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CS-W001157 4
Total: USD 88.00

4-Iodo-2-nitrobenzoicacid

  • CAS No. 116529-62-5

  • Cat. No. CS-0171057
  • Purity≥97%
  • MDL No.MFCD09909618

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

4-Iodo-2-nitrobenzoicacid|CS-0171057

Structure of 116529-62-5

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General Information

  • CAS No. 116529-62-5
  • Cat. No. CS-0171057
  • Purity ≥97%
  • MDL No. MFCD09909618
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INO₄
  • Molecular Weight 293.02
  • Synonym(s) 4-Iodo-2-nitrobenzoic acid
  • SMILES C1=CC(=C(C=C1I)[N+](=O)[O-])C(=O)O

Description

4-Iodo-2-nitrobenzoic acid features a strategically positioned iodine atom and a nitro group flanking a carboxylic acid moiety, enabling direct coupling in cross-coupling reactions. This electron-deficient aromatic scaffold facilitates efficient functionalization under palladium catalysis, delivering high-yielding transformations with minimal byproduct formation. The compound exhibits bench-stable handling characteristics and compatibility with diverse reaction conditions.

Application

4-Iodo-2-nitrobenzoic acid serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The ortho-nitro group enhances electrophilicity at the adjacent carbon, facilitating nucleophilic substitution pathways. Its stability under standard synthetic conditions and compatibility with diverse functional groups make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Allison, Brett; Phuong, Victor K.; Pippel, Marna C.W.; Rabinowitz, Michael H.; Venkatesan, Hariharan Patent: US2006/69286 A1, 2006 ; Location in patent: Page/Page column 26 ; US 20060069286 A1
  • Route2

    References

    • US5753679 A1, ;
  • Route3
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      7664-93-9
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    • ~%
    • In-stock
      4-Iodo-2-nitrobenzoicacid|CS-0171057
      116529-62-5

    References

    • Chemische Berichte, , vol. 57, p. 2125

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   80.44
  • LogP   1.8976
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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