SUPPORTING INFORMATION

SUPPORTING INFORMATION Aging of Organochlorine Pesticides and Polychlorinated Biphenyls in Muck Soil: Volatilization, Bioaccessibility and Degradation Fiona Wong, Terry F. Bidleman *, Centre for Atmospheric Research Experiments, Science and Technology Branch, Environment Canada, 6248 Eighth Line, Egbert, Ontario, L0L 1N0, Canada Department of Chemistry, University of Toronto Scarborough, 1265 Military Trail, Toronto, Ontario, M1C 1A4, Canada * Corresponding author email: terry.bidleman@ec.gc.ca, phone: 1-705-458-3322; fax: 1-705-458-3301 List of SI: Text SI-1 Soil extraction, bioaccessibility, bacterial activity, quantitative analysis and quality control Page S3 Figure SI-1 Air concentration (ng m -3 ) as a function of flow rate (L min -1 ) for muck soil. S5 Figure SI-2 Figure SI-3 Figure SI-4 Figure SI-5 Plateau log K SA of spiked OCs and selected PCBs. Plateau Log K SA for Indoor (IN) ranged from Day 195 to 550, Outdoor (OUT) Day 390 to 730 and Sterile (ST) Day 210 to 550. HPCD extractability of selected OCs and PCBs for Indoor (IN), Outdoor (OUT) and Sterile (ST) soils. Plateau log K SA of native OCs, spike OCs and PCBs vs. log K OA for Indoor, Outdoor and Sterile soils. Plateau log K SA of Indoor soils equals to mean log K SA from Day 195 to 550; Outdoor - from Day 390 to 730; Sterile - from Day 210 to 550. Solid line = log K SA predicted by the modified Karickhoff model. Ln C SOIL of 13 C 6 -α-hch, ENDO I, PCB 8 and 28 over the aging time for Indoor, Outdoor and Sterile soils. Day 60 to 230, 390 to 620 are the winter periods for the Outdoor soils. S6 S7 S8 S9 S1

Table SI-1 Mean blanks and limits of detection (LOD) of PCBs in air. S10 Table SI-2 Soil bacteria colony forming units (CFU) for the Indoor, Outdoor and Sterile soils. S11 Table SI-3 Log K SA for the Indoor soils. Plateau is mean log K SA from 195 to 550d. S12 Table SI-4 Log K SA for the Outdoor soils. Plateau is mean log K SA from 390 to 730 d. S13 Table SI-5 Log K SA for the Sterile soils. Plateau is mean log K SA from 210 to 550 d. S14 Table SI-6 Relative K SA of OCs (Spiked/Native). S15 Table SI-7 Indoor plateau log K SA for native OCs compared to literature values obtained from Meijer et al., (2003). Soil from the same farm was used in the Meijer study. S16 Table SI-8 HPCD extractability% for the Indoor soils. S17 Table SI-9 HPCD extractability% for the Outdoor soils. S18 Table SI-10 HPCD extractability% for the Sterile soils. Table SI-11 Half-lives of 13 C 6 -α-hch, endosulfans and PCB 8, 18, 28, 32 for Indoor and Outdoor soils. ns = No significant degradation or degradation does not follow first order kinetics. S19 S20 S2

Text SI-1 Soil extraction, bioaccessibility, bacterial activity, quantitative analysis and quality control Soil extraction. C SOIL (ng g -1 dry weight) was obtained by an exhaustive extraction method, using 200 ml DCM, as fraction 1 (F1), in a Soxhlet apparatus for 22 h followed by cleanup with neutral alumina. Sequential Soxhlet extraction of the soil by 50:50 hexane/acetone (F2) and methanol (F3) was performed ensure DCM yields the total extractable fraction. The average 100xF2/F1 and 100 F3/F1 were 11% and 2% respectively, so DCM removed most of the extractable chemicals. Sodium sulfate was extracted as blanks (n=27). Details of the cleanup procedure using alumina chromatography are given in Wong and Bidleman (1). Bioaccessibility and bacterial activity. Bioaccessibility was measured by a mild chemical extraction method described in ref (1). Briefly, 1 g of soil was mixed with 10 ml of 400 mm hydroxypropyl-β-cyclodextrane (HPCD) solution. The HPCD was shaken, centrifuged and extracted with methanol. The HPCD-methanol solution was extracted with hexane to recover the chemicals followed by blown down to 1 ml and solvent exchanged to isooctane for analysis. Estimation of soil bacterial numbers in terms of colony forming units (CFUs) was performed by plate counts following the method described in ref (1). Quantitative analysis. 13 C 12 -PCB105 was added to the extracts as an internal standard. Quantitative analysis was performed by capillary gas chromatography - mass spectrometry (Agilent 6890 GC 5973 MSD) in electron capture negative ion mode (ECNI) for OCs and electron impact mode (EI) for PCBs. Analysis was done on a 60-m DB-5 column (0.25 mm i.d., 0.25 µm film, Agilent Technologies), with helium as the carrier gas. GC oven temperature program, ions monitored and settings on the MSD are detailed in ref (1). Enantiomers of 13 C 6 -α-hch were separated using the β-dexcst (BDXcst, proprietary composition, 30 m 0.25 mm i.d., 0.25 µm film thickness, Restek, Bellefonte, P.A, U.S.) as the primary column and BGB-172 column (BGB, 20% tert-butyldimethylsilylated β-cyclodextrin in OV-1701, 30 m x 0.25 mm i.d., 0.25 µm film thickness, BGB Analytik AG, Switzerland) as the secondary column for confirmation purpose. Instrument operating conditions are reported in Kurt-Karakus et al. (2). Results of enantiomer separations were expressed as enantiomer fraction (EF), defined as the peak areas of the (+)/[(+) + ( )] enantiomers. EF = 0.500 indicates the S3

chemical is racemic, whereas EF 0.500 indicates nonracemic. Data presented are an average of the primary and confirmation results. Quality Control. Limit of detection (LOD) was defined as mean blank + 3 times the standard deviation. If a chemical was not found in the blanks, LOD was defined as instrumental detection limit (IDL), which was estimated by injecting standards of the target analytes until a ~3:1 signal: noise ratio was obtained. There were no target analytes found in the soil blanks and HPCD blanks. Limit of detection for the OCs in soil were 0.16 to 1.6 ng g -1 ; and for PCBs ranged from 0.4 to 2.0 ng g -1 with 1 ml of sample extract and 1 g of soil. No OCs were found in the air blanks (n = 19) but trace levels were found of PCBs 8, 18, 32, 28, 52, 44, 66, 95, 101, 118 and 149. Their blank values ranged from 0.01 to 0.63 ng m -3 and are listed in Table SI-1. The percentage recovery of surrogates in air, soil and HPCD solutions were: 2 H 6 -γ-hch 86±10%, 85±10%, 84±10%; 13 C 10 -HEPX 104±15%, 93±20%, 123±20%; 13 C 12 -PCB-32 90±8%, 84±2%, 86±8%; 13 C 12 -PCB-77 99±9%, 106±11%, 105±10%; 13 C 12 -PCB-118 91±9%, 102±21%, 94±10%; and 13 C 12 -PCB-126 97±10%, 100±19%, 99±15%. Homogeneity of the soil was determined by extracting 5 sub-samples of the soil with DCM after 2 d of spiking. The relative standard deviations (%RSD) of chemical concentrations averaged 16%. The %RSD of K SA (25 sets of triplicate measurements) ranged from 7 to 23% (mean 15%) for native and spiked OCs, and from 6 to 16% (mean 10 %) for PCBs. In enantiomer analysis, ion ratios for each enantiomer peak were required to fall within the 95% confidence interval of standards for a satisfactory analysis; otherwise, the result was rejected. Standard EFs for 13 C 6 -α-hch were 0.501±0.002 (n = 19). Literature Cited. 1. Wong, F.; Bidleman, T. F. Using hydroxypropyl-beta-cyclodextrin as a mild extractant for organochlorine pesticides and polychlorinated biphenyls in muck soils. Environ. Pollut. 2010, 158, 1303 1310. 2. Kurt-Karakus, P. B.; Bidleman, T. F.; Jones, K. C. Chiral organochlorine pesticides signatures in global background soils. Environ. Sci. Technol. 2005, 39, 9671 9677; corrections Ibid. 2006, 3662. S4

Figure SI-1. Air concentration (ng m -3 ) as a function of flow rate (L min -1 ) for muck soil. TC and Endo I 4.0 3.0 2.0 1.0 50 40 30 20 10 2 H6 -γ-hch and p,p -DDT TC Endo I 2 H 6 -γ-hch p,p -DDT 0.0 0 0.000 0.200 0.400 0.600 0.800 Flow Rate (L min -1 ) 1.50 50 CC 1.00 0.50 40 30 20 p,p -DDE and o,p -DDT CC p,p -DDE o,p -DDT 0.00 10 0.000 0.200 0.400 0.600 0.800 Flow Rate (L min -1 ) S5

Figure SI-2. Plateau log K SA of spiked OCs and selected PCBs. Plateau Log K SA for Indoor (IN) ranged from Day 195 to 550, Outdoor (OUT) Day 390 to 730 and Sterile (ST) Day 210 to 550. 9 INDOOR OUTDOOR STERILE Plateau Log K SA 8 7 6 13 C 6 -α-hch 13 C 10 -TC 13 C 10 -TN 13 C 12 -p,p'-ddt PCB 18 PCB 44 PCB 52 PCB 95 PCB 101 PCB 149 PCB 153 S6

Figure SI-3. HPCD extractability of selected OCs and PCBs for Indoor (IN), Outdoor (OUT) and Sterile (ST) soils. 45% TN IN 13 C 10 -TN 45% TN 13 C 10 -TN TN 13 C 10 -TN 45% OUT ST 35% 35% 35% 25% 25% 25% 15% 0 200 400 600 15% 0 200 400 600 800 15% 0 200 400 600 55% TC 13 C 10 -TC 55% TC 13 C 10 -TC TC 13 C 10 -TC 55% 45% 45% 45% HPCD extractability % 35% 35% 35% IN 25% 25% 0 200 400 600 0 200 400 600 800 60% 50% p,p'-ddt IN 13 C 12 -p,p'-ddt 60% 50% OUT OUT ST 25% 0 200 400 600 p,p'-ddt 13 C 12 -p,p'-ddt p,p'-ddt 13 C 12 -p,p'-ddt 60% 50% ST 40% 30% 20% 0 200 400 600 PCB 18 PCB 52 PCB 95 PCB 149 70% IN 60% 50% 40% 30% 20% 0 200 400 600 40% 30% 20% 0 200 400 600 800 PCB 18 PCB 52 PCB 95 PCB 149 60% OUT 50% 40% 30% 20% 0 200 400 600 800 40% 30% 20% 0 200 400 600 PCB 18 PCB 52 PCB 95 PCB 149 70% ST 60% 50% 40% 30% 20% 0 200 400 600 Time (d) S7

Figure SI-4. Plateau log K SA of native OCs, spike OCs and PCBs vs. log K OA for Indoor, Outdoor and Sterile soils. Plateau log K SA of Indoor soils equals to mean log K SA from Day 195 to 550; Outdoor - from Day 390 to 730; Sterile - from Day 210 to 550. Solid line = log K SA predicted by the modified Karickhoff model. Spiked PCBs Native OCs Spiked 13 C-OCs Modified Karickhoff model 10 Indoor 10 Outdoor 10 Sterile log K SA 9 8 7 9 8 7 9 8 7 6 7 8 9 10 11 6 7 8 9 10 11 6 7 8 9 10 11 log K OA S8

Figure SI-5. Ln C SOIL of 13 C 6 -α-hch, ENDO I, PCB 8 and 28 over the aging time for Indoor, Outdoor and Sterile soils. Day 60 to 230, 390 to 620 are the winter periods for the Outdoor soils. 3.5 3.0 2.5 13 C 6 -α-hch 4 3 2 PCB 8 2.0 1 1.5 0 1.0 Indoor -1 Indoor Ln C SOIL 0.5 0.0 4.0 3.5 Outdoor Sterile 0 200 400 600 800 Endo I Outdoor -2 Sterile -3 4.5 4.0 0 200 400 600 800 PCB-28 3.0 3.5 2.5 3.0 2.5 2.0 1.5 1.0 Indoor Outdoor Sterile 2.0 1.5 1.0 Indoor Outdoor Sterile 0 200 400 600 800 0 200 400 600 800 Time (d) S9

Table SI-1. Mean blanks and limits of detection (LOD) of PCBs in air. Mean Blank (ng/m 3 ) STDEV LOD 1 (ng/m 3 ) N 2 PCB 8 0.17 0.28 1.00 6 PCB 18 0.50 0.42 1.75 18 PCB 28 0.63 0.46 1.99 18 PCB 32 0.18 0.16 0.66 17 PCB 44 0.31 0.26 1.08 17 PCB 52 0.50 0.36 1.57 18 PCB 66 0.18 0.14 0.61 16 PCB 77 0.00 0.00 0.00 0 PCB 95 0.44 0.41 1.66 15 PCB 101 0.21 0.21 0.85 13 PCB 105 0.00 0.00 0.00 0 PCB 118 0.01 0.02 0.07 1 PCB 126 0.00 0.00 0.00 0 PCB 128 0.00 0.00 0.00 0 PCB 136 0.00 0.00 0.00 0 PCB 138 0.00 0.00 0.00 0 PCB 149 0.00 0.01 0.04 1 PCB 153 0.00 0.00 0.00 0 PCB 180 0.00 0.00 0.00 0 PCB 187 0.00 0.00 0.00 0 1 LOD = Mean blank + 3*STDEV 2 N = 19 S10

Table SI-2. Soil bacteria colony forming units (CFU) for the Indoor, Outdoor and Sterile soils. Day Indoor Day Outdoor Day Sterile 2 2.7E+05 2 3.5E+05 2 0 10 3.5E+05 20 6.8E+05 10 0 45 2.8E+05 60 3.0E+05 45 710 90 3.1E+05 230 4.2E+05 90 0 135 1.7E+05 335 7.2E+05 135 1300 195 2.3E+05 390 8.7E+05 210 170 250 2.0E+05 620 8.4E+05 370 0 390 2.9E+05 680 1.1E+06 550 890 550 3.0E+05 730 8.2E+05 S11

Table SI-3. Log K SA for the Indoor soils. Plateau is mean log K SA from 195 to 550d. INDOOR 2 10 45 90 135 195 255 390 550 Plateau Plat STD TC 7.49 7.55 7.58 7.60 7.60 7.64 7.70 7.67 7.68 7.67 0.02 CC 7.57 7.63 7.68 7.69 7.68 7.71 7.79 7.76 7.76 7.75 0.03 TN 7.47 7.59 7.57 7.55 7.58 7.60 7.67 7.65 7.66 7.65 0.03 Endo I 7.27 7.22 7.32 7.82 8.04 8.19 8.24 8.58 8.66 8.42 0.24 Endo II 8.72 8.59 8.67 8.81 8.95 8.92 9.02 9.02 9.18 9.04 0.11 ESUL 9.49 9.43 9.31 9.73 9.73 9.82 9.91 9.82 9.99 9.89 0.08 o,p' -DDE 7.62 7.79 7.67 7.74 7.80 7.79 7.83 7.81 7.81 7.81 0.02 p,p' -DDE 8.00 8.09 8.09 8.05 8.07 8.09 8.18 8.14 8.10 8.13 0.04 o,p' -DDD 8.39 8.48 8.53 8.50 8.54 8.53 8.58 8.54 8.60 8.56 0.03 p,p' -DDD 8.62 8.71 8.70 8.77 8.86 8.93 nd 8.86 8.90 8.90 0.03 o,p' -DDT 8.24 8.23 8.28 8.36 8.39 8.40 8.47 8.42 8.46 8.44 0.03 p,p' -DDT 8.93 8.83 9.04 9.10 9.10 9.11 9.19 9.16 9.18 9.16 0.04 13 C 6 -α-hch 6.50 6.58 6.65 6.68 6.69 6.79 6.83 6.83 6.81 6.82 0.02 13 C 10 -TC 7.27 7.39 7.45 7.42 7.46 7.50 7.58 7.57 7.56 7.55 0.03 13 C 10 -TN 7.30 7.43 7.47 7.50 7.52 7.57 7.65 7.63 7.62 7.62 0.03 13 C 12 -p,p' -DDT 8.37 8.48 8.73 8.72 8.78 8.77 8.87 8.85 8.87 8.84 0.05 PCB 8 6.10 6.31 6.56 nd nd nd nd nd nd nd nd PCB 18 6.30 6.49 6.61 6.54 6.58 6.69 6.74 6.66 6.67 6.69 0.04 PCB 28 6.69 6.84 6.87 6.92 nd nd nd nd nd nd nd PCB 32 6.43 6.60 6.70 6.67 6.72 6.83 6.85 6.80 6.81 6.82 0.02 PCB 44 7.17 7.32 7.29 7.32 7.36 7.46 7.45 7.42 7.44 7.44 0.02 PCB 52 6.82 6.97 7.10 7.08 7.12 7.23 7.24 7.22 7.23 7.23 0.01 PCB 66 7.34 7.47 7.59 7.64 7.69 7.80 7.77 7.81 7.84 7.80 0.03 PCB 77 8.08 8.23 8.33 8.43 8.42 8.57 8.62 8.62 8.67 8.62 0.04 PCB 95 7.16 7.30 7.44 7.44 7.48 7.59 7.58 7.59 7.60 7.59 0.01 PCB 101 7.33 7.45 7.58 7.62 7.67 7.78 7.76 7.79 7.82 7.79 0.02 PCB 105 8.13 8.37 8.49 8.51 8.52 8.63 8.61 8.69 8.70 8.66 0.04 PCB 118 7.89 8.01 8.10 8.27 8.26 8.40 8.44 8.43 8.50 8.44 0.04 PCB 128 8.34 8.60 9.05 8.77 8.79 8.88 8.91 8.93 8.98 8.92 0.04 PCB 136 7.38 7.57 7.73 7.73 7.75 7.86 7.89 7.87 7.89 7.88 0.02 PCB 138 8.09 8.29 8.39 8.44 8.46 8.59 8.57 8.66 8.74 8.64 0.08 PCB 149 7.59 7.67 7.80 7.89 7.98 8.07 8.01 8.10 8.17 8.09 0.06 PCB 153 7.86 8.05 8.16 8.25 8.23 8.39 8.40 8.44 8.48 8.43 0.04 PCB 180 8.54 8.72 9.02 8.93 8.84 9.02 9.02 9.17 9.02 9.06 0.08 PCB 187 8.04 8.21 8.44 8.50 8.51 8.61 8.70 8.69 8.74 8.69 0.06 S12

Table SI-4. Log K SA for the Outdoor soils. Plateau is mean log K SA from 390 to 730 d. OUTDOOR 2 20 60 230 335 390 620 680 730 Plateau Plat STD TC 7.62 7.65 7.68 7.63 7.63 7.66 7.65 7.63 7.62 7.64 0.02 CC 7.68 7.72 7.77 7.68 7.68 7.71 7.71 7.65 7.69 7.69 0.03 TN 7.67 7.72 7.76 7.67 7.69 7.71 7.71 7.68 7.67 7.69 0.02 Endo I 7.45 7.57 7.89 7.89 8.03 8.31 8.43 8.44 8.56 8.43 0.10 Endo II 8.54 8.89 8.96 8.94 8.76 8.92 8.88 8.93 8.72 8.86 0.10 ESUL 9.40 9.61 9.62 9.67 9.52 9.67 9.68 9.74 9.45 9.64 0.13 o,p' -DDE 7.72 7.77 7.88 7.76 7.74 7.78 7.76 7.79 7.68 7.75 0.05 p,p' -DDE 8.13 8.08 8.08 7.91 7.97 7.94 7.91 7.85 7.91 7.90 0.04 o,p' -DDD 8.59 8.65 nd 8.67 8.61 8.65 8.63 8.55 8.46 8.57 0.09 p,p' -DDD 9.45 9.50 9.42 9.29 9.44 9.35 9.43 9.21 9.28 9.32 0.09 o,p' -DDT 8.16 8.36 8.40 8.29 8.22 8.35 8.26 8.32 8.15 8.27 0.08 p,p' -DDT 8.96 9.02 9.11 9.04 9.09 9.08 9.06 9.03 9.07 9.06 0.02 13 C 6 -α-hch 6.73 6.84 7.05 6.93 6.92 7.06 7.08 7.08 7.03 7.06 0.03 13 C 10 -TC 7.43 7.54 7.61 7.59 7.60 7.60 7.58 7.60 7.58 7.59 0.01 13 C 10 -TN 7.54 7.57 7.71 7.63 7.65 7.68 7.68 7.63 7.65 7.66 0.02 13 C 12 -p,p' -DDT 8.15 8.60 8.77 8.66 8.72 8.72 8.70 8.66 8.68 8.69 0.03 PCB 8 6.43 6.58 6.68 6.62 6.54 6.64 6.77 6.65 nd 6.69 0.07 PCB 18 6.62 6.72 6.81 6.74 6.70 6.74 6.80 6.68 6.78 6.75 0.05 PCB 28 6.96 7.12 7.25 7.16 7.16 7.22 7.30 7.02 7.52 7.26 0.21 PCB 32 6.72 6.84 6.95 6.87 6.85 6.89 6.96 6.79 6.99 6.90 0.09 PCB 44 7.42 7.53 7.58 7.49 7.48 7.51 7.59 7.47 7.54 7.53 0.05 PCB 52 7.12 7.23 7.31 7.22 7.20 7.24 7.30 7.17 7.24 7.23 0.05 PCB 66 7.65 7.79 7.88 7.77 7.76 7.80 7.86 7.70 7.80 7.79 0.06 PCB 77 8.34 8.51 8.58 8.46 8.46 8.50 8.54 8.41 8.48 8.48 0.06 PCB 95 7.47 7.59 7.67 7.57 7.55 7.60 7.65 7.53 7.58 7.59 0.05 PCB 101 7.70 7.83 7.90 7.81 7.79 7.84 7.89 7.76 7.82 7.83 0.05 PCB 105 8.53 8.70 8.78 8.66 8.64 8.69 8.74 8.58 8.63 8.66 0.07 PCB 118 8.21 8.39 8.46 8.34 8.33 8.37 8.42 8.27 8.33 8.35 0.06 PCB 126 8.92 9.15 9.17 9.08 9.05 9.14 9.17 9.03 9.06 9.10 0.07 PCB 128 8.73 8.99 9.01 8.89 8.88 8.97 8.96 8.88 8.92 8.93 0.04 PCB 136 7.74 7.89 8.00 7.89 7.85 7.91 7.95 7.83 7.88 7.89 0.05 PCB 138 8.49 8.70 8.77 8.65 8.64 8.70 8.76 8.60 8.65 8.68 0.07 PCB 149 7.85 8.05 8.18 8.04 8.03 8.07 8.16 7.98 8.07 8.07 0.07 PCB 153 8.25 8.44 8.52 8.41 8.40 8.45 8.49 8.35 8.41 8.43 0.06 PCB 180 8.92 9.19 9.26 9.16 9.13 9.22 9.28 9.12 9.17 9.20 0.07 PCB 187 8.36 8.59 nd 8.58 8.57 8.63 8.68 8.53 8.59 8.61 0.06 S13

Table SI-5. Log K SA for the Sterile soils. Plateau is mean log K SA from 210 to 550 d. STERILE 2 10 45 90 135 210 370 550 Plateau Plat STD TC 7.75 7.67 7.75 7.66 7.62 7.64 7.72 7.69 7.68 0.04 CC 7.79 7.72 7.80 7.69 7.65 7.69 7.77 7.75 7.74 0.04 TN 7.84 7.77 7.84 7.74 7.70 7.73 7.82 7.78 7.78 0.05 Endo I 7.81 7.74 7.82 7.59 7.59 7.66 7.69 7.71 7.69 0.02 Endo II 8.99 8.93 9.05 8.75 8.67 8.75 8.82 8.91 8.82 0.08 ESUL 9.70 9.68 9.80 9.49 9.44 9.52 9.54 9.50 9.52 0.02 o,p' -DDE 7.88 7.81 7.91 7.78 7.77 7.79 7.87 7.87 7.85 0.05 p,p' -DDE 8.05 7.98 8.07 7.95 7.89 7.89 7.99 7.94 7.94 0.05 o,p' -DDD 8.55 8.38 8.50 8.33 8.22 8.29 8.36 8.26 8.31 0.05 p,p' -DDD 9.05 8.95 9.04 8.97 8.86 8.97 8.99 9.01 8.99 0.02 o,p' -DDT 8.17 8.24 8.29 7.98 7.93 7.95 8.14 8.14 8.08 0.11 p,p' -DDT 8.91 8.91 8.94 8.76 8.80 8.83 9.02 9.00 8.95 0.11 13 C 6 -α-hch 6.94 6.90 6.94 6.89 6.81 6.92 6.88 6.88 6.89 0.03 13 C 10 -TC 7.70 7.64 7.71 7.63 7.54 7.62 7.65 7.60 7.62 0.03 13 C 10 -TN 7.76 7.72 7.80 7.70 7.62 7.71 7.73 7.70 7.71 0.01 13 C 12 -p,p' -DDT 8.67 8.57 8.64 8.55 8.59 8.69 8.62 8.71 8.67 0.05 PCB 8 6.30 6.25 6.29 6.33 6.34 6.31 6.25 6.26 6.27 0.03 PCB 18 6.52 6.46 6.46 6.50 6.48 6.46 6.43 6.42 6.44 0.02 PCB 28 6.85 6.82 6.85 6.83 6.86 6.81 6.84 6.78 6.81 0.03 PCB 32 6.65 6.59 6.60 6.62 6.61 6.58 6.58 6.55 6.57 0.02 PCB 44 7.26 7.22 7.23 7.22 7.20 7.18 7.23 7.17 7.20 0.03 PCB 52 7.02 6.97 6.98 6.97 6.95 6.93 6.98 6.92 6.94 0.03 PCB 66 7.50 7.48 7.51 7.46 7.43 7.42 7.50 7.43 7.45 0.05 PCB 77 8.04 8.03 8.09 8.02 7.92 7.95 8.06 7.99 8.00 0.06 PCB 95 7.10 7.07 7.08 7.07 7.03 7.02 7.08 7.01 7.04 0.04 PCB 101 7.18 7.16 7.18 7.15 7.12 7.11 7.19 7.11 7.14 0.04 PCB 105 8.07 8.07 8.11 8.02 7.95 7.96 8.11 8.01 8.03 0.07 PCB 118 7.76 7.76 7.80 7.74 7.65 7.68 7.79 7.71 7.73 0.06 PCB 126 8.47 8.50 8.56 8.49 8.38 8.42 8.51 8.47 8.47 0.04 PCB 128 8.61 8.65 8.68 8.64 8.55 8.60 8.73 8.63 8.65 0.07 PCB 136 7.62 7.61 7.63 7.61 7.52 7.54 7.63 7.56 7.58 0.05 PCB 138 7.97 8.00 8.05 7.99 7.90 7.94 8.05 7.98 7.99 0.05 PCB 149 7.81 7.79 7.84 7.77 7.73 7.73 7.89 7.81 7.81 0.08 PCB 153 7.65 7.68 7.72 7.67 7.58 7.62 7.73 7.65 7.67 0.06 PCB 180 8.22 8.27 8.36 8.31 8.22 8.29 8.35 8.33 8.32 0.03 PCB 187 8.30 8.36 nd 8.38 8.29 8.32 8.43 8.37 8.37 0.05 S14

Table SI-6. Relative K SA of OCs (Spiked/Native). Indoor 2 10 45 90 135 195 255 390 550 TC 0.60 0.70 0.74 0.66 0.73 0.73 0.77 0.78 0.77 TN 0.68 0.70 0.79 0.89 0.88 0.93 0.95 0.96 0.91 p,p'-ddt 0.28 0.44 0.49 0.41 0.47 0.45 0.48 0.49 0.49 Outdoor 2 20 60 230 335 390 620 680 730 TC 0.64 0.78 0.84 0.90 0.92 0.88 0.86 0.93 0.93 TN 0.74 0.71 0.88 0.90 0.92 0.92 0.95 0.91 0.96 p,p'-ddt 0.16 0.38 0.46 0.41 0.44 0.44 0.43 0.43 0.41 Sterile 2 10 45 90 135 210 370 550 TC 0.89 0.93 0.90 0.94 0.84 0.95 0.85 0.81 TN 0.85 0.88 0.91 0.92 0.82 0.96 0.81 0.83 p,p'-ddt 0.57 0.45 0.50 0.62 0.61 0.73 0.40 0.51 Ksa Spike/Native 1.2 0.8 0.4 Indoor TC TN p,p'-ddt Ksa Spike/Native 1.2 0.8 0.4 Sterile TC TN p,p'-ddt 0.0 1.2 0 200 400 600 Time (d) Outdoor 0.0 0 200 400 600 Time (d) Ksa Spike/Native 0.8 0.4 TC TN p,p'-ddt 0.0 0 200 400 600 800 Time (d) S15

Table SI-7. Indoor plateau log K SA for native OCs compared to literature values obtained from Meijer et al., (2003). Soil from the same farm was used in the Meijer study. log K SA This Study Meijer et al., 2003 TN 7.62 7.32 o,p'-dde 7.80 7.53 p,p'-dde 8.11 7.97 o,p'-ddd 8.55 8.74 p,p'-ddd 8.86 8.82 o,p'-ddt 8.42 8.27 S16

Table SI-8. HPCD extractability% for the Indoor soils (1). INDOOR 2 10 45 90 135 195 255 390 550 TC 39 36 36 33 31 32 31 32 32 CC 48 44 44 39 37 39 38 39 38 TN 28 25 25 24 22 23 23 24 24 Endo I 44 41 28 28 27 25 18 0 13 Endo II 23 28 8 24 17 10 26 6 10 ESUL 39 34 35 29 31 28 22 17 15 o,p' -DDE 34 30 33 31 29 31 28 31 33 p,p' -DDE 27 23 24 24 21 24 22 24 25 o,p' -DDD 36 30 32 28 25 27 25 24 24 p,p' -DDD 35 26 29 25 22 23 23 20 21 o,p' -DDT 42 32 38 37 34 36 33 33 34 p,p' -DDT 36 31 33 34 30 31 30 30 31 13 C 6 -α-hch 46 48 45 39 39 36 37 35 32 13 C 10 -TC 45 41 41 36 34 34 34 34 33 13 C 10 -TN 34 29 28 27 24 26 25 24 25 13 C 12 -p,p' -DDT 51 44 46 45 40 41 38 39 40 PCB 8 55 51 41 35 37 39 41 38 0 PCB 18 54 51 40 39 42 43 43 40 38 PCB 28 42 37 0 38 35 29 27 29 29 PCB 32 50 46 40 39 36 37 37 33 33 PCB 44 36 30 31 30 30 32 32 32 30 PCB 52 54 41 47 44 41 39 41 39 41 PCB 66 39 31 31 28 30 32 30 30 30 PCB 77 26 19 20 20 20 21 19 18 18 PCB 95 32 25 28 28 25 27 26 27 27 PCB 101 40 32 34 33 31 33 33 33 33 PCB 105 29 24 22 23 23 25 25 24 25 PCB 118 32 24 25 26 25 27 25 26 26 PCB 126 13 9 10 11 10 11 10 10 10 PCB 128 27 20 23 23 21 23 22 22 23 PCB 136 33 26 28 29 25 28 27 27 28 PCB 138 30 23 25 26 24 26 24 24 25 PCB 149 33 26 28 28 25 28 27 27 28 PCB 153 27 21 22 22 21 23 22 22 23 PCB 170 13 11 12 15 10 12 11 11 12 PCB 180 13 10 11 13 10 12 11 11 11 PCB 187 20 16 16 18 15 17 17 16 17 Literature Cited. 1. Wong, F.; Bidleman, T. F. Using hydroxypropyl-beta-cyclodextrin as a mild extractant for organochlorine pesticides and polychlorinated biphenyls in muck soils. Environ. Pollut. 2010, 158, 1303 1310. S17

Table SI-9. HPCD extractability% for the Outdoor soils. OUTDOOR 2 60 230 335 390 620 680 730 TC 39 40 36 36 36 36 36 35 CC 48 47 43 43 42 40 42 40 TN 28 27 27 27 28 30 28 28 Endo I 44 46 36 42 6 19 25 6 Endo II 23 30 10 1 0 19 2 0 ESUL 39 30 27 28 23 24 25 21 o,p' -DDE 34 21 22 18 20 20 20 19 p,p' -DDE 27 30 31 30 32 33 31 36 o,p' -DDD 36 35 34 27 28 30 30 29 p,p' -DDD 35 34 32 24 27 29 29 28 o,p' -DDT 42 37 35 37 36 37 36 36 p,p' -DDT 36 25 24 24 24 23 22 21 13 C 6 -α-hch 46 38 37 25 24 0 0 0 13 C 10 -TC 45 44 40 39 39 37 39 38 13 C 10 -TN 34 30 29 30 29 30 30 29 13 C 12 -p,p' -DDT 51 37 36 35 34 33 32 30 PCB 8 55 45 42 37 37 26 29 0 PCB 18 54 44 38 36 37 36 38 36 PCB 28 42 39 34 34 25 28 25 18 PCB 32 50 45 38 31 31 33 35 31 PCB 44 36 32 29 27 28 27 29 28 PCB 52 54 38 35 35 36 34 35 35 PCB 66 39 31 29 28 30 28 29 28 PCB 77 26 22 21 19 21 20 20 21 PCB 95 32 26 25 25 26 26 26 26 PCB 101 40 31 30 28 31 29 30 30 PCB 105 29 22 22 21 23 22 22 23 PCB 118 32 27 26 25 27 26 27 27 PCB 126 13 12 11 10 11 12 11 13 PCB 128 27 22 21 19 21 22 21 22 PCB 136 33 25 24 22 23 24 23 24 PCB 138 30 25 23 21 24 24 24 25 PCB 149 33 29 28 29 28 30 29 30 PCB 153 27 21 20 19 20 21 21 21 PCB 170 13 9 10 9 9 11 9 11 PCB 180 13 11 11 10 10 11 10 12 PCB 187 20 17 17 16 17 18 17 18 S18

Table SI-10. HPCD extractability% for the Sterile soils. STERILE 2 10 45 90 135 210 370 550 TC 37 41 44 39 44 40 41 40 CC 37 35 38 36 35 34 35 33 TN 25 26 25 22 26 26 25 24 Endo I 41 36 42 37 42 40 41 37 Endo II 19 22 19 26 10 11 25 6 ESUL 41 36 36 34 35 30 30 29 o,p' -DDE 27 25 27 23 34 26 27 25 p,p' -DDE 36 36 35 28 37 31 32 30 o,p' -DDD 38 34 38 33 38 35 37 35 p,p' -DDD 48 47 51 43 48 47 45 44 o,p' -DDT 38 36 34 33 37 34 34 32 p,p' -DDT 33 38 38 35 36 38 36 35 13 C 6 -α-hch 51 46 54 50 54 43 53 49 13 C 10 -TC 48 45 48 44 50 43 47 45 13 C 10 -TN 33 30 29 28 36 32 32 30 13 C 12 -p,p' -DDT 49 47 49 47 49 47 52 48 PCB 8 46 49 50 48 49 51 52 49 PCB 18 45 48 49 47 49 49 53 51 PCB 28 37 39 38 35 40 40 42 40 PCB 32 40 44 43 41 51 47 48 46 PCB 44 43 46 46 43 53 44 49 48 PCB 52 39 42 42 38 42 42 45 44 PCB 66 31 34 32 29 40 31 36 34 PCB 77 20 24 20 18 26 20 24 22 PCB 95 25 29 27 24 30 26 30 29 PCB 101 31 35 33 30 36 32 37 35 PCB 105 24 27 25 21 16 25 29 27 PCB 118 25 29 27 23 30 26 30 28 PCB 126 10 16 11 9 13 10 12 12 PCB 128 22 27 23 20 28 22 26 25 PCB 136 28 33 29 26 33 28 33 31 PCB 138 25 30 26 23 30 25 29 28 PCB 149 45 53 49 42 55 48 54 52 PCB 153 22 27 23 20 27 23 26 25 PCB 170 11 13 12 10 15 11 13 12 PCB 180 11 13 12 10 15 11 13 12 PCB 187 16 23 18 16 20 17 20 19 S19

Table SI-11. Half-lives of 13 C 6 -α-hch, endosulfans and PCB 8, 18, 28, 32 for Indoor and Outdoor soils. ns = No significant degradation or degradation does not follow first order kinetics. Indoor Half-lives (d) Outdoor Half-lives (d) 13 C 6 -α-hch Overall, 0 to 550 d 250 Overall, 0 to 730 d 230 (+) 0 to 550 d 155 (+) 0 to 730 d 205 ( ) 0 to 550 d 360 ( ) 0 to 730 d 255 Endo I 0 to 45 d 110 0 to 730 d 960 45 to 550 d 260 Endo II 0 to 550 d 1420 0 to 730 d ns ESUL 0 to 550 d 1020 0 to 730 d ns PCB 8 0 to 10 d 11 0 to 730 d 270 45 to 550 d 230 PCB 18 0 to 550 d ns 0 to 730 d 2190 PCB 28 0 to 45 d 39 0 to 730 d 610 45 to 550 d 270 PCB 32 0 to 550 d 1810 0 to 730 d 1260 S20