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CS-W001157 4
Total: USD 88.00

1-Iodo-4-methoxy-2-nitrobenzene

  • CAS No. 58755-70-7

  • Cat. No. CS-W007848
  • Purity≥96%
  • MDL No.MFCD00024195

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

1-Iodo-4-methoxy-2-nitrobenzene|CS-W007848

Structure of 58755-70-7

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General Information

  • CAS No. 58755-70-7
  • Cat. No. CS-W007848
  • Purity ≥96%
  • MDL No. MFCD00024195
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₃
  • Molecular Weight 279.03
  • Synonym(s) 4-Iodo-3-nitrophenyl Methyl Ether
  • SMILES O=[N+](C1=CC(OC)=CC=C1I)[O-]

Description

1-Iodo-4-methoxy-2-nitrobenzene features a reactive iodide handle paired with electron-withdrawing nitro and electron-donating methoxy groups, enabling efficient palladium-catalyzed cross-coupling. This ortho-substituted aryl iodide delivers high functional group tolerance and predictable reactivity in complex molecule assembly.

Application

1-Iodo-4-methoxy-2-nitrobenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The methoxy group provides moderate electron donation, while the nitro functionality offers orthogonal reactivity for subsequent reduction or nucleophilic substitution. Its stability under standard handling conditions and compatibility with diverse coupling partners make it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1
    • null|null
      96-96-8
    • ~87%
    • In-stock
      1-Iodo-4-methoxy-2-nitrobenzene|CS-W007848
      58755-70-7

    References

    • Wetzel, Alexander; Gagosz, Fabien Angewandte Chemie - International Edition, 2011 , vol. 50, # 32 p. 7354 - 7358
  • Route2
    • In-stock
      Sodium sulfite|CS-0015407
      7757-83-7
    • null|null
      96-96-8
    • ~76%
    • In-stock
      1-Iodo-4-methoxy-2-nitrobenzene|CS-W007848
      58755-70-7

    References

    • Commissariat a l'Energie Atomique Patent: US4795579 A1, 1989 ;
  • Route3
    • null|null
      555-03-3
    • ~%
    • In-stock
      1-Iodo-4-methoxy-2-nitrobenzene|CS-W007848
      58755-70-7

    References

    • Journal of the American Chemical Society, , vol. 52, p. 1570

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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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