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CS-W001157 4
Total: USD 88.00

1-Iodo-3-methoxybenzene

  • CAS No. 766-85-8

  • Cat. No. CS-W012919
  • Purity≥98%
  • MDL No.MFCD00001048

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

1-Iodo-3-methoxybenzene|CS-W012919

Structure of 766-85-8

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General Information

  • CAS No. 766-85-8
  • Cat. No. CS-W012919
  • Purity ≥98%
  • MDL No. MFCD00001048
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇IO
  • Molecular Weight 234.03
  • Synonym(s) Benzene, 1-iodo-3-methoxy-; 1-Iodo-3-methoxybenzene
  • SMILES COC1=CC(I)=CC=C1

Description

1-Iodo-3-methoxybenzene features a methoxy group ortho to iodine, enabling selective cross-coupling reactions. This bench-stable aryl iodide integrates efficiently into Suzuki and Negishi protocols, delivering high yields under standard conditions. The electron-donating methoxy substituent enhances reactivity while maintaining stability during handling and storage.

Application

1-Iodo-3-methoxybenzene serves as a versatile aryl halide building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The meta-methoxy substitution provides predictable electronic modulation and enhances solubility, while the iodine handle ensures high reactivity under standard coupling conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate reliable synthesis of complex molecular scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Al-Zoubi, Raed M.; Hall, Dennis G. Organic Letters, 2010 , vol. 12, # 11 p. 2480 - 2483
  • Route2
    • null|null
      536-90-3
    • ~69%
    • In-stock
      1-Iodo-3-methoxybenzene|CS-W012919
      766-85-8

    References

    • Zhang, Jiquan; Wang, Jianta; Wu, Haoshu; He, Yaoyao; Zhu, Gaofeng; Cui, Xing; Tang, Lei Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 12 p. 3324 - 3327
  • Route3
    • null|null
      95-46-5
    • ~63%
    • In-stock
      1-Iodo-3-methoxybenzene|CS-W012919
      766-85-8

    References

    • Antilla, Jon C.; Baskin, Jeremy M.; Barder, Timothy E.; Buchwald, Stephen L. Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5578 - 5587

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-H319
Precautionary Statements : P264-P270-P280-P330-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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