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CS-W001157 4
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2-Iodoterephthalic acid

  • CAS No. 1829-22-7

  • Cat. No. CS-0110780
  • Purity≥97%
  • MDL No.MFCD00962043

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

2-Iodoterephthalic acid|CS-0110780

Structure of 1829-22-7

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General Information

  • CAS No. 1829-22-7
  • Cat. No. CS-0110780
  • Purity ≥97%
  • MDL No. MFCD00962043
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅IO₄
  • Molecular Weight 292.03
  • Synonym(s) Iodoterephthalic acid
  • SMILES O=C(O)C1=CC=C(C(=O)O)C(I)=C1

Description

2-Iodoterephthalic acid features a rigid aromatic core with strategically positioned iodine and carboxylic acid groups, enabling direct functionalization in cross-coupling reactions. This bench-stable derivative supports efficient diversification of polyaromatic scaffolds under standard conditions.

Application

2-Iodoterephthalic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryls and extended π-conjugated systems. 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 applications in materials science and medicinal chemistry scaffold synthesis.

Synthesis

  • Route1

    References

    • Kommreddy, Amitha; Bowsher, Michael S.; Gunna, Meena R.; Botha, Kirankumar; Vinod, Thottumkara K. Tetrahedron Letters, 2008 , vol. 49, # 28 p. 4378 - 4382
  • Route2

    References

    • Kuttler, Andrew; Durganala, Sravanthi; Fratini, Albert; Morgan, Alexander B.; Benin, Vladimir Heteroatom Chemistry, 2013 , vol. 24, # 5 p. 361 - 371
  • Route3

    References

    • Panetta, Charles A.; Garlick, Stephanie M.; Durst, H. Dupont; Longo, Frederick R.; Ward, J. Richard Journal of Organic Chemistry, 1990 , vol. 55, # 18 p. 5202 - 5205

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-P280-P302+P352

Quality Control

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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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