SUPPORTING INFORMATION
Abundant naphthenic acids in oil sands process-affected water: studies by
synthesis, derivatisation and two-dimensional gas chromatography highresolution mass spectrometry
Charles E. West1, Alan G. Scarlett1, Jos Pureveen2, Erik Tegelaar2 and Steven
J. Rowland1*
1Petroleum
and Environmental Geochemistry Group, Biogeochemistry Research
Centre, University of Plymouth, Drake Circus, Plymouth PL4 8AA, UK
2Shell
Global Solutions International B.V, Kessler Park 1, 2288 GS Rijswijk, The
Netherlands
*Correspondence to: S. J. Rowland, Petroleum and Environmental Geochemistry
Group, Biogeochemistry Research Centre, University of Plymouth, Drake Circus,
Plymouth PL4 8AA, UK.
E-mail: srowland@plym.ac.uk
1
Figure S1. GCxGC/TOFMS selected ion mass chromatogram (m/z 203) of OSPW
from a second industrial supplier illustrating high chromatographic resolution of the
three abundant unknowns (I, II and III).
II
I
III
(m/z 203)
2
Figure S2. GCxGC/TOFMS mass spectra (as methyl esters) of (A) a co-occurring C14
tetracyclic acid in OSPW sample, (B) synthetic exo-tetracyclo[7.3.1.02,7.06,11]tridecane
carboxylic acid and (C) synthetic endo-tetracyclo[7.3.1.02,7.06,11]tridecanecarboxylic
acid.[23]
(A)
120
(Unknown)
Relative Intensity (%)
100
174
80
79 91
60
40
20
67
234
202
105
55
119
133
145
159
0
50
100
150
200
250
m/z
(B)
(C)
120
120
174
80
(Syn. Std)
60
79 91
203
234
40
67
20
55
105
119
CO2Me
100
CO2Me
Relative Intensity (%)
Relative Intensity (%)
100
131
175
80
(Syn. Std)
60
79
96
40
234
67
20
55
145
202
105
159
133
119
145 160
0
0
50
100
150
200
250
50
m/z
100
150
m/z
3
200
250
Table S1. Calculated and experimental mass, mass error and double bond
equivalents for the composition formulae of the molecular and major fragment ions of
unknown II analysed by GCxGC/TOFMS with higher mass accuracy
Table S2. Calculated and experimental mass, mass error and double bond
equivalents for the composition formulae of the molecular and major fragment ions of
unknown II analysed by GCxGC/TOFMS with higher mass accuracy
4