For scientists and chemists engaged in organic synthesis, a thorough understanding of the properties and synthesis pathways of key intermediates is fundamental. 3-Bromo-5-(trifluoromethyl)benzoic acid (CAS: 328-67-6) is a compound of significant interest due to its versatile reactivity and the valuable functionalities it introduces into target molecules. This article explores its key physical and chemical properties, along with common synthetic approaches, offering valuable insights for researchers looking to purchase or utilize this intermediate.

Key Physical and Chemical Properties:

3-Bromo-5-(trifluoromethyl)benzoic acid (C8H4BrF3O2, Molecular Weight: 269.02 g/mol) is typically characterized by the following properties:

  • Appearance: A white powder. This is a standard specification that aids in visual quality checks.
  • Melting Point: 132.3-132.8°C. This relatively high melting point indicates a crystalline solid structure and is a key parameter for purity assessment.
  • Boiling Point: Approximately 284.3°C at 760 mmHg. This high boiling point suggests low volatility under standard conditions.
  • Density: Around 1.8 g/cm³.
  • Solubility: As a polar organic molecule with both hydrophobic (trifluoromethyl) and hydrophilic (carboxylic acid) groups, it generally exhibits good solubility in common organic solvents like acetone, dichloromethane, and alcohols, but limited solubility in water.
  • Stability: Generally stable under recommended storage conditions (cool, ventilated place).

Synthetic Routes:

The synthesis of 3-Bromo-5-(trifluoromethyl)benzoic acid typically involves introducing the bromine atom and trifluoromethyl group onto a benzoic acid precursor or a related aromatic compound. Common strategies might include:

  • Halogenation of trifluoromethylated benzoic acid derivatives: Starting with 3-(trifluoromethyl)benzoic acid and employing regioselective bromination techniques to introduce bromine at the desired meta position.
  • Oxidation of substituted toluenes: Synthesizing a suitably substituted toluene (e.g., 3-bromo-5-(trifluoromethyl)toluene) and then oxidizing the methyl group to a carboxylic acid.
  • Functional group interconversions: Utilizing Sandmeyer-type reactions or related aromatic substitution chemistries to install the bromine atom and trifluoromethyl group on a pre-functionalized benzene ring, followed by conversion to the benzoic acid.

Specialized chemical manufacturers, like NINGBO INNO PHARMCHEM CO.,LTD., utilize optimized synthetic protocols to ensure high yields and purity (≥98.0%) for this intermediate. When you 'buy' this product, understanding these properties is crucial for designing effective reaction conditions.

For R&D professionals looking to purchase 3-Bromo-5-(trifluoromethyl)benzoic acid, detailed technical specifications from a reliable manufacturer are invaluable for experimental planning and successful synthesis.