4-Bromobenzoyl chloride

Chemical Additives 2025-03-18

4-Bromobenzoyl Chloride

Chemical Formula: C₇H₄BrClO
Structure: Acyl chloride derivative of ​4-bromobenzoic acid, with:

  • A ​bromine atom (-Br) at the ​4-position of the benzene ring.
  • A ​carbonyl chloride group (-COCl) at the ​1-position.

Physical Properties

  • Appearance: Clear, colorless to pale yellow liquid.
  • Odor: Pungent.
  • Reactivity:
    • Moisture-sensitive: Reacts violently with water, releasing HCl.
    • Highly reactive in ​acylation reactions (e.g., Friedel-Crafts, nucleophilic substitutions).

Applications

  1. Organic Synthesis:
    • Reagent for introducing ​4-bromobenzoyl groups into molecules.
    • Synthesis of ​pharmaceuticals (e.g., kinase inhibitors) and ​agrochemicals.
  2. Biomolecule Modification:
    • Acylation of peptides/proteins for functionalization.
  3. Industrial Chemistry:
    • Production of ​dyes (e.g., azo dyes) and ​polymers (e.g., polyamides).

Safety Considerations ⚠️

  • Health Hazards:
    • Corrosive: Causes severe burns to skin, eyes, and respiratory tract.
    • Releases ​HCl gas upon hydrolysis.
  • Handling:
    • Use ​PPE (gloves, goggles, respirator) and work in a ​fume hood.
  • Storage:
    • Store in a ​cool, dry, airtight container away from ​moisture and incompatible substances (e.g., bases, alcohols).

Summary:
4-Bromobenzoyl chloride’s ​high reactivity and ​acyl chloride functionality make it indispensable in drug discovery, agrochemicals, and polymer chemistry. Strict ​safety protocols are critical due to its corrosive nature and moisture sensitivity.