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CS-W001157 4
Total: USD 88.00

2,4-Dimethoxyiodobenzene

  • CAS No. 20469-63-0

  • Cat. No. CS-W001202
  • Purity≥95%
  • MDL No.MFCD00059268

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

2,4-Dimethoxyiodobenzene|CS-W001202

Structure of 20469-63-0

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General Information

  • CAS No. 20469-63-0
  • Cat. No. CS-W001202
  • Purity ≥95%
  • MDL No. MFCD00059268
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO₂
  • Molecular Weight 264.06
  • Synonym(s) Benzene, 1-iodo-2,4-dimethoxy-
  • SMILES COC1=CC(OC)=C(I)C=C1

Description

2,4-Dimethoxyiodobenzene is a bench-stable aryl iodide featuring two electron-donating methoxy groups that enhance reactivity in cross-coupling transformations. The para-substituted methoxy moiety stabilizes the iodine center while improving solubility in polar organic solvents. This derivative enables efficient Pd-catalyzed coupling reactions under mild conditions, offering predictable regiochemistry and high functional group tolerance for complex molecule assembly.

Application

2,4-Dimethoxyiodobenzene serves as a stable, bench-ready aryl iodide building block for palladium-catalyzed cross-coupling reactions. The ortho-dimethoxy substitution enhances solubility and functional group tolerance while enabling predictable regioselective transformations. Its stability under ambient conditions facilitates handling and purification, making it ideal for constructing complex heterocycles and pharmaceutical scaffolds via Suzuki-Miyaura, Stille, or Negishi coupling protocols.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 68, # 24 p. 9510 - 9512
  • Route2

    References

    • Bedrac, Leon; Iskra, Jernej Advanced Synthesis and Catalysis, 2013 , vol. 355, # 7 p. 1243 - 1248
  • Route3
    • In-stock
      1,3-Dimethoxybenzene|CS-W018510
      151-10-0
    • ~79%
    • In-stock
      2,4-Dimethoxyiodobenzene|CS-W001202
      20469-63-0
    • null|null
      51560-17-9

    References

    • Organic Process Research and Development, , vol. 12, # 6 p. 1130 - 1136

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.3084
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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