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CS-W001157 4
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1-Bromo-3-iodo-5-methoxybenzene

  • CAS No. 915412-18-9

  • Cat. No. CS-0343152
  • Purity≥98%
  • MDL No.MFCD12547766

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

1-Bromo-3-iodo-5-methoxybenzene|CS-0343152

Structure of 915412-18-9

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General Information

  • CAS No. 915412-18-9
  • Cat. No. CS-0343152
  • Purity ≥98%
  • MDL No. MFCD12547766
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrIO
  • Molecular Weight 312.93
  • Synonym(s) None
  • SMILES COC1=CC(I)=CC(Br)=C1

Description

1-Bromo-3-iodo-5-methoxybenzene features complementary halogen handles enabling sequential cross-coupling in late-stage functionalization. The electron-donating methoxy group enhances reactivity in palladium-catalyzed processes, while the orthogonal bromo and iodo substituents allow selective transformation sequences. This aryl dihalide delivers precise molecular diversification under standard conditions.

Application

1-Bromo-3-iodo-5-methoxybenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential functionalization via Suzuki, Stille, or Negishi couplings, while the methoxy group provides moderate electron donation and orthogonality in multi-step synthesis. Its bench-stable nature and compatibility with standard reaction conditions make it suitable for constructing complex arenes and heterocyclic scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1

    References

    • LOCUS PHARMACEUTICALS, INC. Patent: WO2008/8059 A1, 2008 ; Location in patent: Page/Page column 117 ;
  • Route2

    References

    • Hodgson; Wignall Journal of the Chemical Society, 1926 , p. 2078
  • Route3

    References

    • Hodgson; Wignall Journal of the Chemical Society, 1926 , p. 2078

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.0623
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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