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CS-W001157 4
Total: USD 88.00

3-Bromobenzoic acid

  • CAS No. 585-76-2

  • Cat. No. CS-W019787
  • Purity≥98%
  • MDL No.MFCD00002487

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

3-Bromobenzoic acid|CS-W019787

Structure of 585-76-2

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General Information

  • CAS No. 585-76-2
  • Cat. No. CS-W019787
  • Purity ≥98%
  • MDL No. MFCD00002487
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrO₂
  • Molecular Weight 201.02
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC(Br)=C1

Description

3-Bromobenzoic acid was used:as test solute in the determination of acidity constants by capillary zone electrophoresisas internal standard to study the retention mechanisms of an unmodified and a hydroxylated polystyrene-divinylbenzene polymer by solid-phase extractionin synthesis of N-(1,1-dimethyl-2-hydroxyethyl)-3-bromobenzamide

Application

3-Bromobenzoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. Its bromine substituent exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the carboxylic acid group provides orthogonal handle for derivatization or salt formation. The compound demonstrates excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      591-17-3
    • ~94%
    • In-stock
      3-Bromobenzoic acid|CS-W019787
      585-76-2

    References

    • Moriyama, Katsuhiko; Takemura, Misato; Togo, Hideo Organic Letters, 2012 , vol. 14, # 9 p. 2414 - 2417
  • Route2

    References

    • Lapidus; Petrovskii; Bruk; Beletskaya Russian Journal of Organic Chemistry, 1999 , vol. 35, # 11 p. 1636 - 1639
  • Route3
    • In-stock
      1-Bromo-3-iodobenzene|CS-W008957
      591-18-4
    • null|null
      124-38-9
    • ~52%
    • In-stock
      3-Bromobenzoic acid|CS-W019787
      585-76-2

    References

    • Tran-Vu, Hung; Daugulis, Olafs ACS Catalysis, 2013 , vol. 3, # 10 p. 2417 - 2420

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.1473
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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