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

  • CAS No. 500298-30-6

  • Cat. No. CS-W009366
  • Purity≥97%
  • MDL No.MFCD11101044

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

1-Bromo-3-methoxy-2-nitrobenzene|CS-W009366

Structure of 500298-30-6

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General Information

  • CAS No. 500298-30-6
  • Cat. No. CS-W009366
  • Purity ≥97%
  • MDL No. MFCD11101044
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₃
  • Molecular Weight 232.03
  • Synonym(s) 3-Bromo-2-nitroanisole
  • SMILES O=[N+](C1=C(OC)C=CC=C1Br)[O-]

Description

1-Bromo-3-methoxy-2-nitrobenzene features a strategically positioned bromine atom flanked by electron-withdrawing nitro and electron-donating methoxy groups, enabling selective cross-coupling reactions. This ortho-disubstituted aromatic scaffold offers enhanced reactivity in palladium-catalyzed transformations while maintaining stability under standard conditions.

Application

1-Bromo-3-methoxy-2-nitrobenzene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The bromine moiety facilitates palladium-catalyzed coupling under standard conditions, while the ortho-nitro and meta-methoxy groups provide orthogonal reactivity and enhanced solubility. 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
    • In-stock
      3-Bromo-2-nitrophenol|CS-0042077
      76361-99-4
    • null|null
      77-78-1
    • ~%
    • In-stock
      1-Bromo-3-methoxy-2-nitrobenzene|CS-W009366
      500298-30-6

    References

    • Tomita; Iwasaki Yakugaku Zasshi, 1955 , vol. 75, p. 1128,1131 Chem.Abstr., 1956 , p. 5560

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

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Computational Chemistry Data

  • TPSA   52.37
  • LogP   2.3659
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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