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CS-W001157 4
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5-Iodo-1,2,3-trimethoxybenzene

  • CAS No. 25245-29-8

  • Cat. No. CS-0059273
  • Purity≥98%
  • MDL No.None

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

5-Iodo-1,2,3-trimethoxybenzene|CS-0059273

Structure of 25245-29-8

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General Information

  • CAS No. 25245-29-8
  • Cat. No. CS-0059273
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁IO₃
  • Molecular Weight 294.09
  • Synonym(s) 3,4,5-Trimethoxyiodobenzene
  • SMILES COC1=C(OC)C(OC)=CC(I)=C1

Description

5-Iodo-1,2,3-trimethoxybenzene features three methoxy groups positioned ortho to one another, creating a highly electron-rich aromatic core. The iodine substituent at the 5-position enables efficient cross-coupling reactions under standard conditions. This compound serves as a stable, bench-ready building block for synthesizing complex polyfunctionalized arenes in medicinal chemistry and materials science applications.

Application

5-Iodo-1,2,3-trimethoxybenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki-Miyaura and Stille reactions due to its stable iodide functionality and orthogonal methoxy protection. The trimethoxy substitution pattern enhances solubility and facilitates downstream functionalization in complex molecule synthesis. Its bench-stable nature and predictable reactivity make it ideal for iterative coupling strategies in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      1017601-55-6
    • ~80%
    • In-stock
      5-Iodo-1,2,3-trimethoxybenzene|CS-0059273
      25245-29-8

    References

    • Yao, Min-Liang; Kabalka, George W.; Blevins, David W.; Reddy, Marepally Srinivasa; Yong, Li Tetrahedron, 2012 , vol. 68, # 19 p. 3738 - 3743
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    References

    • Barbosa, Euzebio G.; Bega, Luis A.S.; Beatriz, Adilson; Sarkar, Taradas; Hamel, Ernest; do Amaral, Marcos S.; de Lima, Denis Pires European Journal of Medicinal Chemistry, 2009 , vol. 44, # 6 p. 2685 - 2688
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    References

    • Bailey, Lindsey; Handy, Scott T. Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2413 - 2414

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-H317-H319-H335
Precautionary Statements : P261-P264-P271-P272-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   27.69
  • LogP   2.317
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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