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CS-W001157 4
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2-Iodo-1-methoxy-3-nitrobenzene

  • CAS No. 98991-08-3

  • Cat. No. CS-0098508
  • Purity≥95%
  • MDL No.MFCD11656709

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

2-Iodo-1-methoxy-3-nitrobenzene|CS-0098508

Structure of 98991-08-3

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General Information

  • CAS No. 98991-08-3
  • Cat. No. CS-0098508
  • Purity ≥95%
  • MDL No. MFCD11656709
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₃
  • Molecular Weight 279.03
  • Synonym(s) 2-Iodo-3-nitroanisole
  • SMILES O=[N+](C1=C(I)C(OC)=CC=C1)[O-]

Description

2-Iodo-1-methoxy-3-nitrobenzene features a nitro group flanked by electron-withdrawing iodine and methoxy substituents, creating a highly reactive aryl halide for cross-coupling applications. This ortho-functionalized scaffold enables efficient palladium-catalyzed transformations under mild conditions, delivering complex heterocycles with precise regiocontrol.

Application

2-Iodo-1-methoxy-3-nitrobenzene serves as a versatile building block in cross-coupling reactions, enabling efficient access to substituted biaryls and heterocycles. The iodide group facilitates reliable palladium-catalyzed coupling under standard conditions, while the methoxy and nitro groups provide orthogonal reactivity and electronic modulation. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 2-Iodo-3-nitrophenol|CS-0098506
      197243-48-4
    • null|null
      74-88-4
    • ~97%
    • In-stock
      2-Iodo-1-methoxy-3-nitrobenzene|CS-0098508
      98991-08-3

    References

    • Tullberg, Erik; Schacher, Felix; Peters, Dan; Frejd, Torbjoern Synthesis, 2006 , # 7 p. 1183 - 1189
  • Route2

    References

    • Yepremyan, Akop; Minehan, Thomas G. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 27 p. 5194 - 5196
  • Route3
    • 2-Iodo-3-nitrophenol|CS-0098506
      197243-48-4
    • null|null
      77-78-1
    • ~%
    • In-stock
      2-Iodo-1-methoxy-3-nitrobenzene|CS-0098508
      98991-08-3

    References

    • Baker et al. Journal of the Chemical Society, 1958 , p. 2658,2662

Safety Information

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GHS Pictogram : N/A
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Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   2.208
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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