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CS-W001157 4
Total: USD 88.00

3-Bromo-4-methoxybenzoic acid

  • CAS No. 99-58-1

  • Cat. No. CS-W002124
  • Purity≥97%
  • MDL No.MFCD00020295

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

3-Bromo-4-methoxybenzoic acid|CS-W002124

Structure of 99-58-1

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General Information

  • CAS No. 99-58-1
  • Cat. No. CS-W002124
  • Purity ≥97%
  • MDL No. MFCD00020295
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₃
  • Molecular Weight 231.04
  • Synonym(s) 3-Bromo-p-anisic Acid
  • SMILES COc1ccc(cc1Br)C(=O)O

Description

This brominated benzoic acid derivative features a methoxy group at the para position relative to the carboxylic acid, enhancing solubility and modulating electronic properties. The ortho-bromo substituent provides a reactive handle for cross-coupling transformations. Bench-stable and moisture-tolerant, it integrates efficiently into synthetic routes requiring halogenated aromatic building blocks.

Application

3-Bromo-4-methoxybenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. The carboxylic acid group facilitates esterification, amide formation, or derivatization under standard conditions, while the bromo and methoxy substituents offer orthogonal reactivity for sequential transformations. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring regioselective substitution.

Synthesis

  • Route1
    • p-Anisic acid, ≥99%|CS-1268349
      100-09-4
    • ~83%
    • In-stock
      3-Bromo-4-methoxybenzoic acid|CS-W002124
      99-58-1

    References

    • Gallos, John; Varvoglis, Anastasios Journal of Chemical Research, Miniprint, 1982 , # 6 p. 1649 - 1660
  • Route2

    References

    • Laatsch, Hartmut; Pudleiner, Heinz Liebigs Annalen der Chemie, 1989 , p. 863 - 882
  • Route3

    References

    • Chemische Berichte, , vol. 17, p. 2529

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   46.53
  • LogP   2.1559
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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