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CS-W001157 4
Total: USD 88.00

4-Iodobenzoic acid

  • CAS No. 619-58-9

  • Cat. No. CS-W014112
  • Purity≥98%
  • MDL No.MFCD00002533

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

4-Iodobenzoic acid|CS-W014112

Structure of 619-58-9

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General Information

  • CAS No. 619-58-9
  • Cat. No. CS-W014112
  • Purity ≥98%
  • MDL No. MFCD00002533
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IO₂
  • Molecular Weight 248.02
  • Synonym(s) None
  • SMILES O=C(C1=CC=C(C=C1)I)O

Description

4-Iodobenzoic acid was used in the synthesis of [hydroxy(4-carboxyphenyl)iodonium]ion in situ that helps in the cleavage of a variety of alkenes.

Application

4-Iodobenzoic acid serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki, Stille, and Negishi reactions for the synthesis of biaryl and functionalized aromatic systems. Its carboxylic acid group facilitates direct derivatization into amides, esters, or acyl chlorides, while the iodine moiety offers high reactivity under standard palladium-catalyzed conditions. Bench-stable and readily purified by recrystallization, it functions reliably in medicinal chemistry lead optimization and materials science applications.

Synthesis

  • Route1
    • null|null
      124-38-9
    • 2-(4-Iodophenyl)-5,5-dimethyl-1,3,2-dioxaborinane|CS-0173925
      5572-94-1
    • ~86%
    • In-stock
      4-Iodobenzoic acid|CS-W014112
      619-58-9

    References

    • Wang, Wenlong; Zhang, Guodong; Lang, Rui; Xia, Chungu; Li, Fuwei Green Chemistry, 2013 , vol. 15, # 3 p. 635 - 640
  • Route2

    References

    • Niu, Liting; Zhang, Hao; Yang, Haijun; Fu, Hua Synlett, 2014 , vol. 25, # 7 art. no. 691, p. 995 - 1000
  • Route3
    • 4-Aminobenzoic acid Conivaptan Impurity|CS-0213989
      150-13-0
    • ~10%
    • In-stock
      4-Iodobenzoic acid|CS-W014112
      619-58-9

    References

    • Filimonov, Victor D.; Semenischeva, Nadya I.; Krasnokutskaya, Elena A.; Tretyakov, Alexei N.; Ho, Yun Hwang; Chi, Ki-Whan Synthesis, 2008 , # 2 p. 185 - 187

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.9894
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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