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CS-W001157 4
Total: USD 88.00

4-Iodo-3-nitrobenzoic acid

  • CAS No. 35674-27-2

  • Cat. No. CS-W002638
  • Purity≥97%
  • MDL No.MFCD00502399

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

4-Iodo-3-nitrobenzoic acid|CS-W002638

Structure of 35674-27-2

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General Information

  • CAS No. 35674-27-2
  • Cat. No. CS-W002638
  • Purity ≥97%
  • MDL No. MFCD00502399
  • 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-3-nitrobenzoicaci
  • SMILES [O-][N+](=O)c1cc(ccc1I)C(=O)O

Description

4-Iodo-3-nitrobenzoic acid features a sterically accessible carboxylic acid group flanked by electron-withdrawing iodine and nitro substituents, enabling direct functionalization in cross-coupling and conjugation workflows under standard conditions.

Application

4-Iodo-3-nitrobenzoic acid serves as a versatile building block for Suzuki-Miyaura and Negishi coupling reactions, enabling efficient access to biaryl scaffolds under mild conditions. The iodine functionality exhibits high reactivity and compatibility with palladium-catalyzed cross-couplings, while the nitro group provides orthogonal handle for subsequent reduction or further functionalization. Bench-stable and readily purified by recrystallization, it facilitates reproducible synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Zhejiang Hisun Pharmaceutical Co., Ltd.; Bai, Hua; Zhao, Xuyang; Gong, Yongxiang; Zhong, Jinqing; Zhu, Qifeng; Liu, Xiaoyu; Liu, Lifei; Zhou, Qixian Patent: US2013/225810 A1, 2013 ; Location in patent: Paragraph 0081; 0082 ;
  • Route2

    References

    • Curiel, David; Sanchez, Guzman; Ramirez De Arellano, Carmen; Tarraga, Alberto; Molina, Pedro Organic and Biomolecular Chemistry, 2012 , vol. 10, # 9 p. 1896 - 1904
  • Route3

    References

    • Journal of the Chemical Society, , p. 25

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

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