Bromoacetyl bromide

Chemical Additives 2025-03-18

Bromoacetyl Bromide

Chemical Formula: C₂H₂Br₂O
Structure: Acyl bromide with an ​acetyl group (-COCH₂-) where:

  • A ​bromine atom is bonded to the carbonyl carbon.
  • A ​bromo group (-Br) replaces one hydrogen on the adjacent methyl carbon.

Key Properties

  • Physical State: Colorless to light yellow liquid with a ​pungent odor.
  • Reactivity:
    • Moisture-sensitive: Reacts violently with water, releasing ​hydrogen bromide (HBr).
    • Highly reactive in ​acyl substitution reactions.
  • Hazards: Corrosive, toxic, and flammable.

Applications

  1. Organic Synthesis:
    • Introduces ​bromoacetyl groups into molecules for:
      • Pharmaceuticals (e.g., drug intermediates).
      • Agrochemicals (e.g., pesticide precursors).
      • Fine chemicals and ​dye/polymer intermediates.
  2. Peptide Synthesis:
    • Activates carboxylic acids for peptide bond formation.
  3. Bond Formation:
    • Facilitates ​carbon-carbon and ​carbon-heteroatom bond creation.

Safety Considerations ⚠️

  • Handling:
    • Use ​PPE (gloves, goggles, lab coat) and work in a ​fume hood.
    • Avoid contact with skin, eyes, or inhalation.
  • Storage:
    • Keep in a ​cool, dry, airtight container away from ​moisture and ​incompatible substances (e.g., bases, oxidizers).
  • Disposal: Follow hazardous waste protocols due to ​HBr release and toxicity.

Summary:
Bromoacetyl bromide’s ​high reactivity makes it indispensable for introducing bromoacetyl groups in chemical synthesis, but its ​corrosivity, toxicity, and moisture sensitivity demand stringent safety measures.