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CS-W001157 4
Total: USD 88.00

4-(4-Bromophenoxy)benzoic acid

  • CAS No. 21120-68-3

  • Cat. No. CS-0204357
  • Purity≥97%
  • MDL No.MFCD01244945

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

4-(4-Bromophenoxy)benzoic acid|CS-0204357

Structure of 21120-68-3

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General Information

  • CAS No. 21120-68-3
  • Cat. No. CS-0204357
  • Purity ≥97%
  • MDL No. MFCD01244945
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉BrO₃
  • Molecular Weight 293.11
  • Synonym(s) 4-(4-BROMOPHENOXY)BENZOIC ACID 97
  • SMILES O=C(O)C1=CC=C(OC2=CC=C(Br)C=C2)C=C1

Description

4-(4-Bromophenoxy)benzoic acid features a brominated aromatic ring linked via an ether bridge to a benzoic acid moiety, enabling direct functionalization in cross-coupling reactions. The para-bromo substituent provides a reactive handle for palladium-catalyzed transformations, while the carboxylic acid group facilitates conjugation or derivatization. This structure supports modular synthesis of bioactive compounds and advanced materials under standard conditions.

Application

4-(4-Bromophenoxy)benzoic acid serves as a versatile building block for constructing bioactive heterocycles and pharmaceutical intermediates. The ortho-ester functionality enables reliable Suzuki-Miyaura and Ullmann coupling reactions, while the carboxylic acid group facilitates direct amidation or esterification. Bench-stable and readily purified by recrystallization, it offers excellent functional group tolerance in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      201230-82-2
    • In-stock
      4,4'-Oxybis(bromobenzene)|CS-0139872
      2050-47-7
    • ~%
    • 4,4'-Oxybis(benzoic acid) Propofol  Impurity|CS-0229447
      2215-89-6
    • In-stock
      4-(4-Bromophenoxy)benzoic acid|CS-0204357
      21120-68-3

    References

    • Boyarskii; Zhesko; Lanina Russian Journal of Applied Chemistry, 2005 , vol. 78, # 11 p. 1844 - 1848
  • Route2

    References

    • Gilman; Langham; Moore Journal of the American Chemical Society, 1940 , vol. 62, p. 2327,2333
  • Route3
    • null|null
      109-72-8
    • null|null
      60-29-7
    • In-stock
      4,4'-Oxybis(bromobenzene)|CS-0139872
      2050-47-7
    • ~%
    • In-stock
      4-(4-Bromophenoxy)benzoic acid|CS-0204357
      21120-68-3

    References

    • Gilman; Langham; Moore Journal of the American Chemical Society, 1940 , vol. 62, p. 2327,2333

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H317-H319-H372-H400
Precautionary Statements : P260-P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   3.9396
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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