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CS-W001157 4
Total: USD 88.00

1,2-Dibromo-4-methoxybenzene

  • CAS No. 62415-74-1

  • Cat. No. CS-0106499
  • Purity≥98%
  • MDL No.MFCD00070786

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

1,2-Dibromo-4-methoxybenzene|CS-0106499

Structure of 62415-74-1

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General Information

  • CAS No. 62415-74-1
  • Cat. No. CS-0106499
  • Purity ≥98%
  • MDL No. MFCD00070786
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂O
  • Molecular Weight 265.93
  • Synonym(s) 3,4-Dibromoanisole
  • SMILES BrC1=C(Br)C=CC(OC)=C1

Description

1,2-Dibromo-4-methoxybenzene features a methoxy-substituted aromatic core with adjacent bromine atoms, enabling direct functionalization in cross-coupling reactions. The electron-donating methoxy group enhances reactivity while maintaining stability under standard conditions. This compound serves as a key intermediate for synthesizing complex phenolic architectures and bioactive molecules.

Application

1,2-Dibromo-4-methoxybenzene serves as a versatile diaryl building block in transition-metal-catalyzed cross-coupling reactions. The bromine atoms enable reliable Suzuki, Stille, and Negishi couplings under standard conditions, while the methoxy group provides ortho-directing capability and enhanced solubility. Bench-stable and readily purified by column chromatography, it functions effectively in the synthesis of substituted biaryls and complex heterocyclic scaffolds relevant to pharmaceutical and materials chemistry.

Synthesis

  • Route1
    • null|null
      104-94-9
    • ~12%
    • In-stock
      1,2-Dibromo-4-methoxybenzene|CS-0106499
      62415-74-1
    • null|null
      73557-60-5

    References

    • Journal of Organic Chemistry, , vol. 45, # 13 p. 2570 - 2575
  • Route2
    • null|null
      2398-37-0
    • ~90%
    • null|null
      95970-10-8
    • In-stock
      1,2-Dibromo-4-methoxybenzene|CS-0106499
      62415-74-1
    • In-stock
      1,2-Dibromo-3-methoxybenzene|CS-0040072
      95970-22-2

    References

    • Helvetica Chimica Acta, , vol. 66, # 4 p. 1068 - 1077
  • Route3
    • null|null
      104-94-9
    • ~%
    • In-stock
      1,2-Dibromo-4-methoxybenzene|CS-0106499
      62415-74-1

    References

    • Journal of Organic Chemistry, , vol. 42, p. 2426 - 2431

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   3.2202
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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