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CS-W001157 4
Total: USD 88.00

1,3-Dibromo-5-methoxybenzene

  • CAS No. 74137-36-3

  • Cat. No. CS-W007953
  • Molecule weight265.93
  • Purity≥98%
  • MDL No.MFCD02258848

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

1,3-Dibromo-5-methoxybenzene|CS-W007953

Structure of 74137-36-3

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General Information

  • CAS No. 74137-36-3
  • Cat. No. CS-W007953
  • Purity ≥98%
  • MDL No. MFCD02258848
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Br₂O
  • Molecular Weight 265.93
  • Synonym(s) benzene, 1,3-dibromo-5-methoxy-
  • SMILES COC1=CC(Br)=CC(Br)=C1

Description

1,3-Dibromo-5-methoxybenzene features a symmetric aromatic core with two bromine substituents at meta positions and a methoxy group at the para position relative to one bromine. This electron-rich framework enables direct coupling in palladium-catalyzed cross-coupling reactions. The methoxy moiety enhances solubility and stabilizes reactive intermediates. Bench-stable under standard conditions, it serves as a reliable building block for complex heterocycles and functionalized arenes in synthetic organic chemistry.

Application

1,3-Dibromo-5-methoxybenzene serves as a versatile building block for the synthesis of functionalized aromatic scaffolds. The bromo groups enable palladium-catalyzed cross-coupling reactions, while the methoxy substituent provides electronic modulation and steric control. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to complex arenes, heterocycles, and intermediates in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3,5-Dibromonitro benzene|CS-W001101
      6311-60-0
    • ~84%
    • In-stock
      1,3-Dibromo-5-methoxybenzene|CS-W007953
      74137-36-3

    References

    • LOCUS PHARMACEUTICALS, INC. Patent: WO2008/8059 A1, 2008 ; Location in patent: Page/Page column 96 ;
  • Route2
    • In-stock
      3,5-Dibromophenol|CS-W007905
      626-41-5
    • null|null
      74-88-4
    • ~97%
    • In-stock
      1,3-Dibromo-5-methoxybenzene|CS-W007953
      74137-36-3

    References

    • Dominique, Romyr; Goodnow, JR., Robert Alan; Kowalczyk, Agnieszka; Lou, Jianping; Qiao, Qi; Siddurl, Achyutharao; Tilley, Jefferson Wright Patent: US2009/227603 A1, 2009 ; Location in patent: Page/Page column 55-56 ; US 20090227603 A1
  • Route3

    References

    • Hartmann, Rolf; Frotscher, Martin; Oberwinkler, Sandrine; Ziegler, Erika; Messinger, Josef; Thole, Heinrich-Hubert Patent: US2010/204234 A1, 2010 ; Location in patent: Page/Page column 13 ; US 20100204234 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-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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