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CS-W001157 4
Total: USD 88.00

4-Iodo-1,2-dimethoxybenzene

  • CAS No. 5460-32-2

  • Cat. No. CS-W022198
  • Purity≥98%
  • MDL No.MFCD00094416

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

4-Iodo-1,2-dimethoxybenzene|CS-W022198

Structure of 5460-32-2

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General Information

  • CAS No. 5460-32-2
  • Cat. No. CS-W022198
  • Purity ≥98%
  • MDL No. MFCD00094416
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉IO₂
  • Molecular Weight 264.06
  • Synonym(s) 3,4-DIMETHOXYIODOBENZENE
  • SMILES COC1=CC(I)=CC=C1OC

Description

4-Iodo-1,2-dimethoxybenzene features a strategically positioned iodine atom flanked by two methoxy groups on a benzene ring, enabling reliable cross-coupling reactions. This electron-rich scaffold offers enhanced reactivity in palladium-catalyzed transformations while maintaining bench-stable handling characteristics.

Application

4-Iodo-1,2-dimethoxybenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable iodide functionality and orthogonal methoxy protection. The dimethoxy substitution pattern enhances solubility and reduces side reactivity, while the iodine handle offers high reactivity under mild conditions. This compound facilitates rapid access to functionalized aryl scaffolds for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~99%
    • In-stock
      4-Iodo-1,2-dimethoxybenzene|CS-W022198
      5460-32-2

    References

    • Hajipour, Abdol R.; Arbabian, Marty; Ruoho, Arnold E. Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8622 - 8624
  • Route2
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~71%
    • In-stock
      4-Iodo-1,2-dimethoxybenzene|CS-W022198
      5460-32-2
    • 1-Iodo-2,3-dimethoxybenzene|CS-0217306
      25245-33-4

    References

    • Synthetic Communications, , vol. 32, # 15 p. 2319 - 2324
  • Route3
    • 1,2-Dimethoxybenzene Methoxamine  Impurity|CS-0229041
      91-16-7
    • ~82%
    • In-stock
      4-Iodo-1,2-dimethoxybenzene|CS-W022198
      5460-32-2
    • 1,2-Diiodo-4,5-dimethoxybenzene|CS-0243897
      110190-08-4

    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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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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