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February 5, 2026Materials0 citationsOpen Access

Synthesis of New Volatile Derivatives of Biogenic Amines, Carbamates for Analytical Applications

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KBKamil BrzuzyAJAneta JastrzębskaAKAnna Kmieciak

Key Points

  • The aim is to develop a derivatization method for biogenic amines using volatile carbamate derivatives to enhance analytical applications.
  • Developed a derivatization strategy using 2,2,2-trifluoroethyl chloroformate (TFECF)
  • Synthesize volatile carbamate derivatives from primary and secondary amines
  • Characterize derivatives using NMR, MS, and crystal structure analysis
  • Test applicability in real food matrices using gas chromatography-mass spectrometry (GC-MS)
  • Produced a series of biogenic amine derivatives with yields of 94-99%
  • TFECF derivatives demonstrated significantly improved volatility and shorter retention times than ethyl chloroformate (ECF) derivatives
  • Enhanced analytical performance noted through comparison with ECF derivatives

Abstract

In this study, a comprehensive derivatization strategy for biogenic amines based on the formation of volatile carbamate derivatives using 2,2,2-trifluoroethyl chloroformate (TFECF) was successfully developed and evaluated. A series of biogenic amine derivatives was obtained in excellent yields (94–99%) and structurally confirmed using NMR, MS, and crystal structure analysis. The reagent demonstrated high reactivity toward primary and secondary amines, providing derivatives of excellent purity and satisfactory volatility. The applicability of the proposed procedure to real food matrices was demonstrated using GC-MS. The obtained results were compared with the corresponding ethyl chloroformate (ECF) derivatives. TFECF derivatives exhibited significantly improved volatility, reflected in shorter retention times and enhanced analytical performance.

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Cite This Study

Brzuzy et al. (2026) studied this question.

synapsesocial.com/papers/69843451f1d9ada3c1fb246fhttps://doi.org/10.3390/ma19030575
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