Monocyclic and monoaromatic naphthenic acids: synthesis and characterisation |
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Authors: | S J Rowland C E West A G Scarlett D Jones M Boberek L Pan M Ng L Kwong A Tonkin |
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Institution: | (1) Petroleum and Environmental Geochemistry Group, Biogeochemistry Research Centre, University of Plymouth, Plymouth, PL4 8AA, UK;(2) Centre for Chemical Sciences School of Geography, Earth and Environmental Sciences, University of Plymouth, Plymouth, PL4 8AA, UK |
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Abstract: | Characterisation of the complex mixtures of carboxylic acids (naphthenic acids) occurring in crude oils and in degraded oil
sands is environmentally important. Indeed some acids in waters from oil platforms are apparently hormonally active, and the
oil sands acids are said to be toxic to a wide range of biota. Previous attempts to identify monocyclic and monoaromatic naphthenic
acids have been hampered by the lack of authenticated synthetic reference compounds. Some studies have indicated that acids
with ethanoic acid side chains are present in the naphthenic acids mixtures, so in the present study, we synthesised and characterised
by mass spectrometry, a range (C8–14) of monoaromatic and monocyclic ethanoic acids. Using 2-D comprehensive gas chromatography–mass spectrometry, we then compared
the retention times and mass spectra of the synthetic acids with those of a commercial naphthenic acids mixture. Some alicyclic
and numerous aromatic acids were successfully identified. |
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