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2-Iodo-isophthalic acid

  • CAS No. 2902-65-0

  • Cat. No. CS-0008234
  • Molecule weight292.03
  • Purity≥96%
  • MDL No.MFCD00156976

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

2-Iodo-isophthalic acid|CS-0008234

Structure of 2902-65-0

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General Information

  • CAS No. 2902-65-0
  • Cat. No. CS-0008234
  • Purity ≥96%
  • MDL No. MFCD00156976
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅IO₄
  • Molecular Weight 292.03
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC(C(=O)O)=C1I

Description

2-Iodo-isophthalic acid is a bench-stable, moisture-tolerant diacid featuring a para-substituted aromatic core with a strategically positioned iodine atom. This configuration enables direct functionalization via palladium-catalyzed cross-coupling reactions, facilitating the synthesis of complex arylated scaffolds in medicinal chemistry and materials science applications.

Application

2-Iodo-isophthalic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its ortho-iodo functionality exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the carboxylic acid groups provide handles for derivatization or metal coordination. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Whitehead, Daniel C.; Fhaner, Matthew; Borhan, Babak Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2288 - 2291
  • Route2

    References

    • Gilman; Stuckwisch Journal of the American Chemical Society, 1943 , vol. 65, p. 1729,1731, 1732
  • Route3
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    • In-stock
      2-Iodo-isophthalic acid|CS-0008234
      2902-65-0

    References

    • Shelly, Kevin P.; Venimadhavan, S.; Nagarajan, K.; Stewart, Ross Canadian Journal of Chemistry, 1989 , vol. 67, p. 1274 - 1282

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   1.6876
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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