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CS-W001157 4
Total: USD 88.00

m-Iodophenol

  • CAS No. 626-02-8

  • Cat. No. CS-W007364
  • Purity≥98%
  • MDL No.MFCD00002261

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

m-Iodophenol|CS-W007364

Structure of 626-02-8

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General Information

  • CAS No. 626-02-8
  • Cat. No. CS-W007364
  • Purity ≥98%
  • MDL No. MFCD00002261
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅IO
  • Molecular Weight 220.01
  • Synonym(s) None
  • SMILES IC1=CC(O)=CC=C1

Description

m-Iodophenol features a para-iodinated aromatic ring with a hydroxyl group positioned ortho to the iodine, enabling selective functionalization in cross-coupling reactions. This configuration enhances reactivity while maintaining stability under standard conditions, making it ideal for synthesizing iodinated arenes and advanced pharmaceutical intermediates.

Application

m-Iodophenol serves as a versatile aryl iodide building block in cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation under palladium-catalyzed conditions. Its ortho-iodo substitution provides enhanced reactivity in Suzuki-Miyaura, Stille, and Negishi couplings, while the phenolic hydroxyl group offers complementary functionality for derivatization or protection. The compound exhibits good bench stability and facilitates straightforward purification, making it a practical choice for synthetic sequences in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      591-27-5
    • ~89%
    • In-stock
      m-Iodophenol|CS-W007364
      626-02-8

    References

    • Fu, Xiaodan; Guo, Xingqun; Li, Xingwei; He, Lidong; Yang, Yushe; Chen, Youxi Tetrahedron Asymmetry, 2013 , vol. 24, # 13-14 p. 827 - 832
  • Route2

    References

    • Okano, Kentaro; Okuyama, Kei-Ichiro; Fukuyama, Tohru; Tokuyama, Hidetoshi Synlett, 2008 , # 13 p. 1977 - 1980
  • Route3

    References

    • Kudavalli, Jaya Satyanarayana; Rao, S. Nagaraja; More Oferrall, Rory A.; Bean, David E.; Fowler, Patrick W.; Sharma, Narain D.; Boyd, Derek R.; Kamerlin, Shina Caroline Lynn; Keeffe, James R.; Gronert, Scott Journal of the American Chemical Society, 2012 , vol. 134, # 34 p. 14056 - 14069,14 Title/Abstract Full Text Show Details Kudavalli, Jaya Satyanarayana; Rao, S. Nagaraja; Bean, David E.; Sharma, Narain D.; Boyd, Derek R.; Fowler, Patrick W.; Gronert, Scott; Kamerlin, Shina Caroline Lynn; Keeffe, James R.; More Oferrall, Rory A. Journal of the American Chemical Society, 2012 , vol. 134, # 34 p. 14056 - 14069

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   20.23
  • LogP   1.9968
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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