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Perfluoroacetic acid

CAS No.: 76-05-1

  • Molecular Formula: C₂HF₃O₂
  • Molecular Weight: 114.02 g/mol

Chemical type

  • Polyfluoroalkyl substance (PFAS) / Strong organic acid
[1]
  • Strong organic fluorinated carboxylic acid
  • Reaction medium and reagent in oxidation systems
[2]

Key properties

  • Volatile and irritates eyes, skin, and respiratory system
  • Highly corrosive and rapidly absorbed into body tissues
  • Degrades slowly in the environment, posing risks to health and ecosystems
  • Classified as hazardous and likely to face usage restrictions
  • Used at high concentrations (typically 95%) in cleavage cocktails
[1]
  • Highly acidic organic acid
  • Excellent solvent for organic reactions
  • Can react with hydrogen peroxide to form peroxytrifluoroacetic acid (PTA) in situ
  • Enables metal-free oxidation reactions
  • Promotes high selectivity in oxidation of arylamines
[2]
  • Traditional cleavage agent in SPPS for final global deprotection
  • Removes protecting groups and cleaves peptides from solid support (e.g., with TIS and water as scavengers)
  • Applied in synthesis of various peptides, but being replaced due to environmental concerns
[1]
  • Solvent and reactant in oxidation reactions
  • Formation of peroxytrifluoroacetic acid oxidant
  • Catalyst/medium for selective oxidation of arylamines to nitroarenes
[2]

Classification by use

  • Chemicals used as cleavage agents in SPPS
  • Hazardous chemicals in peptide production (targeted for replacement in green chemistry)

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  1. [Cite:1] Advancing sustainable peptide synthesis: methanesulfonic acid–formic acid as a greener substitute for TFA in final global deprotection, Green Chemistry, Volume 27, Issue 46, 7 November 2025, Pages 14911-14918
  2. [Cite:2] Trifluoroacetic acid-mediated selective oxidation of arylamines to nitroarenes via in situ formed peroxytrifluoroacetic acid, RSC Adv., 2025,15, 38938-38945