In silico modelling of hundred thousand experiments for effective selection of ionic liquid phase combinations in comprehensive twodimensional gas chromatography Analytical Chemistry Supporting Information Yada Nolvachai, Chadin Kulsing and Philip J. Marriott* Australian Centre for Research on Separation Science, School of Chemistry, Monash University, Wellington Road, Clayton, VIC 3800, Australia S1
Table of Contents 1. Additional tables 1.1 Table S1... S3 1.2 Table S2... S9 Compound Set A (Kerosene)... S9 Compound Set B (Polychlorinated biphenyls, PCB)... S16 Compound Set C (Gasoline)... S21 Compound Set D (Analytes from ref 1 )... S23 Compound Set E (Diesel)... S25 Compound Set F (Essential oil)... S34 Compound Set G (FAME & esters)... S36 Compound Set H (Food contaminants)... S39 Compound Set I (Polychlorinated naphthalenes, PCN)... S41 2. Normalized retention time from calculated retention factor... S43 3. Calculation of retention based on the dispersion/cavity formation for liquid to liquid phase... S44 4. Calculation of experiment numbers... S45 5. Additional figures... S47 6. References... S48 S2
Table S1. List of the stationary phases with the corresponding descriptors obtained/approximated at 100 C. (Commercially available phases are listed in blue) Phase Name e s a b l Ref Squalene 0.105 0.000 0.000 0.000 0.635 2a SPB-Octyl 0.000 0.226 0.000 0.000 0.657 2 DB-1 0.000 0.205 0.219 0.000 0.564 2 DB-VRX 0.000 0.317 0.183 0.000 0.593 3 SPB-5 0.000 0.266 0.223 0.000 0.539 4 DB-5 0.000 0.294 0.241 0.000 0.571 4 PTE-5 0.000 0.290 0.251 0.000 0.566 4 OV-5 0.000 0.291 0.263 0.000 0.561 4 HP-5 0.000 0.305 0.260 0.000 0.561 4 HP-5TA 0.000 0.363 0.330 0.000 0.644 4 Rtx-20 0.000 0.590 0.291 0.000 0.598 5 DB-35 0.000 0.732 0.338 0.000 0.583 5 HP-50+ 0.104 0.763 0.3 0.000 0.549 6 HP-88 0.000 1.902 1.882 0.000 0.460 7 DB-WAXetr 0.220 1.516 2.249 0.000 0.529 7 Rtx-50 0.030 0.877 0.384 0.000 0.575 5 DB-1701-0.064 0.721 0.713 0.000 0.564 6,7b Rtx-65 0.000 0.958 0.418 0.000 0.574 5 DB-200-0.395 1.073 0.243 0.000 0.508 3 DB-23-0.031 1.609 1.627 0.000 0.499 5,7b SLB-5ms -0.180 0.295-0.454-0.250 0.719 8 DB-17ms 0.086 0.856 0.373 0.000 0.604 7 Stabilwax 0.160 1.067 1.420-0.074 0.361 8 DB-225 0.000 1.255 1.179 0.000 0.484 6 DB-210-0.453 1.367 0.147 0.000 0.452 6 HP-20M 0.202 1.441 2.147 0.000 0.501 9 AT-WAX 0.252 1.429 2.143 0.000 0.491 9 DB-FFAP 0.207 1.555 2.305 0.000 0.480 9 SP-2340 0.000 1.961 2.040 0.000 0.451 6 HP-INNOWax 0.222 1.445 2.6 0.000 0.505 9 SLB-IL59-0.058 1.594 1.406 0.307 0.469 10 SLB-IL61 0.0 1.250 1.632 0.135 0.393 8 SLB-IL76 0.073 1.7 1.593 0.382 0.422 10 SLB-IL82 0.087 1.818 1.475 0.345 0.418 10 SLB-IL100 0.081 1.858 1.556 0.551 0.390 10 SLB-IL1 0.150 1.780 1.684 1.0 0.3 8 IL1 (Structure referred to original article) -0.780 0.920 1.130 1.040 0.540 IL2 (Structure referred to original article) -0.090 0.620 1.740 0.170 0.590 IL3 (Structure referred to original article) -0.050 0.290 2.130 0.590 0.220 IL4 (Structure referred to original article) -0.160 1.100 0.500 1.280 0.380 S3
IL5 (Structure referred to original article) 0.840 0.560 1.150 1.010 0.340 1-(2-hydroxyethyl)-1-methylpyrrolidinium 0.220 1.813 1.647 0.967 0.370 1-(2-hydroxyethyl)-1-methylpyrrolidinium tri(pentafluoroethyl)trifluorophosphate 0.223 1.587 0.650 1.623 0.370 1-(2-hydroxyethyl)-3-methylimidazolium 0.130 1.993 1.810 1.023 0.370 1-(2-hydroxyethyl)-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate 0.000 1.790 0.710 1.510 0.330 1-(4-methoxyphenyl)-3-methylimidazolium trifluoromethanesulfonate 0.280 2.050 2.030 0.160 0.380 1-(6-aminohexyl)-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate 0.210 1.730 1.660 0.290 0.380 1,-di(3-[2-hydroxyethyl])-2,6,9-trioxaundecane 0.370 1.270 1.380 0.830 0.350 1,-di(3-[2-hydroxyethyl])-2,6,9-trioxaundecane trifluoromethanesulfonate 0.170 1.400 1.440 0.490 0.370 1,-di(3-benzylimidazolium)-3,6,9-trioxaundecane 0.070 1.620 1.520 0.100 0.470 1,-di(3-methylimidazolium)-3,6,9- trioxaundecane 0.120 1.680 1.650 0.000 0.440 1,-di(3-methylimidazolium)-3,6,9- trioxaundecane trifluoromethanesulfonate 0.450 1.950 2.720 0.220 0.310 1,12-di(3-benzylimidazolium)dodecane 0.000 1.470 1.440 0.520 0.460 1,14-di(3-[2-hydroxyethyl]imidazolium)-3,6,9,12- tetraoxapentadecane trifluoromethanesulfonate 0.270 1.760 2.420 0.140 0.360 1,14-di(3-benzylimidazolium)-3,6,9,12- tetraoxapentadecane 0.090 1.550 1.540 0.000 0.460 1,14-di(3-methylimidazolium)-3,6,9,12- tetraoxapentadecane 0.180 1.770 1.790 0.140 0.410 1,17-di(3-[2-hydroxyethyl]imidazolium)- 3,6,9,12,15-pentaoxanonadecane 0.250 1.530 1.630 0.500 0.380 1,17-di(3-benzylylimidazolium)-3,6,9,12,15- pentaoxnonadecane 0.140 1.560 1.540 0.170 0.460 1,17-di(3-methylimidazolium)-3,6,9,12,15- pentaoxnonadecane 0.230 1.580 1.640 0.190 0.410 1,4-di(3-methylimidazolium)butane bis(triflioromethylsulfonyl)imide 0.200 1.690 1.570 0.330 0.370 1,9-di(1-methylpyrrolidinium)nonane 0.230 1.490 1.480 0.000 0.420 1,9-di(3-[2-hydroxyethy]limidazolium)nonane 0.290 1.440 1.340 0.760 0.400 1,9-di(3-methylimidazolium)nonane 0.0 1.640 1.500 0.150 0.430 1-benzyl-3-hexylimidazolium hexafluorophosphate 0.080 1.760 1.560 0.070 0.460 1-benzyl-3-methylimidazolium 0.000 1.700 2.410 0.000 0.470 12 12 12 S4
trifluoromethylsulfonate 1-butyl-1-methylpyrrolidinium bis(oxalato)borate 0.167 2.033 1.880 0.160 0.403 1-butyl-1-methylpyrrolidinium tetracyanoborate 0.213 1.700 1.823 0.287 0.423 1-butyl-1-methylpyrrolidinium thiocyanate 0.477 2.033 3.767 0.067 0.347 1-butyl-1-methylpyrrolidinium tricyanomethide 0.280 1.877 2.557 0.213 0.417 1-butyl-1-methylpyrrolidinium 0.000 1.440 1.550 0.000 0.480 1-butyl-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate 0.190 1.460 0.600 0.600 0.440 1-butyl-2,3-dimethylimidazolium 0.090 1.580 1.570 0.0 0.480 1-butyl-3-(2-acetylcyclohexyl)imidazolium tetrafluoroborate -0.130 1.590 3.920 0.200 0.510 1-butyl-3-(2-hydroxycyclohexyl)imidazolium tetrafluoroborate -0.290 0.670 3.0 0.310 0.490 1-butyl-3-methylimidazolium tetrachloroferrate 0.247 1.790 1.937 0.747 0.487 1-butyl-3-methylimidazolium 0.000 1.600 1.550 0.240 0.490 1-butyl-3-methylimidazolium hexafluorophosphate 0.000 1.540 1.370 0.000 0.440 1-butyl-3-methylimidazolium trifluoromethanesulfonate 0.000 1.390 2.350 0.000 0.490 1-ethoxycarbonylmethyl-1-methylpyrrolidinium tris(pentafluoroethyl)trifluorophosphate 0.000 1.650 0.490 0.840 0.390 1-ethyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate 0.123 1.740 0.660 0.680 0.413 1-hexyl-2,3,4,5-tetramethylimidazolium 0.240 1.400 1.560 0.000 0.550 1-hexyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate 0.000 1.460 0.490 0.610 0.420 1-methoxyethyl-1-methylmorpholinium tris(pentafluoroethyl)trifluorophosphate 0.100 1.763 0.723 0.653 0.373 1-methoxyethyl-1-methylpiperidinium tris(pentafluoroethyl)trifluorophosphate 0.167 1.563 0.633 0.440 0.420 1-methoxyethyl-3-methylimidazolium tris(pentafluoroethyl)trifluorophosphate 0.060 1.667 0.740 0.677 0.390 1-methoxypropyl-1-methylpiperidinium tris(pentafluoroethyl)trifluorophosphate 0.243 1.527 0.803 0.617 0.397 1-nonyl-3-methylimidazolium 0.000 1.520 1.430 0.000 0.600 1-octyl-2,3,4,5-tetramethylimidazolium 0.240 1.400 1.560 0.000 0.500 1-propyl-1-methylpiperidinium 0.280 1.677 1.687 0.227 0.410 benzene 3-benzylimidazolium bis[trifluoromethylsulfonyl]imides 0.000 1.970 1.780 0.390 0.430 benzene 3-butylimidazolium bis[trifluoromethylsulfonyl]imides 0.090 1.560 1.570 0.150 0.480 benzene 3-methylimidazolium bis[trifluoromethylsulfonyl]imides 0.180 1.510 1.420 0.000 0.420 hexyl(trimethyl)ammonium 0.000 1.683 1.553 0.330 0.433 13 13 13 13 12 14 13 13 13 13 13 13 13 S5
mesitylene 3-benzyl-1-imidazolium bis[trifluoromethylsulfonyl]imides methoxyethyl(dimethyl)ethylammonium tris(pentafluoroethyl)trifluorophosphate N,N,N,N -tetrahexyl-n,n -dimethylguanadinium N,N,N,N -tetramethyl-n,n -dioctylguanadinium N,N,N,N -tetraoctyl-n,n -dimethylguanadinium N-hexyl-4-(N',N'-dimethylamino)pyridinium tris(pentafluoroethyl)trifluorophosphate N-hexylpyridinium tris(pentafluoroethyl)trifluorophosphate N-hydroxypropylpyridinium tris(pentafluoroethyl)trifluorophosphate poly(1-[4-vinylbenzyl]-3-[2- hydroxycyclohexyl]imidazolium) poly(1-allyl-3-[2-hydroxycyclohexyl]imidazolium) poly(1-butene-3-[2- hydroxycyclohexyl]imidazolium) poly(1-butene-3-[2- hydroxycyclohexyl]imidazolium) bromide poly(1-butene-3-[2- hydroxycyclohexyl]imidazolium) tetrafluoroborate poly(1-butene-3-[2- hydroxycyclohexyl]imidazolium) thiocyanate poly(1-octene-3-[2- hydroxycyclohexyl]imidazolium) poly(1-vinyl-3-hexadecylimidazolium) poly(1-vinyl-3-hexyl)imidazolium poly(1-vinyl-3-nonylimidazolium-co-di-1,9-[3- vinylimidazolium]nonane) poly(1-vinyl-3-octylimidazolium) bis(trifluoroethylsulfonyl)imide poly(1-vinyl-3-octylimidazolium) poly(1-vinyl-3-propylphenylimidazolium) poly(crotyltributyl)phosphonium poly(dimethylsiloxane-comethyl[ethylimidazolium-3-hexy])siloxane) poly(dimethylsiloxane-comethyl[ethylimidazolium-3-hexy])siloxane) 0.100 1.870 1.610 0.580 0.390 0.0 1.640 0.637 0.680 0.393-0.060 1.250 1.250 0.320 0.550-0.180 1.660 1.540 0.000 0.590-0.090 0.980 1.090 0.350 0.550 0.273 1.360 0.550 0.440 0.487 0.220 1.417 0.497 0.703 0.447 0.163 1.677 0.720 1.280 0.390-0.230 0.320 0.990 0.730 0.500-0.310 1.070 1.100 0.500 0.560-0.030 1.210 0.990 1.420 0.500-0.280 0.420 1.670 0.080 0.420-0.540 1.140 1.950 0.200 0.270 0.0 0.900 2.0 0.430 0.380-0.230 1.490 1.390 0.840 0.550-0.260 1.0 0.950 0.220 0.590-0.445 1.690 1.230 1.030 0.515 0.000 1.540 1.410 0.310 0.540-0.570 1.560 0.950 0.660 0.590-0.400 1.540 1.170 0.650 0.570-0.140 1.320 0.950 2.740 0.460-0.230 0.950 0.890 0.690 0.410 0.300 1.310 1.230 0.890 0.480 0.290 1.530 2.090 0.370 0.370 13 13 13 13 S6
hexafluorophosphate poly(dimethylsiloxane-comethyl[propylimidazolium-3-methyl)siloxane) (10% imidazolium monomer) 0.060 1.090 4.0 0.000 0.540 poly(dimethylsiloxane-comethyl[propylimidazolium-3-methyl)siloxane) (30% 0.000 1.770 1.620 0.310 0.460 imidazolium monomer) poly(dimethylsiloxane-comethyl[propylimidazolium-3-methyl)siloxane) 0.150 1.560 4.210 0.000 0.400 chloride (30% imidazolium monomer) poly(tributylvinylphosphonium) tetrakis(3,5- bis[trifluoromethyl]phenyl)borate -0.320 0.950 3.200 0.490 0.460 triethylamine 3-(2-hydroxyethyl)imidazolium bis[trifluoromethylsulfonyl]imides 0.220 0.450 0.700 0.000 0.570 triethylamine 3-benzylimidazolium bis[trifluoromethylsulfonyl]imides 0.000 1.100 1.370 0.300 0.460 triethylamine 3-butylimidazolium bis[trifluoromethylsulfonyl]imides 0.000 1.430 1.290 0.160 0.460 triethylamine 3-methylimidazolium bis[trifluoromethylsulfonyl]imides 0.000 1.580 1.510 0.310 0.450 trihexyl(tetradecyl)phosphonium tetrachloroferrate -0.227 1.350 1.097-0.020 0.637 trihexyl(tetradecyl)phosphonium tris(pentafluoroethyl)trifluorophosphate -0.310 1.300 0.450 0.270 0.620 tris(2-hexanamido)ethylamine 3-benzylimidazolium bis[trifluoromethylsulfonyl]imides 0.000 1.690 1.930 0.000 0.420 tris(2-hexanamido)ethylamine 3-butylimidazolium bis[trifluoromethylsulfonyl]imides 0.100 1.450 1.840 0.000 0.450 tris(2-hexanamido)ethylamine 3- methylimidazolium 0.160 2.100 2.500 0.170 0.370 bis[trifluoromethylsulfonyl]imides tris(2-hexanamido)ethylamine tri(npropyl)phosphonium 0.140 1.720 2.170 0.000 0.440 bis[trifluoromethylsulfonyl]imides [(Mim) 2 C 12 ] 2+ 2[FeCl 3 Br] 0.34 1.675 1.76 0.68 0.46 [(C 16 im) 2 C 4 ] 2+ 2[FeCl 3 Br] 0.055 1.36 1.535 0.515 0.65 [(C 16 BnIM) 2 C 12 ] 2+ [NTf 2, FeCl 3 Br] 2-0.07 1.395 1.395 0.455 0.61 [(C 10 im) 2 C 4 ] 2+ 2[FeCl 3 Br] 0.165 1.435 1.525 0.55 0.53 [(C 10 im) 2 C 4 ] 2+ 2[NTf 2 ] 0.025 1.525 1.51 0.39 0.54 [(C 10 im) 2 C 4 ] 2+ [NTf 2, FeCl 3 Br] 2 0.07 1.52 1.7 0.445 0.555 [(C 10 im) 2 C 10 ] 2+ 2[FeCl 4 ] 0 1.64 2 0.42 0.62 [(C 10 im) 2 C 10 ] 2+ 2[FeCl 3 Br] 0. 1.39 1.735 0.555 0.565 [(C 10 im) 2 C 10 ] 2+ 2[NTf 2 ] -0.04 1.585 1.67 0.145 0.54 [(C 10 im) 2 C 10 ] 2+ [NTf 2, FeCl 3 Br] 2-0.01 1.705 1.725 0.435 0.57 14 15 15 15 15 15 15 15 15 15 15 a LSER descriptor values at 101.2 C; b average LSER descriptors between 2 literatures. S7
Table S2. List of analytes investigated in this study with the corresponding LSER descriptor values. Various combinations of these compounds were selected as virtual test mixtures for simulated GC GC results. Compound set A (Model compounds available in LSER database 16, which may be observed in kerosene according E S A B V L to 17,18 ) hexyne 0.135 0.096 0.000 0.100 0.868 2.282 cyclopentene 0.389 0.255 0.000 0.161 0.662 2.501 isohexene 0.185 0.191 0.000 0.160 0.9 2.572 1,5-hexadiene 0.266 0.259 0.000 0.179 0.868 2.581 1,4-hexadiene 0.278 0.246 0.000 0.174 0.868 2.607 isohexane 0.5 0.099 0.000 0.096 0.954 2.613 1,3-hexadiene 0.319 0.339 0.000 0.166 0.868 2.617 hexene 0.184 0.195 0.000 0.155 0.9 2.663 n-hexane 0.134 0.100 0.000 0.098 0.954 2.763 heptyne 0.134 0.100 0.000 0.098 1.009 2.763 benzene 0.737 0.552 0.010 0.215 0.716 2.880 methylcyclopentene 0.399 0.243 0.010 0.173 0.802 2.986 cyclohexene 0.448 0.253 0.000 0.161 0.802 3.039 cyclohexane 0.418 0.179 0.000 0.099 0.845 3.049 isoheptene 0.183 0.194 0.000 0.171 1.052 3.085 isooctene 0.183 0.194 0.000 0.171 1.052 3.085 isoheptane 0.6 0.089 0.000 0.099 1.095 3.2 1,6-heptadiene 0.263 0.261 0.000 0.176 1.009 3.153 1,3-heptadiene 0.303 0.309 0.000 0.168 1.009 3.165 1,4-heptadiene 0.263 0.224 0.000 0.173 1.009 3.166 heptene 0.189 0.200 0.000 0.163 1.052 3.167 1,5-heptadiene 0.288 0.223 0.000 0.176 1.009 3.170 n-heptane 0.135 0.097 0.000 0.102 1.095 3.251 octyne 0.135 0.097 0.000 0.102 1.150 3.251 2,2,4-trimethylpentane 0.144 0.100 0.000 0.6 1.236 3.383 2,2,4-trimethylpentene 0.144 0.100 0.000 0.6 1.236 3.383 methylbenzene 0.708 0.596 0.000 0.223 0.857 3.418 methylcyclohexane 0.306 0.167 0.000 0.099 0.986 3.465 ethylcyclopentene 0.386 0.231 0.000 0.182 0.943 3.573 1,2,4-trimethylpentane 0.141 0.083 0.000 0.100 1.236 3.635 1,2,4-trimethylpentene 0.270 0.189 0.000 0.194 1.193 3.648 isooctane 0.129 0.094 0.000 0.102 1.236 3.656 octene 0.188 0.200 0.000 0.167 1.193 3.670 1,5-octadiene 0.267 0.217 0.000 0.172 1.150 3.698 1,6-octadiene 0.268 0.210 0.000 0.173 1.150 3.699 1,4-octadiene 0.255 0.244 0.000 0.174 1.150 3.7 S8
cycloheptene 0.428 0.255 0.000 0.176 0.943 3.712 1,2,3-trimethylpentane 0.145 0.086 0.000 0.103 1.236 3.713 1,2,3-trimethylpentene 0.261 0.181 0.000 0.192 1.193 3.721 1,7-octadiene 0.262 0.263 0.000 0.173 1.150 3.722 1,3-octadiene 0.297 0.352 0.000 0.167 1.150 3.725 1-methyl-4-methylcyclohexane 0.220 0.203 0.000 0.085 1.127 3.728 cycloheptane 0.412 0.173 0.000 0.101 0.986 3.746 n-octane 0.141 0.099 0.000 0.103 1.236 3.781 nonyne 0.141 0.099 0.000 0.103 1.291 3.781 1-methyl-3-methylcyclohexane 0.242 0.204 0.000 0.087 1.127 3.801 1-methyl-2-methylcyclohexane 0.261 0.203 0.000 0.082 1.127 3.808 1-methyl-1-methylcyclohexane 0.304 0.207 0.000 0.101 1.127 3.858 p-xylene 0.690 0.567 0.000 0.229 0.998 3.888 m-xylene 0.701 0.570 0.000 0.230 0.998 3.895 propylcyclopentene 0.367 0.218 0.000 0.188 1.084 3.909 ethylbenzene 0.721 0.593 0.000 0.235 0.998 3.925 ethylcyclohexane 0.319 0.158 0.000 0.107 1.127 3.932 o-xylene 0.716 0.588 0.000 0.230 0.998 3.959 methylcycloheptane 0.295 0.164 0.000 0.1 1.127 4.018 2,2,4-trimethylhexane 0.155 0.093 0.000 0.1 1.377 4.063 isononane 0.134 0.092 0.000 0.105 1.377 4.133 1,5-nonadiene 0.273 0.2 0.000 0.181 1.291 4.168 cyclooctene 0.466 0.263 0.000 0.180 1.084 4.168 1,2,3-trimethylhexane 0.154 0.094 0.000 0.7 1.377 4.171 1,6-nonadiene 0.265 0.209 0.000 0.184 1.291 4.174 1,2,3-trimethylhexene 0.268 0.163 0.000 0.193 1.334 4.176 1,4-nonadiene 0.262 0.212 0.000 0.181 1.291 4.191 1,2,4-trimethylhexane 0.148 0.091 0.000 0.109 1.377 4.193 1,3-nonadiene 0.299 0.305 0.000 0.178 1.291 4.193 1,2,4-trimethylhexene 0.270 0.186 0.000 0.197 1.334 4.195 nonene 0.204 0.200 0.000 0.170 1.334 4.221 cyclooctane 0.448 0.172 0.000 0.105 1.127 4.235 n-nonane 0.148 0.104 0.000 0.106 1.377 4.243 decyne 0.148 0.104 0.000 0.106 1.432 4.243 isopropylbenzene 0.725 0.585 0.000 0.240 1.139 4.318 1,1,2-trimethylcyclohexane 0.410 0.238 0.000 0.122 1.268 4.331 1-ethyl-4-methylcyclohexane 0.299 0.214 0.000 0.122 1.268 4.371 isopropylcyclohexane 0.341 0.174 0.000 0.136 1.268 4.383 isopropylcycloheptane 0.341 0.174 0.000 0.136 1.268 4.383 propylbenzene 0.719 0.616 0.000 0.249 1.139 4.386 1-ethyl-1-methylcyclohexane 0.378 0.202 0.000 0.128 1.268 4.407 1-methyl-4-ethylbenzene 0.728 0.565 0.000 0.253 1.139 4.408 1-ethyl-3-methylcyclohexane 0.301 0.215 0.000 0.127 1.268 4.409 S9
1-methyl-3-ethylbenzene 0.734 0.570 0.000 0.250 1.139 4.4 dimethylcycloheptane 0.329 0.156 0.000 0.137 1.268 4.414 1,2,4-trimethylcyclohexane 0.346 0.277 0.000 0.136 1.268 4.414 propylcyclohexane 0.346 0.193 0.000 0.143 1.268 4.421 butylcyclopentene 0.394 0.218 0.000 0.207 1.225 4.424 1,2,3-trimethylcyclohexane 0.418 0.275 0.000 0.135 1.268 4.427 1-ethyl-2-methylcyclohexane 0.334 0.203 0.000 0.123 1.268 4.431 propylcyclohexene 0.400 0.223 0.000 0.216 1.225 4.434 1-methyl-2-ethylbenzene 0.751 0.585 0.000 0.251 1.139 4.435 1,3,5-trimethylcyclohexane 0.332 0.278 0.000 0.125 1.268 4.456 ethylcycloheptane 0.337 0.166 0.000 0.127 1.268 4.459 1,2,4-trimethylbenzene 0.742 0.590 0.000 0.260 1.139 4.466 ethylcycloheptene 0.408 0.233 0.000 0.2 1.225 4.474 2,2,4-trimethylheptane 0.166 0.104 0.000 0.131 1.518 4.523 1,2,3-trimethylbenzene 0.762 0.613 0.000 0.259 1.139 4.525 methylcyclooctane 0.378 0.176 0.000 0.128 1.268 4.600 methylcyclooctene 0.441 0.250 0.000 0.206 1.225 4.642 1,5-decadiene 0.276 0.212 0.000 0.183 1.432 4.676 1,6-decadiene 0.276 0.209 0.000 0.190 1.432 4.676 1,3-decadiene 0.307 0.362 0.000 0.180 1.432 4.678 1,4-decadiene 0.272 0.217 0.000 0.187 1.432 4.691 indan 0.888 0.651 0.000 0.219 1.031 4.694 decene 0.208 0.216 0.000 0.167 1.475 4.706 isodecane 0.147 0.100 0.000 0.5 1.518 4.725 1,2,3-trimethylheptane 0.178 0.096 0.000 0.129 1.518 4.725 1,2,3-trimethylheptene 0.231 0.201 0.000 0.217 1.475 4.755 isopentylcyclopentene 0.394 0.218 0.000 0.209 1.366 4.799 1,2,4-trimethylheptane 0.169 0.101 0.000 0.129 1.518 4.800 n-decane 0.148 0.109 0.000 0.105 1.518 4.805 undecyne 0.148 0.109 0.000 0.105 1.573 4.805 1,2-dimethyl-4-ethylbenzene 0.737 0.586 0.000 0.261 1.280 4.809 1-methyl-4-propylcyclohexane 0.324 0.248 0.000 0.2 1.409 4.812 cyclononene 0.497 0.260 0.000 0.196 1.225 4.828 1,4-diethylbenzene 0.723 0.551 0.000 0.246 1.280 4.834 1,2-dimethyl-3-ethylbenzene 0.751 0.585 0.000 0.258 1.280 4.862 cyclononane 0.488 0.187 0.000 0.2 1.268 4.867 1-methyl-1-propylcyclohexane 0.4 0.220 0.000 0.128 1.409 4.881 1-methyl-2-propylbenzene 0.735 0.588 0.000 0.250 1.280 4.887 butylcyclohexane 0.389 0.205 0.000 0.122 1.409 4.889 1-methyl-2-propylcyclohexane 0.370 0.256 0.000 0.4 1.409 4.891 1-methyl-3-propylcyclohexane 0.333 0.244 0.000 0.109 1.409 4.892 1,2,4,5-tetramethylbenzene 0.746 0.595 0.000 0.257 1.280 4.894 isobutylcyclohexane 0.353 0.210 0.000 0.131 1.409 4.895 S10
1,2,3,4-tetramethylbenzene 0.766 0.604 0.000 0.259 1.280 4.900 1,3-diethylbenzene 0.719 0.553 0.000 0.244 1.280 4.902 butylcyclohexene 0.455 0.237 0.000 0.213 1.366 4.923 2,2,4-trimethyloctane 0.180 0.106 0.000 0.144 1.659 4.971 1,2-diethylbenzene 0.741 0.568 0.000 0.245 1.280 4.976 propylcycloheptene 0.428 0.240 0.000 0.213 1.366 4.980 decalin 0.537 0.284 0.000 0.063 1.300 5.160 ethylcyclooctane 0.370 0.176 0.000 0.7 1.409 5.164 ethylcyclooctene 0.472 0.218 0.000 0.194 1.366 5.166 1,6-undecadiene 0.268 0.224 0.000 0.194 1.573 5.183 1,5-undecadiene 0.264 0.264 0.000 0.195 1.573 5.184 1,4-undecadiene 0.262 0.264 0.000 0.199 1.573 5.188 1,3-undecadiene 0.303 0.390 0.000 0.197 1.573 5.190 isoundecane 0.155 0.103 0.000 0.120 1.659 5.201 undecene 0.2 0.229 0.000 0.174 1.616 5.208 2,2,4-trimethyloctene 0.254 0.207 0.000 0.221 1.616 5.230 1,2,3-trimethyl-5-ethylbenzene 0.777 0.616 0.000 0.273 1.421 5.284 n-undecane 0.152 0.4 0.000 0.105 1.659 5.303 dodecyne 0.152 0.4 0.000 0.105 1.713 5.303 1,2,3-trimethyl-4-ethylbenzene 0.791 0.633 0.000 0.271 1.421 5.353 methylcyclononane 0.412 0.193 0.000 0.8 1.409 5.358 methylcyclononene 0.461 0.269 0.000 0.209 1.366 5.364 cyclodecane 0.505 0.187 0.000 0.102 1.409 5.405 1-methyl-2-butylbenzene 0.740 0.632 0.000 0.257 1.421 5.421 1-methyl-2-butylcyclohexane 0.417 0.294 0.000 0.098 1.550 5.426 cyclodecene 0.5 0.267 0.000 0.186 1.366 5.433 pentylbenzene 0.740 0.660 0.000 0.256 1.421 5.435 isopentylcyclohexane 0.368 0.252 0.000 0.127 1.550 5.440 pentylcyclohexene 0.445 0.280 0.000 0.210 1.507 5.440 1-ethyl-4-propylcyclohexane 0.368 0.290 0.000 0.106 1.550 5.463 pentamethylbenzene 0.861 0.663 0.000 0.276 1.421 5.465 1-ethyl-2-propylbenzene 0.739 0.615 0.000 0.250 1.421 5.466 methylbutylcyclohexane 0.419 0.290 0.000 0.124 1.550 5.474 hexylcyclopentene 0.440 0.272 0.000 0.202 1.507 5.532 pentylcyclohexane 0.421 0.252 0.000 0.120 1.550 5.544 2-methylnaphthalene 1.304 0.810 0.000 0.250 1.226 5.617 butylcycloheptene 0.452 0.259 0.000 0.199 1.507 5.641 1-ethyl-2-propylcyclohexane 0.445 0.305 0.000 0.2 1.550 5.646 1,5-dodecadiene 0.283 0.242 0.000 0.188 1.713 5.665 1,6-dodecadiene 0.283 0.523 0.000 0.190 1.713 5.665 1,4-dodecadiene 0.278 0.288 0.000 0.207 1.713 5.673 butylcycloheptane 0.382 0.196 0.000 0.4 1.550 5.674 1,3-dodecadiene 0.317 0.356 0.000 0.189 1.713 5.690 S
dodecene 0.226 0.249 0.000 0.180 1.756 5.698 isododecane 0.174 0.121 0.000 0.123 1.799 5.718 methylcyclodecane 0.424 0.220 0.000 0.123 1.550 5.751 n-dodecane 0.171 0.129 0.000 0.108 1.799 5.777 tridecyne 0.171 0.129 0.000 0.108 1.854 5.777 cycloundecene 0.537 0.293 0.000 0.186 1.507 5.850 propylcyclooctene 0.464 0.265 0.000 0.201 1.507 5.861 cycloundecane 0.529 0.215 0.000 0.106 1.550 5.9 heptylcyclopentene 0.452 0.304 0.000 0.204 1.648 5.917 hexylcyclohexane 0.437 0.294 0.000 0.5 1.691 5.958 1-methyl-2-pentylbenzene 0.759 0.681 0.000 0.250 1.562 5.964 hexylcyclohexene 0.508 0.321 0.000 0.203 1.648 5.988 isohexylcyclohexane 0.398 0.340 0.000 0.109 1.691 5.992 1,6-tridecadiene 0.295 0.302 0.000 0.216 1.854 6.043 1,4-tridecadiene 0.293 0.265 0.000 0.193 1.854 6.050 1,3-tridecadiene 0.334 0.376 0.000 0.185 1.854 6.052 1,5-tridecadiene 0.296 0.308 0.000 0.213 1.854 6.053 methyldecalin 0.723 0.432 0.000 0.130 1.441 6.092 isotridecane 0.171 0.134 0.000 0.125 1.940 6.122 tridecene 0.266 0.221 0.000 0.185 1.897 6.124 1-methyl-3-pentylcyclohexane 0.414 0.329 0.000 0.100 1.691 6.137 cyclohexylbenzene 0.950 0.724 0.000 0.232 1.453 6.162 cyclododecene 0.557 0.309 0.000 0.180 1.648 6.166 1-methyl-1-pentylcyclohexane 0.474 0.305 0.000 0.6 1.691 6.241 1-propyl-2-propylbenzene 0.782 0.658 0.000 0.251 1.562 6.248 1-ethyl-2-butylbenzene 0.765 0.662 0.000 0.247 1.562 6.251 cyclododecane 0.552 0.237 0.000 0.097 1.691 6.264 1-methyl-2-pentylcyclohexane 0.447 0.336 0.000 0.100 1.691 6.264 n-tridecane 0.187 0.146 0.000 0.109 1.940 6.293 tetradecyne 0.187 0.146 0.000 0.109 1.995 6.293 1,2,4-triethylbenzene 0.814 0.665 0.000 0.264 1.562 6.370 1-ethyl-3-butylcyclohexane 0.423 0.344 0.000 0.109 1.691 6.374 ethylbutylcyclohexane 0.493 0.352 0.000 0.4 1.691 6.401 1,2,4-triethylcyclohexane 0.532 0.440 0.000 0.127 1.691 6.440 butylcyclooctane 0.410 0.226 0.000 0.5 1.691 6.465 1,2,3-triethylbenzene 0.859 0.680 0.000 0.261 1.562 6.484 ethylcyclodecane 0.430 0.237 0.000 0.1 1.691 6.574 1,3-tetradecadiene 0.343 0.471 0.000 0.230 1.995 6.607 1,4-tetradecadiene 0.322 0.393 0.000 0.232 1.995 6.609 1,6-tetradecadiene 0.297 0.310 0.000 0.236 1.995 6.610 1,5-tetradecadiene 0.300 0.315 0.000 0.233 1.995 6.610 octylcyclopentene 0.480 0.369 0.000 0.192 1.789 6.620 tetradecene 0.247 0.268 0.000 0.223 2.038 6.655 S12
isotetradecane 0.183 0.140 0.000 0.122 2.081 6.664 heptylcyclohexene 0.505 0.377 0.000 0.191 1.789 6.683 heptylcyclohexane 0.443 0.344 0.000 0.6 1.832 6.707 n-tetradecane 0.199 0.144 0.000 0.106 2.081 6.744 pentadecyne 0.199 0.144 0.000 0.106 2.136 6.744 1,5-pentadecadiene 0.199 0.144 0.000 0.106 2.136 6.744 1,6-pentadecadiene 0.199 0.144 0.000 0.106 2.136 6.744 1,2,3-triethylcyclohexane 0.601 0.434 0.000 0.132 1.691 6.754 1-methyl-4-hexylcyclohexane 0.392 0.366 0.000 0.097 1.832 6.851 1-ethyl-2-pentylbenzene 0.808 0.707 0.000 0.246 1.703 6.852 1-propyl-2-butylbenzene 0.822 0.707 0.000 0.246 1.703 6.859 cyclotridecane 0.565 0.269 0.000 0.097 1.832 6.912 cyclotridecene 0.568 0.334 0.000 0.181 1.789 6.945 methylhexylcyclohexane 0.470 0.379 0.000 0.5 1.832 6.974 ethyldecalin 0.933 0.483 0.000 0.130 1.582 6.974 hexamethylbenzene 0.969 0.7 0.000 0.318 1.562 7.092 nonylcyclopentene 0.509 0.386 0.000 0.191 1.930 7.253 ethylpentylcyclohexane 0.523 0.381 0.000 0.7 1.832 7.306 1,4-pentadecadiene 0.3 0.297 0.000 0.203 2.136 7.337 1,3-pentadecadiene 0.349 0.512 0.000 0.240 2.136 7.351 propylbutylcyclohexane 0.551 0.379 0.000 0.3 1.832 7.362 octylcyclohexane 0.479 0.367 0.000 0.120 1.973 7.393 pentadecene 0.261 0.304 0.000 0.230 2.179 7.458 isopentadecane 0.201 0.170 0.000 0.7 2.222 7.515 propyldecalin 1.047 0.607 0.000 0.131 1.723 7.563 octylcyclohexene 0.534 0.391 0.000 0.183 1.930 7.570 1-ethyl-2-hexylbenzene 0.867 0.736 0.000 0.250 1.844 7.576 n-pentadecane 0.204 0.169 0.000 0.094 2.222 7.591 hexadecyne 0.204 0.169 0.000 0.094 2.277 7.591 1-propyl-2-pentylbenzene 0.897 0.762 0.000 0.247 1.844 7.620 1-butyl-2-butylbenzene 0.901 0.763 0.000 0.245 1.844 7.634 cyclotetradecene 0.585 0.355 0.000 0.168 1.930 7.743 methylheptylcyclohexane 0.540 0.419 0.000 0.124 1.973 7.809 decylcyclopentene 0.526 0.432 0.000 0.189 2.071 7.8 1,2,4,5-tetraethylbenzene 1.083 0.819 0.000 0.235 1.844 7.818 1,2,3,4-tetraethylbenzene 1.109 0.822 0.000 0.232 1.844 7.838 hexylcyclooctene 0.545 0.333 0.000 0.185 1.930 7.841 cyclotetradecane 0.577 0.291 0.000 0.103 1.973 7.847 hexadecene 0.276 0.312 0.000 0.216 2.320 8.093 isohexadecane 0.217 0.176 0.000 0.105 2.363 8.132 cyclopentadecene 0.590 0.367 0.000 0.163 2.071 8.172 n-hexadecane 0.217 0.175 0.000 0.092 2.363 8.174 heptadecyne 0.217 0.175 0.000 0.092 2.418 8.174 S13
nonylcyclohexene 0.554 0.459 0.000 0.188 2.071 8.230 cyclopentadecane 0.594 0.306 0.000 0.105 2.4 8.287 octylcycloheptane 0.439 0.279 0.000 0.2 2.4 8.346 S14
Compound set B (Model compounds available in LSER database 16, which were observed in polychlorinated E S A B V L biphenyls, PCB, according to 19 ) 2,4,6-trichlorobiphenyl 1.800 1.225 0.000 0.134 1.691 7.604 2,2,3,5-tetrachlorobiphenyl 1.931 1.305 0.000 0.067 1.814 8.200 2,3,3,4-tetrachlorobiphenyl 1.896 1.496 0.000 0.065 1.814 8.712 2,3,3,5 -tetrachlorobiphenyl 1.898 1.470 0.000 0.064 1.814 8.545 2,3,4,5-tetrachlorobiphenyl 1.898 1.479 0.000 0.065 1.814 8.704 2,3,3,4,6-pentachlorobiphenyl 2.070 1.452 0.000 0.066 1.936 8.939 2,3,3,5,6-pentachlorobiphenyl 2.078 1.459 0.000 0.066 1.936 8.866 2,3,4,5,5 -pentachlorobiphenyl 2.013 1.616 0.000 0.064 1.936 9.089 2,3,3,4,5,5 -hexachlorobiphenyl 2.168 1.730 0.000 0.063 2.059 9.865 2,2,3,4,5,6,6 -heptachlorobiphenyl 2.454 1.497 0.000 0.063 2.181 9.892 2,3,3,4,5,5,6-heptachlorobiphenyl 2.367 1.690 0.000 0.000 2.181 10.124 2,2,3,3,4,5,5,6-octachlorobiphenyl 2.589 1.707 0.000 0.070 2.303 10.555 3,3,5-trichlorobiphenyl 1.758 1.452 0.000 0.133 1.691 8.151 2,3,5,5 -tetrachlorobiphenyl 1.895 1.453 0.000 0.063 1.814 8.453 3,3,4,5-tetrachlorobiphenyl 1.866 1.620 0.000 0.065 1.814 8.937 3,3,4,5 -tetrachlorobiphenyl 1.857 1.630 0.000 0.063 1.814 8.853 2,2,3,4,6 -pentachlorobiphenyl 2.100 1.403 0.000 0.064 1.936 8.925 2,2,3,6,6 -pentachlorobiphenyl 2.134 1.271 0.000 0.062 1.936 8.529 2,2,3,4,6-pentachlorobiphenyl 2.2 1.365 0.000 0.066 1.936 8.655 2,3,3,4,5-pentachlorobiphenyl 2.035 1.579 0.000 0.064 1.936 9.245 2,3,3,4,5 -pentachlorobiphenyl 2.026 1.635 0.000 0.066 1.936 9.275 2,2,3,5,6,6 -hexachlorobiphenyl 2.301 1.352 0.000 0.060 2.059 9.049 2,3,4,4,5,6-hexachlorobiphenyl 2.221 1.6 0.000 0.061 2.059 9.823 2,2,3,4,4,5,6 -heptachlorobiphenyl 2.413 1.617 0.000 0.066 2.181 9.982 2,2,3,4,4,6,6 -heptachlorobiphenyl 2.455 1.490 0.000 0.067 2.181 9.647 2,2,3,4,4,5,6,6 -octachlorobiphenyl 2.625 1.579 0.000 0.072 2.303 10.235 3,3 -dichlorobiphenyl 1.614 1.322 0.000 0.196 1.569 7.507 2,3,4-trichlorobiphenyl 1.782 1.365 0.000 0.138 1.691 7.974 3,4,5-trichlorobiphenyl 1.759 1.456 0.000 0.138 1.691 8.163 2,2,4,6-tetrachlorobiphenyl 1.959 1.247 0.000 0.067 1.814 8.036 2,3,3,5-tetrachlorobiphenyl 1.901 1.432 0.000 0.067 1.814 8.454 2,3,4,5-tetrachlorobiphenyl 1.902 1.453 0.000 0.082 1.814 8.646 2,3,5,6-tetrachlorobiphenyl 1.929 1.336 0.000 0.084 1.814 8.349 2,2,3,4,5-pentachlorobiphenyl 2.064 1.469 0.000 0.066 1.936 9.031 2,2,4,5,6 -pentachlorobiphenyl 2.4 1.367 0.000 0.066 1.936 8.714 2,3,3,5,6-pentachlorobiphenyl 2.068 1.459 0.000 0.066 1.936 8.874 3,3,4,4,5-pentachlorobiphenyl 1.983 1.780 0.000 0.062 1.936 9.664 3,3,4,5,5 -pentachlorobiphenyl 1.987 1.771 0.000 0.062 1.936 9.508 2,2,3,3,5,5 -hexachlorobiphenyl 2.215 1.569 0.000 0.069 2.059 9.447 S15
2,2,3,4,4,6-hexachlorobiphenyl 2.270 1.504 0.000 0.060 2.059 9.377 2,2,3,4,6,6 -hexachlorobiphenyl 2.297 1.381 0.000 0.058 2.059 9.053 2,3,3,4,5,6-hexachlorobiphenyl 2.222 1.551 0.000 0.064 2.059 9.382 3,3,4,4,5,5 -hexachlorobiphenyl 2.129 1.899 0.000 0.061 2.059 10.434 2,2,3,4,4,5,6-heptachlorobiphenyl 2.405 1.632 0.000 0.066 2.181 10.074 3,4-dichlorobiphenyl 1.624 1.326 0.000 0.194 1.569 7.480 2,3,4-trichlorobiphenyl 1.774 1.353 0.000 0.138 1.691 8.092 2,2,4,5 -tetrachlorobiphenyl 1.915 1.347 0.000 0.062 1.814 8.323 2,3,3,6-tetrachlorobiphenyl 1.928 1.325 0.000 0.064 1.814 8.293 2,3,4,5-tetrachlorobiphenyl 1.890 1.462 0.000 0.066 1.814 8.521 2,3,4,6-tetrachlorobiphenyl 1.924 1.358 0.000 0.070 1.814 8.382 3,3,4,4 -tetrachlorobiphenyl 1.855 1.658 0.000 0.072 1.814 9.079 2,2,3,4,4 -pentachlorobiphenyl 2.054 1.539 0.000 0.063 1.936 9.159 2,2,3,4,6-pentachlorobiphenyl 2.2 1.374 0.000 0.066 1.936 8.716 2,2,3,4,5-pentachlorobiphenyl 2.062 1.478 0.000 0.063 1.936 9.089 2,2,4,6,6 -pentachlorobiphenyl 2.132 1.285 0.000 0.066 1.936 8.432 2,3,4,4,5-pentachlorobiphenyl 2.025 1.628 0.000 0.062 1.936 9.328 2,3,4,4,5-pentachlorobiphenyl 2.0 1.660 0.000 0.066 1.936 9.359 2,2,3,3,4,5-hexachlorobiphenyl 2.208 1.610 0.000 0.061 2.059 9.845 2,2,3,4,4,5-hexachlorobiphenyl 2.205 1.608 0.000 0.060 2.059 9.759 2,3,3,4,4,5-hexachlorobiphenyl 2.149 1.772 0.000 0.063 2.059 10.163 2,3,4,4,5,5 -hexachlorobiphenyl 2.144 1.783 0.000 0.064 2.059 10.079 2,2,3,3,4,6,6 -heptachlorobiphenyl 2.457 1.495 0.000 0.064 2.181 9.736 2,2,3,4,5,5,6-heptachlorobiphenyl 2.424 1.593 0.000 0.066 2.181 9.933 2,3,3,4,4,5,5 -heptachlorobiphenyl 2.304 1.849 0.000 0.063 2.181 10.747 2,3,5-trichlorobiphenyl 1.789 1.296 0.000 0.132 1.691 7.712 3,4,5-trichlorobiphenyl 1.752 1.459 0.000 0.140 1.691 8.169 2,3,4,6-tetrachlorobiphenyl 1.927 1.344 0.000 0.078 1.814 8.353 2,3,4,5 -tetrachlorobiphenyl 1.886 1.478 0.000 0.063 1.814 8.468 3,3,5,5 -tetrachlorobiphenyl 1.874 1.591 0.000 0.065 1.814 8.701 2,2,3,4,6-pentachlorobiphenyl 2.108 1.375 0.000 0.066 1.936 8.649 2,2,3,5,6 -pentachlorobiphenyl 2.9 1.338 0.000 0.066 1.936 8.617 2,3,3,5,5 -pentachlorobiphenyl 2.027 1.577 0.000 0.067 1.936 9.018 2,3,4,5,6-pentachlorobiphenyl 2.079 1.463 0.000 0.078 1.936 9.003 2,3,4,5,6-pentachlorobiphenyl 2.075 1.435 0.000 0.068 1.936 8.747 2,3,4,5,6 -pentachlorobiphenyl 2.067 1.473 0.000 0.063 1.936 9.101 2,2,3,4,4,6 -hexachlorobiphenyl 2.259 1.536 0.000 0.060 2.059 9.429 2,2,3,4,5,6-hexachlorobiphenyl 2.268 1.488 0.000 0.059 2.059 9.390 2,2,3,4,5,6 -hexachlorobiphenyl 2.264 1.497 0.000 0.058 2.059 9.483 2,2,3,4,5,6 -hexachlorobiphenyl 2.268 1.462 0.000 0.070 2.059 9.091 2,2,3,4,6,6 -hexachlorobiphenyl 2.297 1.380 0.000 0.061 2.059 9.008 2,2,4,4,6,6 -hexachlorobiphenyl 2.291 1.401 0.000 0.070 2.059 8.950 2,3,3,4,5,6-hexachlorobiphenyl 2.207 1.614 0.000 0.060 2.059 9.750 S16
2,3,3,4,5,5 -hexachlorobiphenyl 2.152 1.768 0.000 0.063 2.059 9.987 2,3,4,4,5,6-hexachlorobiphenyl 2.233 1.529 0.000 0.063 2.059 9.671 2,2,3,4,5,6,6 -heptachlorobiphenyl 2.461 1.453 0.000 0.071 2.181 9.547 3,4 -dichlorobiphenyl 1.605 1.322 0.000 0.198 1.569 7.575 3,5-dichlorobiphenyl 1.615 1.298 0.000 0.196 1.569 7.420 3,3,4-trichlorobiphenyl 1.748 1.470 0.000 0.135 1.691 8.309 2,2,4,6 -tetrachlorobiphenyl 1.952 1.273 0.000 0.065 1.814 8.154 2,2,5,6 -tetrachlorobiphenyl 1.962 1.227 0.000 0.062 1.814 8.058 2,2,6,6 -tetrachlorobiphenyl 1.972 1.181 0.000 0.063 1.814 8.020 2,3,5,6-tetrachlorobiphenyl 1.928 1.319 0.000 0.062 1.814 8.258 2,4,4,6-tetrachlorobiphenyl 1.921 1.369 0.000 0.064 1.814 8.309 3,4,4,5-tetrachlorobiphenyl 1.859 1.625 0.000 0.065 1.814 8.978 2,2,3,4,5-pentachlorobiphenyl 2.064 1.449 0.000 0.068 1.936 8.903 2,2,4,4,6-pentachlorobiphenyl 2.109 1.388 0.000 0.064 1.936 8.639 2,3,4,5,6-pentachlorobiphenyl 2.067 1.464 0.000 0.067 1.936 8.968 2,3,3,4,5-pentachlorobiphenyl 2.030 1.653 0.000 0.062 1.936 9.440 2,3,4,5,5 -pentachlorobiphenyl 2.018 1.626 0.000 0.062 1.936 9.302 2,2,3,3,4,5 -hexachlorobiphenyl 2.203 1.613 0.000 0.060 2.059 9.735 2,2,4,4,5,6 -hexachlorobiphenyl 2.256 1.489 0.000 0.070 2.059 9.222 2,3,3,4,5,6-hexachlorobiphenyl 2.207 1.614 0.000 0.060 2.059 9.750 2,3,3,5,5,6-hexachlorobiphenyl 2.228 1.581 0.000 0.060 2.059 9.449 2,2,3,3,4,5,6-heptachlorobiphenyl 2.424 1.591 0.000 0.066 2.181 9.861 2,2,3,3,4,5,6,6 -octachlorobiphenyl 2.615 1.589 0.000 0.071 2.303 10.457 2,2,3,3,4,5,6,6 -octachlorobiphenyl 2.623 1.565 0.000 0.070 2.303 10.323 2,2,3,3,5,5,6,6 -octachlorobiphenyl 2.622 1.557 0.000 0.074 2.303 10.273 4,4 -dichlorobiphenyl 1.591 1.332 0.000 0.199 1.569 7.706 2,3,3 -trichlorobiphenyl 1.782 1.342 0.000 0.135 1.691 8.008 2,3,6-trichlorobiphenyl 1.805 1.217 0.000 0.125 1.691 7.683 2,4,5-trichlorobiphenyl 1.783 1.334 0.000 0.138 1.691 7.815 2,3,5-trichlorobiphenyl 1.780 1.334 0.000 0.130 1.691 7.861 2,2,3,3 -tetrachlorobiphenyl 1.927 1.365 0.000 0.066 1.814 8.531 2,2,3,4 -tetrachlorobiphenyl 1.927 1.346 0.000 0.065 1.814 8.389 2,2,4,4 -tetrachlorobiphenyl 1.913 1.395 0.000 0.063 1.814 8.370 2,3,4,6-tetrachlorobiphenyl 1.927 1.319 0.000 0.064 1.814 8.227 2,2,3,5,5 -pentachlorobiphenyl 2.071 1.434 0.000 0.070 1.936 8.851 2,2,3,5,6-pentachlorobiphenyl 2.9 1.342 0.000 0.065 1.936 8.588 2,2,4,5,5 -pentachlorobiphenyl 2.063 1.456 0.000 0.069 1.936 9.138 2,3,3,4,4 -pentachlorobiphenyl 2.015 1.688 0.000 0.062 1.936 9.548 2,3,4,4,5-pentachlorobiphenyl 2.0 1.659 0.000 0.062 1.936 9.376 2,3,4,4,6-pentachlorobiphenyl 2.062 1.489 0.000 0.066 1.936 8.997 2,2,3,3,4,4 -hexachlorobiphenyl 2.194 1.670 0.000 0.061 2.059 10.052 2,2,3,3,5,6-hexachlorobiphenyl 2.270 1.480 0.000 0.061 2.059 9.374 2,2,3,3,6,6 -hexachlorobiphenyl 2.295 1.365 0.000 0.062 2.059 9.150 S17
2,2,3,4,5,6-hexachlorobiphenyl 2.276 1.473 0.000 0.060 2.059 9.186 2,2,3,5,5,6-hexachlorobiphenyl 2.275 1.453 0.000 0.067 2.059 9.176 2,3,3,4,4,5 -hexachlorobiphenyl 2.146 1.810 0.000 0.064 2.059 10.220 2,3,3,4,4,6-hexachlorobiphenyl 2.198 1.638 0.000 0.063 2.059 9.791 2,3,3,4,4,5,6-heptachlorobiphenyl 2.350 1.743 0.000 0.066 2.181 10.464 2,3,3,4,4,5,6-heptachlorobiphenyl 2.351 1.745 0.000 0.064 2.181 10.426 2,2,3,3,4,4,5,6,6 -nonachlorobiphenyl 2.779 1.690 0.000 0.091 2.598.052 2,2,3,3,4,5,5,6,6 -nonachlorobiphenyl 2.777 1.673 0.000 0.088 2.598.004 2,2,3,3,4,4,5,5,6,6 -decachlorobiphenyl 2.817 1.609 0.000 0.173 2.806.891 2,3-dichlorobiphenyl 1.656 1.231 0.000 0.192 1.569 7.267 2,4-dichlorobiphenyl 1.653 1.231 0.000 0.194 1.569 7.242 2,6-dichlorobiphenyl 1.670 1.148 0.000 0.192 1.569 7.101 2,2,4-trichlorobiphenyl 1.801 1.247 0.000 0.129 1.691 7.709 2,3,6-trichlorobiphenyl 1.814 1.221 0.000 0.130 1.691 7.650 2,3,5-trichlorobiphenyl 1.780 1.341 0.000 0.135 1.691 7.890 2,4,5-trichlorobiphenyl 1.778 1.358 0.000 0.138 1.691 7.990 2,4,6-trichlorobiphenyl 1.801 1.265 0.000 0.128 1.691 7.863 3,4,4 -trichlorobiphenyl 1.746 1.463 0.000 0.136 1.691 8.345 2,2,3,4-tetrachlorobiphenyl 1.924 1.378 0.000 0.068 1.814 8.5 2,2,3,6-tetrachlorobiphenyl 1.963 1.237 0.000 0.073 1.814 8.093 2,2,3,6 -tetrachlorobiphenyl 1.961 1.245 0.000 0.062 1.814 8.173 2,2,4,5-tetrachlorobiphenyl 1.925 1.326 0.000 0.069 1.814 8.307 2,3,4,4 -tetrachlorobiphenyl 1.889 1.518 0.000 0.065 1.814 8.800 2,3,4,5-tetrachlorobiphenyl 1.883 1.518 0.000 0.064 1.814 8.685 2,2,3,3,5-pentachlorobiphenyl 2.067 1.451 0.000 0.069 1.936 8.973 2,2,3,3,6-pentachlorobiphenyl 2.2 1.369 0.000 0.066 1.936 8.806 2,2,3,5,6-pentachlorobiphenyl 2.5 1.352 0.000 0.070 1.936 8.666 2,2,4,5,6-pentachlorobiphenyl 2.4 1.346 0.000 0.074 1.936 8.537 2,3,3,4,5-pentachlorobiphenyl 2.016 1.655 0.000 0.063 1.936 9.319 2,3,4,4,6-pentachlorobiphenyl 2.062 1.488 0.000 0.064 1.936 8.967 2,2,3,3,4,6-hexachlorobiphenyl 2.267 1.496 0.000 0.061 2.059 9.407 2,2,3,3,4,6 -hexachlorobiphenyl 2.263 1.526 0.000 0.061 2.059 9.604 2,2,3,3,5,6 -hexachlorobiphenyl 2.275 1.479 0.000 0.062 2.059 9.274 2,2,3,4,5,5 -hexachlorobiphenyl 2.2 1.594 0.000 0.060 2.059 9.656 2,2,3,4,5,6-hexachlorobiphenyl 2.267 1.501 0.000 0.060 2.059 9.407 2,3,3,4,5,6-hexachlorobiphenyl 2.203 1.634 0.000 0.063 2.059 9.836 2,2,3,3,4,4,5-heptachlorobiphenyl 2.342 1.763 0.000 0.066 2.181 10.593 2,2,3,3,4,4,6-heptachlorobiphenyl 2.362 1.733 0.000 0.066 2.181 10.184 2,2,3,3,4,5,5 -heptachlorobiphenyl 2.348 1.729 0.000 0.066 2.181 10.322 2,2,3,3,5,5,6-heptachlorobiphenyl 2.427 1.576 0.000 0.075 2.181 9.827 2,2,3,4,4,5,6-heptachlorobiphenyl 2.416 1.615 0.000 0.066 2.181 9.975 2,3,3,4,5,5,6-heptachlorobiphenyl 2.349 1.745 0.000 0.063 2.181 10.409 2,2',3,3',4,4',5,6'-octachlorobiphenyl 2.571 1.743 0.000 0.070 2.303 10.701 S18
2,2,3,3,4,4,6,6 -octachlorobiphenyl 2.614 1.595 0.000 0.071 2.303 10.333 2,3,3,4,4,5,5,6-octachlorobiphenyl 2.498 1.839 0.000 0.071 2.303.082 2-chlorobiphenyl 1.495 1.122 0.000 0.254 1.447 6.801 3-chlorobiphenyl 1.450 1.136 0.000 0.262 1.447 6.998 4-chlorobiphenyl 1.374 1.060 0.000 0.270 1.447 7.025 2,2 -dichlorobiphenyl 1.669 1.157 0.000 0.194 1.569 7.078 2,3 -dichlorobiphenyl 1.653 1.236 0.000 0.194 1.569 7.269 2,4 -dichlorobiphenyl 1.639 1.261 0.000 0.194 1.569 7.347 2,5-dichlorobiphenyl 1.661 1.2 0.000 0.194 1.569 7.338 2,2,3-trichlorobiphenyl 1.802 1.236 0.000 0.134 1.691 7.731 2,2,5-trichlorobiphenyl 1.796 1.216 0.000 0.134 1.691 7.639 2,2,6-trichlorobiphenyl 1.828 1.159 0.000 0.129 1.691 7.584 2,3,4 -trichlorobiphenyl 1.774 1.349 0.000 0.135 1.691 8.087 2,3,4-trichlorobiphenyl 1.776 1.358 0.000 0.128 1.691 7.970 2,4,4 -trichlorobiphenyl 1.773 1.387 0.000 0.138 1.691 8.250 2,2,3,5 -tetrachlorobiphenyl 1.925 1.325 0.000 0.066 1.814 8.354 2,2,5,5 -tetrachlorobiphenyl 1.924 1.329 0.000 0.067 1.814 8.451 2,3,3,4 -tetrachlorobiphenyl 1.884 1.521 0.000 0.065 1.814 8.837 2,3,4,4 -tetrachlorobiphenyl 1.867 1.581 0.000 0.063 1.814 8.768 2,3,4,5-tetrachlorobiphenyl 1.888 1.472 0.000 0.063 1.814 8.543 2,3,4,6-tetrachlorobiphenyl 1.926 1.357 0.000 0.063 1.814 8.497 2,4,4,5-tetrachlorobiphenyl 1.885 1.495 0.000 0.063 1.814 8.612 2,2,3,3,4-pentachlorobiphenyl 2.058 1.517 0.000 0.064 1.936 9.233 2,2,3,4,5 -pentachlorobiphenyl 2.062 1.473 0.000 0.063 1.936 9.100 2,2,4,4,5-pentachlorobiphenyl 2.054 1.497 0.000 0.063 1.936 9.013 2,3,3,4,6-pentachlorobiphenyl 2.059 1.516 0.000 0.063 1.936 9.160 2,2,3,4,4,5 -hexachlorobiphenyl 2.195 1.643 0.000 0.063 2.059 10.067 2,2,3,4,5,5 -hexachlorobiphenyl 2.207 1.581 0.000 0.066 2.059 9.554 2,2,3,4,5,6-hexachlorobiphenyl 2.273 1.488 0.000 0.060 2.059 9.267 2,2,4,4,5,5 -hexachlorobiphenyl 2.189 1.608 0.000 0.066 2.059 9.970 2,2,3,3,4,5,6-heptachlorobiphenyl 2.369 1.698 0.000 0.066 2.181 10.201 2,2,3,3,4,5,6 -heptachlorobiphenyl 2.419 1.620 0.000 0.066 2.181 10.142 2,2,3,3,4,5,6-heptachlorobiphenyl 2.419 1.630 0.000 0.066 2.181 10.8 2,2,3,3,5,6,6 -heptachlorobiphenyl 2.458 1.464 0.000 0.064 2.181 9.662 2,2,3,4,4,5,5 -heptachlorobiphenyl 2.346 1.737 0.000 0.065 2.181 10.639 2,2,3,4,5,5,6-heptachlorobiphenyl 2.421 1.601 0.000 0.067 2.181 9.925 2,2,3,3,4,4,5,5 -octachlorobiphenyl 2.496 1.838 0.000 0.071 2.303.137 2,2,3,3,4,4,5,6-octachlorobiphenyl 2.572 1.758 0.000 0.071 2.303 10.852 2,2,3,3,4,5,5,6 -octachlorobiphenyl 2.580 1.729 0.000 0.071 2.303 10.652 2,2,3,4,4,5,5,6-octachlorobiphenyl 2.580 1.733 0.000 0.070 2.303 10.639 2,2,3,3,4,4,5,5,6-nonachlorobiphenyl 2.764 1.816 0.000 0.091 2.598.353 S19
Compound set C (Model compounds available in LSER database 16, which were observed in gasoline according to 20 ) E S A B V L benzene 0.737 0.552 0.010 0.215 0.716 2.880 toluene 0.708 0.596 0.000 0.223 0.857 3.418 ethylbenzene 0.721 0.593 0.000 0.235 0.998 3.925 p-xylene 0.690 0.567 0.000 0.229 0.998 3.888 m-xylene 0.701 0.570 0.000 0.230 0.998 3.895 o-xylene 0.716 0.588 0.000 0.230 0.998 3.959 1-methylethylbenzene 0.725 0.585 0.000 0.240 1.139 4.318 propylbenzene 0.719 0.616 0.000 0.249 1.139 4.386 1-ethyl-3-methylbenzene 0.734 0.570 0.000 0.250 1.139 4.4 1-ethyl-4-methylbenzene 0.728 0.565 0.000 0.253 1.139 4.408 1,3,5-trimethylbenzene 0.732 0.578 0.000 0.258 1.139 4.434 1-ethyl-2-methylbenzene 0.751 0.585 0.000 0.251 1.139 4.435 1,2,4-trimethylbenzene 0.742 0.590 0.000 0.260 1.139 4.466 1,2,3-trimethylbenzene 0.762 0.613 0.000 0.259 1.139 4.525 indane 0.888 0.651 0.000 0.219 1.031 4.694 sec-butylbenzene 0.729 0.626 0.000 0.246 1.280 4.914 isobutylbenzene 0.722 0.600 0.000 0.246 1.280 4.891 1-methyl-3-(1-methylethyl)benzene 0.768 0.607 0.000 0.272 1.562 6.039 1-methyl-4-(1-methylethyl)benzene 0.715 0.538 0.000 0.254 1.280 4.769 1,3-diethylbenzene 0.719 0.553 0.000 0.244 1.280 4.902 1,4-diethylbenzene 0.723 0.551 0.000 0.246 1.280 4.834 1-methyl-4-propylbenzene 0.728 0.577 0.000 0.249 1.280 4.840 butylbenzene 0.737 0.635 0.000 0.250 1.280 4.890 1-ethyl-2,4-dimethylbenzene 0.743 0.574 0.000 0.261 1.280 4.863 1,2-diethylbenzene 0.741 0.568 0.000 0.245 1.280 4.976 1-methyl-2-propylbenzene 0.735 0.588 0.000 0.250 1.280 4.887 4-ethyl-1,2-dimethylbenzene 0.737 0.586 0.000 0.261 1.280 4.809 2-ethyl-1,4-dimethylbenzene 0.744 0.583 0.000 0.261 1.280 4.879 (E)-(1-methyl-1-propenyl)benzene 0.879 0.768 0.000 0.259 1.237 4.946 1-ethenyl-4-ethylbenzene 0.867 0.790 0.000 0.263 1.237 4.888 2-ethyl-1,3-dimethylbenzene 0.759 0.594 0.000 0.256 1.280 4.926 1,2,3,5-tetramethylbenzene 0.757 0.581 0.000 0.256 1.280 4.890 1,2,3,4-tetramethylbenzene 0.766 0.604 0.000 0.259 1.280 4.900 2,3-dihydro-4-methyl-1H-indene 0.958 0.670 0.010 0.239 1.171 5.244 2,3-dihydro-5-methyl-1H-indene 0.930 0.676 0.000 0.236 1.171 5.176 1,2,4,5-tetramethylbenzene 0.746 0.595 0.000 0.257 1.280 4.894 1,3-diethyl-5-methylbenzene 0.746 0.618 0.000 0.268 1.421 5.538 1-methyl-4-(2-methylpropyl)benzene 0.733 0.564 0.000 0.257 1.421 5.398 1,1-dimethylpropylbenzene 0.755 0.643 0.000 0.253 1.421 5.180 S20
1,4-diethyl-2-methylbenzene 0.744 0.595 0.000 0.259 1.421 5.509 1-methyl-4-(1-methylpropyl)benzene 0.742 0.602 0.000 0.266 1.421 5.431 1-methylbutylbenzene 0.736 0.698 0.000 0.261 1.421 5.416 1-ethyl-3-(1-methylethyl)-benzene 0.734 0.573 0.000 0.262 1.421 5.446 1-ethylpropylbenzene 0.756 0.693 0.000 0.255 1.421 5.442 pentylbenzene 0.740 0.660 0.000 0.256 1.421 5.435 2,3-dihydro-2,2-dimethyl-1H-indene, 0.995 0.677 0.000 0.220 1.312 5.551 2,3-dihydro-1,6-dimethyl-1H-indene 1.080 0.681 0.000 0.248 1.312 5.705 1-ethyl-2,4,5-trimethylbenzene 0.776 0.630 0.000 0.270 1.421 5.312 2,4-dimethyl-1-(1-methylethyl)-benzene 0.758 0.583 0.000 0.264 1.421 5.332 2,3-dihydro-4,7-dimethyl-1H-indene 1.080 0.727 0.000 0.249 1.312 5.872 2,3-dihydro-1,2-dimethyl-1H-indene 1.084 0.689 0.000 0.252 1.312 5.688 2-ethyl-2,3-dihydro-1H-indene 0.980 0.713 0.000 0.239 1.312 5.721 2,3-dihydro-1,3-dimethyl-1H-indene 1.095 0.706 0.000 0.242 1.312 5.778 pentamethylbenzene 0.861 0.663 0.000 0.276 1.421 5.465 1-ethynyl-4-methylbenzene 0.690 0.567 0.000 0.229 1.053 3.888 3-methyl-1H-indene 1.091 0.906 0.020 0.234 1.128 5.326 naphthalene 1.231 0.888 0.000 0.264 1.085 5.210 2-methylnaphthalene 1.298 0.902 0.000 0.297 1.226 5.834 1-methylnaphthalene 1.309 0.927 0.000 0.294 1.226 5.871 S21
Compound set D (Analytes from ref 1 ) E S A B V L n-hexane 0.134 0.100 0.000 0.098 0.954 2.763 n-heptane 0.135 0.097 0.000 0.102 1.095 3.251 n-octane 0.141 0.099 0.000 0.103 1.236 3.781 n-nonane 0.148 0.104 0.000 0.106 1.377 4.243 n-decane 0.148 0.109 0.000 0.105 1.518 4.805 n-undecane 0.152 0.4 0.000 0.105 1.659 5.303 n-dodecane 0.171 0.129 0.000 0.108 1.799 5.777 n-tridecane 0.187 0.146 0.000 0.109 1.940 6.293 octene 0.188 0.200 0.000 0.167 1.193 3.670 nonene 0.204 0.200 0.000 0.170 1.334 4.221 decene 0.208 0.216 0.000 0.167 1.475 4.706 undecene 0.2 0.229 0.000 0.174 1.616 5.208 dodecene 0.226 0.249 0.000 0.180 1.756 5.698 tridecene 0.266 0.221 0.000 0.185 1.897 6.124 tetradecene 0.247 0.268 0.000 0.223 2.038 6.655 pentadecene 0.261 0.304 0.000 0.230 2.179 7.458 cyclohexane 0.418 0.179 0.000 0.099 0.845 3.049 methylcyclohexane 0.306 0.167 0.000 0.099 0.986 3.465 ethylcyclohexane 0.319 0.158 0.000 0.107 1.127 3.932 propylcyclohexane 0.346 0.193 0.000 0.143 1.268 4.421 butylcyclohexane 0.389 0.205 0.000 0.122 1.409 4.889 benzene 0.737 0.552 0.010 0.215 0.716 2.880 methylbenzene 0.708 0.596 0.000 0.223 0.857 3.418 ethylbenzene 0.721 0.593 0.000 0.235 0.998 3.925 propylbenzene 0.719 0.616 0.000 0.249 1.139 4.386 isopropylbenzene 0.725 0.585 0.000 0.240 1.139 4.318 butylbenzene 0.737 0.635 0.000 0.250 1.280 4.890 pentylbenzene 0.740 0.660 0.000 0.256 1.421 5.435 fluoropentane 0.200 0.457 0.000 0.195 0.831 2.688 fluorohexane 0.179 0.455 0.000 0.198 0.972 3.074 fluoroheptane 0.191 0.463 0.000 0.201 1.3 3.759 fluorooctane 0.189 0.464 0.000 0.205 1.254 4.076 fluorodecane 0.206 0.524 0.000 0.217 1.535 5.406 chlorobutane 0.329 0.499 0.000 0.185 0.795 2.725 chloropentane 0.335 0.535 0.000 0.195 0.936 3.228 chlorohexane 0.332 0.551 0.000 0.194 1.076 3.715 chloroheptane 0.345 0.569 0.000 0.202 1.217 4.230 methylethanoate 0.290 0.722 0.010 0.471 0.606 2.075 ethylethanoate 0.271 0.675 0.000 0.476 0.747 2.396 propylethanoate 0.255 0.662 0.000 0.484 0.888 2.877 butylethanoate 0.247 0.658 0.000 0.485 1.028 3.418 pentylethanoate 0.237 0.667 0.000 0.485 1.169 3.890 S22
hexylethanoate 0.242 0.675 0.000 0.485 1.310 4.393 octylethanoate 0.237 0.708 0.000 0.485 1.592 5.382 propylethanone 0.255 0.692 0.000 0.534 0.829 2.824 butylethanone 0.245 0.693 0.000 0.536 0.970 3.326 pentylethanone 0.244 0.707 0.000 0.536 1.1 3.810 hexylethanone 0.249 0.710 0.000 0.532 1.252 4.297 2-propanol 0.302 0.425 0.350 0.558 0.590 1.847 2-butanol 0.304 0.423 0.340 0.562 0.731 2.425 2-pentanol 0.296 0.423 0.330 0.570 0.872 2.962 2-hexanol 0.289 0.430 0.330 0.571 1.013 3.426 2-heptanol 0.292 0.436 0.330 0.563 1.154 3.938 2-octanol 0.286 0.435 0.330 0.489 1.295 4.396 2-nonanol 0.287 0.450 0.340 0.530 1.435 4.926 methanol 0.262 0.449 0.440 0.437 0.308 1.054 ethanol 0.334 0.468 0.390 0.476 0.449 1.523 1-propanol 0.324 0.472 0.380 0.504 0.590 2.047 1-butanol 0.318 0.469 0.370 0.509 0.731 2.600 1-pentanol 0.317 0.473 0.370 0.512 0.872 3.0 1-hexanol 0.310 0.475 0.370 0.509 1.013 3.598 1-heptanol 0.307 0.476 0.370 0.508 1.154 4.089 1-octanol 0.307 0.476 0.370 0.505 1.295 4.542 S23
Compound set E (Model compounds available in LSER database 16, which may be observed in E S A B L diesel according to 17,18 ) tetradecene 0.247 0.268 0.000 0.223 6.655 isotetradecane 0.183 0.140 0.000 0.122 6.664 1,2-dimethyltetralin 1.257 0.743 0.000 0.236 6.679 heptylcyclohexene 0.505 0.377 0.000 0.191 6.683 1,2,3,4-tetramethyl-5-ethylbenzene 0.906 0.706 0.000 0.287 6.688 1,2-dimethyl-3-pentylbenzene 0.782 0.683 0.000 0.265 6.697 acenaphthylene 1.540 1.122 0.000 0.210 6.706 heptylcyclohexane 0.443 0.344 0.000 0.6 6.707 1,5-dimethyl-1,2,3,4-tetrahydronaphthalene 1.254 0.745 0.000 0.222 6.715 1-methyl-1-ethylindan 1.099 0.720 0.000 0.219 6.716 5,8-dimethyl-1,2,3,4-tetrahydronaphthalene 1.236 0.802 0.000 0.222 6.725 n-tetradecane 0.199 0.144 0.000 0.106 6.744 pentadecyne 0.199 0.144 0.000 0.106 6.744 1,5-pentadecadiene 0.199 0.144 0.000 0.106 6.744 1,6-pentadecadiene 0.199 0.144 0.000 0.106 6.744 1,1-dimethyltetralin 1.144 0.738 0.000 0.206 6.752 1,2,3-triethylcyclohexane 0.601 0.434 0.000 0.132 6.754 (1Z)-1,2,3-octatrien-1-ylbenzene 0.952 0.854 0.000 0.264 6.756 2-methylbiphenyl 1.383 1.009 0.000 0.321 6.773 1-methyl-2-hexylbenzene 0.782 0.734 0.000 0.253 6.781 butylindan 1.151 0.885 0.008 0.241 6.807 1-methyl-4-hexylcyclohexane 0.392 0.366 0.000 0.097 6.851 1-ethyl-2-pentylbenzene 0.808 0.707 0.000 0.246 6.852 3-methylbiphenyl 1.375 1.023 0.000 0.324 6.854 4-methylbiphenyl 1.365 1.020 0.000 0.326 6.855 1-propyl-2-butylbenzene 0.822 0.707 0.000 0.246 6.859 cyclotridecane 0.565 0.269 0.000 0.097 6.912 fluorene 1.588 1.060 0.000 0.250 6.922 cyclotridecene 0.568 0.334 0.000 0.181 6.945 methylhexylcyclohexane 0.470 0.379 0.000 0.5 6.974 ethyldecalin 0.933 0.483 0.000 0.130 6.974 1-(3-buten-1-yl)-1h-indene 1.312 1.054 0.000 0.295 7.029 2-propylnaphthalene 1.380 1.080 0.000 0.302 7.031 3-methyl-7-phenylhepta-1,3,4-triene 0.876 0.863 0.000 0.298 7.045 octylbenzene 0.791 0.795 0.000 0.259 7.058 (1E)-1-octen-1-ylbenzene 0.894 0.965 0.000 0.277 7.063 1-propylnaphthalene 1.428 1.105 0.000 0.297 7.068 2-ethyl-7-methylnaphthalene 1.460 0.962 0.000 0.293 7.079 2-isopropylnaphthalene 1.463 1.053 0.000 0.303 7.079 hexamethylbenzene 0.969 0.7 0.000 0.318 7.092 S24
2-ethyl-3-methylnaphthalene 1.488 1.027 0.000 0.301 7.094 (1E)-1-(2-propen-1-ylidene)-1,2,3,4- tetrahydronaphthalene 1.398 1.063 0.000 0.263 7.100 4-[(1E)-1-propen-1-yl]-1,2-dihydronaphthalene 1.399 1.077 0.000 0.267 7.109 4-allyl-1,2-dihydronaphthalene 1.390 1.067 0.000 0.263 7.1 2-ethyl-6-methylnaphthalene 1.456 0.972 0.000 0.295 7.3 3-(2-methyl-propenyl)-1h-indene 1.391 0.982 0.000 0.248 7.6 2-allyl-3-methyl-1h-indene 1.429 1.108 0.000 0.287 7.137 [(1E,3E)-6-methyl-1,3,5-heptatrien-1-yl]benzene 0.983 0.919 0.000 0.267 7.142 3-(3-buten-2-yl)-1h-indene 1.446 1.067 0.010 0.264 7.142 1-isopropylnaphthalene 1.5 1.108 0.000 0.288 7.155 1,6,7-trimethylnaphthalene 1.497 1.027 0.000 0.291 7.186 1,1'-(1,2-ethanediyl)dibenzene 1.348 1.056 0.000 0.342 7.187 (4-vinyl-3,5-hexadien-1-yl)benzene 0.925 0.884 0.000 0.292 7.191 1,2,6-trimethylnaphthalene 1.492 1.042 0.000 0.286 7.202 1,2,7-trimethylnaphthalene 1.493 1.042 0.000 0.280 7.222 1-ethyl-8-methylnaphthalene 1.524 1.092 0.000 0.275 7.225 1,3,6-trimethylnaphthalene 1.473 1.072 0.000 0.275 7.237 nonylcyclopentene 0.509 0.386 0.000 0.191 7.253 (3E)-1,3,7-octatrien-2-ylbenzene 1.021 1.033 0.000 0.312 7.270 1,2-dimethyl-3-hexylbenzene 0.790 0.706 0.000 0.265 7.270 1-benzyl-3-methylbenzene 1.342 1.021 0.000 0.328 7.283 1-benzyl-2-methylbenzene 1.367 1.056 0.000 0.320 7.289 1,1'-(1,1-ethanediyl)dibenzene 1.409 1.100 0.000 0.322 7.293 1-benzyl-4-methylbenzene 1.324 1.048 0.000 0.331 7.302 2,2'-dimethylbiphenyl 1.550 1.146 0.000 0.285 7.305 ethylpentylcyclohexane 0.523 0.381 0.000 0.7 7.306 (2-allyl-1,4-pentadien-1-yl)benzene 1.024 1.047 0.000 0.310 7.3 2,6-dimethylbiphenyl 1.547 1.144 0.000 0.281 7.320 pentylindan 1.216 0.939 0.008 0.241 7.333 1,4-pentadecadiene 0.3 0.297 0.000 0.203 7.337 2,4-dimethylbiphenyl 1.512 1.186 0.000 0.302 7.337 1-methyl-1-propylindan 1.160 0.702 0.000 0.231 7.339 1,3-pentadecadiene 0.349 0.512 0.000 0.240 7.351 1-[(3E)-1,3,6-heptatrien-4-yl]-2-methylbenzene 1.3 1.069 0.000 0.298 7.351 2,3'-dimethylbiphenyl 1.523 1.158 0.000 0.295 7.352 2,5-dimethylbiphenyl 1.523 1.148 0.000 0.292 7.357 propylbutylcyclohexane 0.551 0.379 0.000 0.3 7.362 4-ethylbiphenyl 1.401 1.192 0.000 0.331 7.363 3,4-dimethylbiphenyl 1.501 1.177 0.000 0.3 7.364 1,2,3-trimethylnaphthalene 1.501 1.108 0.000 0.264 7.371 2,3-dimethylbiphenyl 1.539 1.181 0.000 0.294 7.373 1,2,5-trimethylnaphthalene 1.502 1.108 0.000 0.264 7.376 S25