acid|CS-0041181
      13421-00-6

    References

    • Gazzetta Chimica Italiana, , vol. 71, p. 389,392

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   2.6428
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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