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CS-W001157 4
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1-Bromo-2-iodo-3-methoxybenzene

  • CAS No. 450412-22-3

  • Cat. No. CS-0097746
  • Purity≥98%
  • MDL No.MFCD18089327

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

1-Bromo-2-iodo-3-methoxybenzene|CS-0097746

Structure of 450412-22-3

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General Information

  • CAS No. 450412-22-3
  • Cat. No. CS-0097746
  • Purity ≥98%
  • MDL No. MFCD18089327
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrIO
  • Molecular Weight 312.93
  • Synonym(s) 1-Bromo-2-iodo-3-methoxybenzene, 3-Bromo-2-iodophenyl methyl ether
  • SMILES COC1=C(I)C(Br)=CC=C1

Description

1-Bromo-2-iodo-3-methoxybenzene features a trifunctional aromatic scaffold with complementary halogen handles for cross-coupling reactions. The methoxy group enhances solubility and directs regioselective transformations, while the bromo and iodo substituents enable sequential functionalization under palladium catalysis. This compound serves as a key intermediate in the synthesis of complex pharmaceuticals and functional materials.

Application

1-Bromo-2-iodo-3-methoxybenzene serves as a versatile dihalogenated aromatic building block for palladium-catalyzed cross-coupling reactions. The orthogonal reactivity of bromo and iodo groups enables sequential functionalization, while the methoxy substituent provides moderate electron donation and enhances solubility. Bench-stable and readily purified by column chromatography, it facilitates efficient access to complex substituted arenes and heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • null|null
      2398-37-0
    • ~97%
    • In-stock
      1-Bromo-2-iodo-3-methoxybenzene|CS-0097746
      450412-22-3

    References

    • Uchiyama, Masanobu; Kobayashi, Yuri; Furuyama, Taniyuki; Nakamura, Shinji; Kajihara, Yumiko; Miyoshi, Tomoko; Sakamoto, Takao; Kondo, Yoshinori; Morokuma, Keiji Journal of the American Chemical Society, 2008 , vol. 130, # 2 p. 472 - 480
  • Route2
    • Carbamic acid, N,N-diethyl-, 3-bromophenyl ester|CS-0191577
      863870-72-8
    • ~%
    • In-stock
      1-Bromo-2-iodo-3-methoxybenzene|CS-0097746
      450412-22-3

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Guilarte, Veronica; Perez, Antonio; Fananas, Francisco J. Journal of Organic Chemistry, 2007 , vol. 72, # 14 p. 5113 - 5118
  • Route3
    • null|null
      863870-79-5
    • ~%
    • In-stock
      1-Bromo-2-iodo-3-methoxybenzene|CS-0097746
      450412-22-3

    References

    • Sanz, Roberto; Castroviejo, M. Pilar; Guilarte, Veronica; Perez, Antonio; Fananas, Francisco J. Journal of Organic Chemistry, 2007 , vol. 72, # 14 p. 5113 - 5118

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

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