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CS-W001157 4
Total: USD 88.00

1-Bromo-4-(2-bromoethoxy)benzene

  • CAS No. 18800-30-1

  • Cat. No. CS-0137246
  • Purity≥98%
  • MDL No.MFCD00044201

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

1-Bromo-4-(2-bromoethoxy)benzene|CS-0137246

Structure of 18800-30-1

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General Information

  • CAS No. 18800-30-1
  • Cat. No. CS-0137246
  • Purity ≥98%
  • MDL No. MFCD00044201
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂O
  • Molecular Weight 279.96
  • Synonym(s) 1-(2-Bromoethoxy-4-Bromobenzene)
  • SMILES BrCCOC1=CC=C(Br)C=C1

Description

1-Bromo-4-(2-bromoethoxy)benzene features a para-substituted aryl bromide paired with a reactive ethoxy linker, enabling seamless integration into cross-coupling cascades. The dual bromine functionalities facilitate sequential functionalization, while the ether linkage enhances solubility in polar aprotic solvents. This bifunctional architecture supports efficient synthesis of complex aromatic systems under standard conditions.

Application

1-Bromo-4-(2-bromoethoxy)benzene serves as a versatile bifunctional building block for the synthesis of symmetric and asymmetric diaryl ethers. The molecule combines a reactive aryl bromide with a pendant β-bromoether functionality, enabling sequential cross-coupling reactions or tandem cyclization processes. Its bench-stable nature and compatibility with palladium-catalyzed coupling protocols facilitate efficient construction of complex aromatic architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      106-41-2
    • null|null
      106-93-4
    • ~85%
    • In-stock
      1-Bromo-4-(2-bromoethoxy)benzene|CS-0137246
      18800-30-1

    References

    • BIOLIPOX AB Patent: WO2005/123673 A1, 2005 ; Location in patent: Page/Page column 76 ; WO 2005/123673 A1
  • Route2
    • (2-Bromoethoxy)benzene Domiphen  Impurity|CS-0228939
      589-10-6
    • ~85%
    • In-stock
      1-Bromo-4-(2-bromoethoxy)benzene|CS-0137246
      18800-30-1

    References

    • Mahmoodi; Yazdanbakhsh; Hassanzadeh Oriental Journal of Chemistry, 2011 , vol. 27, # 2 p. 429 - 434
  • Route3
    • 2-(4-Bromophenoxy)ethanol|CS-0114044
      34743-88-9
    • ~72%
    • In-stock
      1-Bromo-4-(2-bromoethoxy)benzene|CS-0137246
      18800-30-1

    References

    • Gegout, Aline; Delgado, Juan Luis; Nierengarten, Jean-Franois; Delavaux-Nicot, Beatrice; Listorti, Andrea; Chiorboli, Claudio; Belbakra, Abdelhalim; Armaroli, Nicola New Journal of Chemistry, 2009 , vol. 33, # 10 p. 2174 - 2182

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   3.2228
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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