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CS-W001157 4
Total: USD 88.00

2,5-Diiodoterephthalic acid

  • CAS No. 20856-80-8

  • Cat. No. CS-0379208
  • Purity≥98%
  • MDL No.MFCD02311930

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

2,5-Diiodoterephthalic acid|CS-0379208

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General Information

  • CAS No. 20856-80-8
  • Cat. No. CS-0379208
  • Purity ≥98%
  • MDL No. MFCD02311930
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄I₂O₄
  • Molecular Weight 417.92
  • Synonym(s) 2,5-Diiodo-1,4-dibenzoic acid
  • SMILES O=C(O)C1=CC(I)=C(C=C1I)C(=O)O

Description

2,5-Diiodoterephthalic acid features two iodine substituents at the para positions of a terephthalic acid core, enabling efficient coupling in palladium-catalyzed cross-coupling reactions. This electron-deficient aromatic diacid integrates readily into functionalized polymer backbones and metal-organic frameworks, offering robust structural integrity under thermal and oxidative conditions.

Application

2,5-Diiodoterephthalic acid serves as a versatile building block for constructing iodinated aromatic scaffolds in medicinal chemistry and materials science. Its orthogonal reactivity enables selective Suzuki-Miyaura coupling under standard conditions, facilitating the assembly of complex biaryls and functionalized polyaromatic systems. The carboxylic acid groups provide additional handles for derivatization, while the diiodo substitution offers high stability and ease of purification—ideal for bench-scale synthesis and downstream integration into API candidates or advanced organic semiconductors.

Synthesis

  • Route1
    • null|null
      20856-79-5
    • ~87%
    • In-stock
      2,5-Diiodoterephthalic acid|CS-0379208
      20856-80-8

    References

    • Zhou, Qin; Swager, Timothy M. Journal of the American Chemical Society, 1995 , vol. 117, # 50 p. 12593 - 12602
  • Route2

    References

    • Ivan, Nathaniel; Benin, Vladimir; Morgan, Alexander B. Synthetic Communications, 2013 , vol. 43, # 13 p. 1831 - 1836
  • Route3

    References

    • Wolf, Jannic; Eberspaecher, Iris; Groth, Ulrich; Huhn, Thomas Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8366 - 8375

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   2.2922
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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