Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation

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 rang...

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Main Authors: Rowland, S., West, C., Scarlett, Alan, Jones, D., Boberek, M., Pan, L., Ng, M., Kwong, L., Tonkin, A.
Format: Journal Article
Published: 2011
Online Access:http://hdl.handle.net/20.500.11937/7840
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author Rowland, S.
West, C.
Scarlett, Alan
Jones, D.
Boberek, M.
Pan, L.
Ng, M.
Kwong, L.
Tonkin, A.
author_facet Rowland, S.
West, C.
Scarlett, Alan
Jones, D.
Boberek, M.
Pan, L.
Ng, M.
Kwong, L.
Tonkin, A.
author_sort Rowland, S.
building Curtin Institutional Repository
collection Online Access
description 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. © 2011 Springer-Verlag.
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spelling curtin-20.500.11937-78402017-09-13T14:34:29Z Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation Rowland, S. West, C. Scarlett, Alan Jones, D. Boberek, M. Pan, L. Ng, M. Kwong, L. Tonkin, A. 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. © 2011 Springer-Verlag. 2011 Journal Article http://hdl.handle.net/20.500.11937/7840 10.1007/s10311-011-0314-6 restricted
spellingShingle Rowland, S.
West, C.
Scarlett, Alan
Jones, D.
Boberek, M.
Pan, L.
Ng, M.
Kwong, L.
Tonkin, A.
Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title_full Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title_fullStr Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title_full_unstemmed Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title_short Monocyclic and monoaromatic naphthenic acids: Synthesis and characterisation
title_sort monocyclic and monoaromatic naphthenic acids: synthesis and characterisation
url http://hdl.handle.net/20.500.11937/7840