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CS-W001157 4
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3,5-Diiodobenzoic acid

  • CAS No. 19094-48-5

  • Cat. No. CS-0094290
  • Purity≥95%
  • MDL No.MFCD00463860

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

3,5-Diiodobenzoic acid|CS-0094290

Structure of 19094-48-5

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General Information

  • CAS No. 19094-48-5
  • Cat. No. CS-0094290
  • Purity ≥95%
  • MDL No. MFCD00463860
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄I₂O₂
  • Molecular Weight 373.91
  • Synonym(s) Benzoic acid, 3,5-diiodo-
  • SMILES O=C(O)C1=CC(I)=CC(I)=C1

Description

3,5-Diiodobenzoic acid features two iodine atoms positioned at the 3 and 5 ring positions, creating a highly electron-deficient aromatic core. This configuration enhances its utility in transition metal-catalyzed coupling reactions, particularly in Pd-mediated cross-couplings where halogen reactivity and stability are critical. The carboxylic acid group enables direct derivatization or incorporation into bioactive scaffolds, offering a robust handle for further functionalization.

Application

3,5-Diiodobenzoic acid serves as a valuable building block for the synthesis of iodinated aromatic scaffolds in medicinal chemistry and materials science. Its two ortho-directed iodine substituents enable sequential cross-coupling reactions, while the carboxylic acid group offers a handle for derivatization or conjugation. The compound exhibits excellent bench stability and facilitates efficient purification via recrystallization, making it well-suited for iterative synthetic workflows requiring high functional group tolerance and predictable reactivity.

Safety Information

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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   2.594
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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