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CS-W001157 4
Total: USD 88.00

2-Iodo-1,4-dimethoxybenzene

  • CAS No. 25245-35-6

  • Cat. No. CS-0150490
  • Purity≥98%
  • MDL No.MFCD09032417

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

2-Iodo-1,4-dimethoxybenzene|CS-0150490

Structure of 25245-35-6

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General Information

  • CAS No. 25245-35-6
  • Cat. No. CS-0150490
  • Purity ≥98%
  • MDL No. MFCD09032417
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO₂
  • Molecular Weight 264.06
  • Synonym(s) tert-butyl 2-methyl-4-oxo-2,4,5,6-tetrahydro-7H-pyrazolo[3,4-b]pyridine-7-carboxylate
  • SMILES COC1=CC(=C(C=C1)OC)I

Description

2-Iodo-1,4-dimethoxybenzene is a bench-stable aryl iodide featuring two methoxy groups that enhance solubility and direct ortho/para selectivity in cross-coupling reactions. This electron-rich scaffold enables efficient palladium-catalyzed transformations under standard conditions, delivering high yields with minimal side products.

Application

2-Iodo-1,4-dimethoxybenzene serves as a versatile aryl iodide building block for palladium-catalyzed cross-coupling reactions. The ortho-iodo functionality enables efficient Suzuki, Stille, and Negishi couplings, while the two methoxy groups provide electronic stabilization and enhance solubility. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis of complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1,4-Dimethoxybenzene, 99%|CS-1269050
      150-78-7
    • ~94%
    • In-stock
      2-Iodo-1,4-dimethoxybenzene|CS-0150490
      25245-35-6

    References

    • Carreno, M. Carmen; Garcia Ruano, Jose L.; Sanz, Gema; Toledo, Miguel A.; Urbano, Antonio Tetrahedron Letters, 1996 , vol. 37, # 23 p. 4081 - 4084
  • Route2
    • 3-Iodo-4-methoxyphenol|CS-0873518
      98279-45-9
    • null|null
      74-88-4
    • ~99%
    • In-stock
      2-Iodo-1,4-dimethoxybenzene|CS-0150490
      25245-35-6

    References

    • Yamaguchi, Yoshihiro; Matsubara, Yoshio; Ochi, Takanori; Wakamiya, Tateaki; Yoshida, Zen-Ichi Journal of the American Chemical Society, 2008 , vol. 130, # 42 p. 13867 - 13869
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 128, # 14 p. 4504 - 4505

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-P330-P362+P364-P405-P501

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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