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CS-W001157 4
Total: USD 88.00

3-Amino-4-iodobenzoic acid

  • CAS No. 51411-81-5

  • Cat. No. CS-0041328
  • Purity≥97%
  • MDL No.None

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

3-Amino-4-iodobenzoic acid|CS-0041328

Structure of 51411-81-5

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General Information

  • CAS No. 51411-81-5
  • Cat. No. CS-0041328
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₂
  • Molecular Weight 263.03
  • Synonym(s) 3-Amino-4-Iodo Benzoic Acid 4-Iodo-3-Amino Benzoic Acid
  • SMILES NC1=C(I)C=CC(=C1)C(O)=O

Description

3-Amino-4-iodobenzoic acid features a carboxylic acid group flanked by an amino substituent and a reactive iodine atom at the para position relative to the amine. This arrangement enables direct coupling in cross-coupling reactions, facilitating efficient access to functionalized aromatic scaffolds. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

3-Amino-4-iodobenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its orthogonal functionality—amine, iodine, and carboxylic acid—enables sequential derivatization via Suzuki-Miyaura coupling, amidation, or electrophilic substitution. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Collini, Michael D.; Ellingboe, John W. Tetrahedron Letters, 1997 , vol. 38, # 46 p. 7963 - 7966
  • Route2

    References

    • Collini, Michael D.; Ellingboe, John W. Tetrahedron Letters, 1997 , vol. 38, # 46 p. 7963 - 7966
  • Route3

    References

    • Collini, Michael D.; Ellingboe, John W. Tetrahedron Letters, 1997 , vol. 38, # 46 p. 7963 - 7966

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   63.32
  • LogP   1.5716
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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