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CS-W001157 4
Total: USD 88.00

4-Iodoanisole

  • CAS No. 696-62-8

  • Cat. No. CS-W003965
  • Purity≥98%
  • MDL No.MFCD00001056

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

4-Iodoanisole|CS-W003965

Structure of 696-62-8

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General Information

  • CAS No. 696-62-8
  • Cat. No. CS-W003965
  • Purity ≥98%
  • MDL No. MFCD00001056
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇IO
  • Molecular Weight 234.03
  • Synonym(s) None
  • SMILES IC1=CC=C(C=C1)OC

Description

4-Iodoanisole features a para-iodinated aromatic ring with a methoxy group, delivering enhanced stability and predictable reactivity in cross-coupling transformations. This bench-stable compound integrates efficiently into Suzuki-Miyaura and Negishi protocols, enabling precise carbon–carbon bond formation under standard conditions.

Application

4-Iodoanisole serves as a versatile aryl halide building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. The methoxy group provides excellent electronic stabilization and enhances solubility, while the iodine moiety ensures high reactivity and compatibility with diverse functional groups. Its bench-stable, crystalline nature facilitates handling and purification, making it a reliable reagent for synthesizing substituted biaryls and complex pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Thiebes, Christoph; Prakash, G. K. Surya; Petasis, Nicos A.; Olah, George A. Synlett, 1998 , # 2 p. 141 - 142
  • Route2
    • null|null
      104-94-9
    • ~92%
    • In-stock
      4-Iodoanisole|CS-W003965
      696-62-8

    References

    • Trusova, Marina E.; Krasnokutskaya, Elena A.; Postnikov, Pavel S.; Choi, Younghwa; Chi, Ki-Whan; Filimonov, Victor D. Synthesis, 2011 , # 13 p. 2154 - 2158
  • Route3
    • null|null
      100-66-3
    • ~98%
    • In-stock
      4-Iodoanisole|CS-W003965
      696-62-8

    References

    • Min, Zhu; Ying-Guo, Fang Journal of Chemical Research, 2014 , vol. 38, # 4 p. 197 - 199

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   9.23
  • LogP   2.2998
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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