Diamondoid diacids ('O4' species) in oil sands process-affected water

Rapid Communications in Mass Spectrometry

Volumn 27, Issue 23, 2013, Pages 2648-2654

  Lengger, Sabine K ^a   Scarlett, Alan G ^a   West, Charles E ^a   Rowland, Steven J ^a  

^a UNIVERSITY OF PLYMOUTH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BIODEGRADATION; CRUDE OIL; ESTERS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; HYDROCARBONS; ISOMERS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OIL SANDS; WEATHERING;

ALKYL SUBSTITUENT; BIODEGRADATION PATHWAYS; DIAMONDOIDS; LARGE VOLUMES; METHYL ESTERS; OIL SANDS PROCESS WATERS; OIL SANDS PROCESS-AFFECTED WATERS; RETENTION TIME; SAND EXTRACTION; WATER SOLUBLE ORGANIC COMPOUNDS;

GAS CHROMATOGRAPHY;

ACID;

ARTICLE; CANADA; CHEMICAL STRUCTURE; CHEMISTRY; MASS FRAGMENTOGRAPHY; OIL AND GAS FIELD; WASTE WATER; WATER POLLUTANT;

ACIDS; CANADA; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; MOLECULAR STRUCTURE; OIL AND GAS FIELDS; WASTE WATER; WATER POLLUTANTS, CHEMICAL;

EID: 84886993217     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6729     Document Type: Article

References (22)

1. C. Leishman, E. E. Widdup, D. M. Quesnel, G. Chua, L. M. Gieg, M. A. Samuel, D. G. Muench,. The effect of oil sands process-affected water and naphthenic acids on the germination and development of Arabidopsis. Chemosphere 2013, 93, 380.
2. D. Jones, A. G. Scarlett, C. E. West, S. J. Rowland,. Toxicity of individual naphthenic acids to Vibrio fischeri. Environ. Sci. Technol. 2011, 45, 9776.
3. J. S. Clemente, P. M. Fedorak,. A review of the occurrence, analyses, toxicity, and biodegradation of naphthenic acids. Chemosphere 2005, 60, 585.
4. R. A. Frank, R. Kavanagh, B. K. Burnison, G. Arsenault, J. V. Headley, K. M. Peru, G. van der Kraak, K. R. Solomon,. Toxicity assessment of collected fractions from an extracted naphthenic acid mixture. Chemosphere 2008, 72, 1309.
5. S. J. Rowland, D. Jones, A. G. Scarlett, C. E. West, L. P. Hin, M. Boberek, A. Tonkin, B. E. Smith, C. Whitby,. Synthesis and toxicity of some metabolites of the microbial degradation of synthetic naphthenic acids. Sci. Total Environ. 2011, 409, 2936.
6. S. J. Rowland, R. Clough, C. E. West, A. G. Scarlett, D. Jones, S. Thompson,. Synthesis and mass spectrometry of some tri- and tetracyclic naphthenic acids. Rapid Commun. Mass Spectrom. 2011, 25, 2573.
7. S. J. Rowland, C. E. West, A. G. Scarlett, D. Jones,. Identification of individual acids in a commercial sample of naphthenic acids from petroleum by two-dimensional comprehensive gas chromatography/mass spectrometry. Rapid Commun. Mass Spectrom. 2011, 25, 1741.
8. S. J. Rowland, C. E. West, A. G. Scarlett, D. Jones, R. A. Frank,. Identification of individual tetra- and pentacyclic naphthenic acids in oil sands process water by comprehensive two-dimensional gas chromatography/mass spectrometry. Rapid Commun. Mass Spectrom. 2011, 25, 1198.
9. J. V. Headley, K. M. Peru, M. H. Mohamed, R. A. Frank, J. W. Martin, R. R. O. Hazewinkel, D. Humphries, N. P. Gurprasad, L. M. Hewitt, D. C. G. Muir, D. Lindeman, R. Strub, R. F. Young, D. M. Grewer, R. M. Whittal, P. M. Fedorak, D. A. Birkholz, R. Hindle, R. Reisdorph, X. Wang, K. L. Kasperski, C. Hamilton, M. Woudneh, G. Wang, B. Loescher, A. Farwell, D. G. Dixon, M. Ross, A. Dos Santos Pereira, E. King, M. P. Barrow, B. Fahlman, J. Bailey, D. W. Mcmartin, C. H. Borchers, C. H. Ryan, N. S. Toor, H. M. Gillis, L. Zuin, G. Bickerton, M. Mcmaster, E. Sverko, D. Shang, L. D. Wilson, F. J. Wrona,. Chemical fingerprinting of naphthenic acids and oil sands process waters-A review of analytical methods for environmental samples. J. Environ. Sci. Health Part A Toxicol. Hazard. Subst. Environ. Eng. 2013, 48, 1145.
10. S. J. Rowland, A. G. Scarlett, D. Jones, C. E. West, R. A. Frank,. Diamonds in the rough: Identification of individual naphthenic acids in oil sands process water. Environ. Sci. Technol. 2011, 45, 3154.
11. M. P. Barrow, J. V. Headley, K. M. Peru, P. J. Derrick,. Data visualization for the characterization of naphthenic acids within petroleum samples. Energy Fuels 2009, 23, 2592.
12. X. Han, M. D. MacKinnon, J. W. Martin,. Estimating the in situ biodegradation of naphthenic acids in oil sands process waters by HPLC/HRMS. Chemosphere 2009, 76, 63.
13. D. M. Grewer, R. F. Young, R. M. Whittal, P. M. Fedorak,. Naphthenic acids and other acid-extractables in water samples from Alberta: What is being measured? Sci. Total Environ. 2010, 408, 5997.
14. R. A. Frank, K. Fischer, R. Kavanagh, B. K. Burnison, G. Arsenault, J. V. Headley, K. M. Peru, G. van der Kraak, K. R. Solomon,. Effect of carboxylic acid content on the acute toxicity of oil sands naphthenic acids. Environ. Sci. Technol. 2009, 43, 266.
15. X. Han, A. C. Scott, P. M. Fedorak, M. Bataineh, J. W. Martin,. Influence of molecular structure on the biodegradability of naphthenic acids. Environ. Sci. Technol. 2008, 42, 1290.
16. R. M. Nemba, A. Jean-Jacques, C. Bissielou, P. Issofa,. Algorithm for direct combinatorial enumeration of chiral and achiral graphs of homopolysubstituted adamantane derivatives. J. Chem. Biol. Phys. Sci. Section C 2012, 3, 100.
17. R. J. Waltman, A. C. Ling,. Mass spectrometry of diamantane and some adamantane derivatives. Can. J. Chem. 1980, 58, 2189.
18. G. Wang, S. Shi, P. Wang, T.-G. Wang,. Analysis of diamondoids in crude oils using comprehensive two-dimensional gas chromatography/time-of-flight mass spectrometry. Fuel 2013, 107, 706.
19. J.-F. Rontani, P. Bonin,. Utilization of n-alkyl-substituted cyclohexanes by a marine Alcaligenes. Chemosphere 1992, 24, 1441.
20. J. V. Headley, M. P. Barrow, K. M. Peru, B. Fahlman, R. A. Frank, G. Bickerton, M. E. Mcmaster, J. Parrott, L. M. Hewitt,. Preliminary fingerprinting of Athabasca oil sands polar organics in environmental samples using electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry. Rapid Commun. Mass Spectrom. 2011, 25, 1899.
21. H. W. Beam, J. J. Perry,. Microbial degradation and assimilation of n-alkyl-substituted cycloparaffins. J. Bacteriol. 1974, 118, 394.
22. A. G. Scarlett, C. E. West, D. Jones, T. S. Galloway, S. J. Rowland,. Predicted toxicity of naphthenic acids present in oil sands process-affected waters to a range of environmental and human endpoints. Sci. Total Environ. 2012, 425, 119.