Derivatisation of 4-nonylphenol and bisphenol A with halogenated anhydrides
The aim of this work is to synthesize and characterise the halogenated derivatives of the endocrine disrupting compounds (EDCs) 4-nonylphenol (4-NP) and bisphenol A (BPA). Characterisation was performed after gas chromatographic (GC) separation on-line coupled to mass spectrometric (MS) detector and...
| Veröffentlicht in: | Water science and technology : a journal of the International Association on Water Pollution Research. - 1986. - 50(2004), 5 vom: 15., Seite 115-8 |
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| Format: | Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2004
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| Zugriff auf das übergeordnete Werk: | Water science and technology : a journal of the International Association on Water Pollution Research |
| Schlagworte: | Journal Article Research Support, Non-U.S. Gov't Acetic Anhydrides Anhydrides Benzhydryl Compounds Fluoroacetates Halogens Phenols trifluoroacetic anhydride 5ENA87IZHT mehr... |
| Zusammenfassung: | The aim of this work is to synthesize and characterise the halogenated derivatives of the endocrine disrupting compounds (EDCs) 4-nonylphenol (4-NP) and bisphenol A (BPA). Characterisation was performed after gas chromatographic (GC) separation on-line coupled to mass spectrometric (MS) detector and a Fourier Transform Infrared (FTIR) spectroscopic detector. Further structure elucidation was done applying Nuclear Magnetic Resonance spectroscopy (NMR). Two different approaches for the preparation of derivatives were evaluated. At first trifluoroacetyl derivatives were synthesized by the reaction of trifluoroacetic acid (TFA) anhydride and the EDCs in acetonitrile at a temperature of 50 degrees C for 30 minutes. In a second step the 4-NP was derivatised using trichloroacetic acid anhydride and triethylamine in diethyl ether at 20 degrees C for 30 minutes. After synthesis the halogenated NP and BPA derivatives were characterised applying GC/MS, GC/FTIR and NMR. Three indices for a successful derivatisation were observed: El-GC/MS proved a complete derivatisation presenting a characteristic fragmentation pattern for each derivative. The IR spectra obtained by GC/FTIR after derivatisation and separation confirmed the loss of the phenolic O-H stretching vibration at 3,600 cm(-1) while typical absorptions for halogenated compounds now were observed. The NMR-spectra contained the predicted resonance signals |
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| Beschreibung: | Date Completed 31.01.2005 Date Revised 03.01.2025 published: Print Citation Status MEDLINE |
| ISSN: | 0273-1223 |