PUBLIC RELEASE DRAFT December 2024 EPA Document# EPA-740-D-24-025 December 2024 Office of Chemical Safety and Pollution Prevention xvEPA United States Environmental Protection Agency Draft Physical Chemistry and Fate and Transport Assessment for Dibutyl Phthalate (DBP) Technical Support Document for the Draft Risk Evaluation CASRN 84-74-2 CH, 0 H3C V o -o \\ / December 2024 ------- PUBLIC RELEASE DRAFT December 2024 28 TABLE OF CONTENTS 29 ACKNOWLEDGEMENTS 6 30 SUMMARY 7 31 1 INTRODUCTION 9 32 2 APPROACH AND METHODOLOGY FOR PHYSICAL AND CHEMICAL 33 PROPERTY ASSESSMENT 10 34 2.1 Selected Physical and Chemical Property Values for DBP 10 35 2.2 Endpoint Assessments 11 36 2.2.1 Melting Point 11 37 2.2.2 Boiling Point 11 38 2.2.3 Density 11 39 2.2.4 Vapor Pressure 11 40 2.2.5 Vapor Density 12 41 2.2.6 Water Solubility 12 42 2.2.7 Octanol:Air Partition Coefficient (log Koa) 12 43 2.2.8 Octanol:Water Partition Coefficient (log Kow) 12 44 2.2.9 Henry's Law Constant 13 45 2.2.10 Flash Point 13 46 2.2.11 Autoflammability 13 47 2.2.12 Viscosity 13 48 2.3 Strengths, Limitations, Assumptions, and Key Sources of Uncertainty for the Physical and 49 Chemical Property Assessment 14 50 3 APPROACH AND METHODOLOGY FOR FATE AND TRANSPORT ASSESSMENT 15 51 3.1 Tier I Analysis 18 52 3.1.1 Soil, Sediment, andBiosolids 18 53 3.1.2 Air 18 54 3.1.3 Water 18 55 3.2 Tier II Analysis 18 56 3.2.1 Fugacity Modeling 19 57 4 TRANSFORMATION PROCESSES 22 58 4.1 Biodegradation 22 59 4.1.1 Aerobic Biodegradation in Water 22 60 4.1.2 Biodegradation in Sediment 23 61 4.1.3 Biodegradation in Soil 23 62 4.2 Hydrolysis 25 63 4.3 Photolysis 26 64 5 MEDIA ASSESSMENTS 27 65 5.1 Air and Atmosphere 27 66 5.1.1 Indoor Air and Dust 27 67 5.2 Aquatic Environments 28 68 5.2.1 Surface Water 28 69 5.2.2 Sediments 29 70 5.3 Terrestrial Environments 29 71 5.3.1 Soil 29 Page 2 of 53 ------- PUBLIC RELEASE DRAFT December 2024 72 5.3.2 Biosolids 30 73 5.3.3 Landfills 31 74 5.3.4 Groundwater 31 75 6 REMOVAL AND PERSISTENCE POTENTIAL OF DBP 32 76 6.1 Destruction and Removal Efficiency 32 77 6.2 Removal in Wastewater Treatment 32 78 6.3 Removal in Drinking Water Treatment 34 79 7 BIO ACCUMULATION POTENTIAL OF DBP 36 80 8 OVERALL FATE AND TRANSPORT OF DBP 41 81 9 Weight of the Scientific Evidence Conclusions for Fate and Transport 42 82 9.1 Strengths, Limitations, Assumptions, and Key Sources of Uncertainty for the Fate and 83 Transport Assessment 42 84 REFERENCES 43 85 86 List of Tables 87 Table 2-1. Selected Physical and Chemical Property Values for DBP 10 88 Table 3-1. Summary of DBP's Environmental Fate Information 15 89 Table 3-2. Summary of Key Environmental Pathways & Media Specific Evaluations 19 90 Table 3-3. DBP Half-Life Inputs Used in EPI Suite™ Level III Fugacity Modeling 20 91 Table 4-1. Summary of DBP Biodegradation Information 24 92 Table 6-1. Summary of DBP's WWTP Removal Information 34 93 Table 7-1. Summary of DBP's Bioaccumulation Information 37 94 95 List of Figures 96 Figure 3-1. EPI Suite™ Level III Fugacity Modeling for DBP 21 97 Page 3 of 53 ------- 98 99 100 101 102 103 104 105 106 107 108 109 110 111 112 113 114 115 116 117 118 119 120 121 122 123 124 125 126 127 128 129 130 131 132 133 134 135 136 137 138 139 140 141 142 143 144 145 146 PUBLIC RELEASE DRAFT December 2024 KEY ABBREVIATIONS AND ACRONYMS AT SDR Agency for Toxic Substances and Disease Registry Atm Atmospheres atmmVmol Atmospheres - cubic meters per mole BAF Bioaccumulation factor BCF Bioconcentration factor BMF Biomagnification factor BSAF Biota-sediment accumulation factor C Celsius CASRN Chemical Abstract Service registry number CP Centipoise DBP Dibutyl phthalate DOE Department Of Energy DOC Dissolved organic carbon dw Dry weight DW Drinking water ECHA European Chemicals Agency EC/HC Environment Canada and Health Canada EPA Environmental Protection Agency F Fahrenheit (°F) g/cm3 Grams per cubic centimeter GC Gas chromatography HLC Henry's Law constant K Kelvin Kaw Air-water partition coefficient Koa Octanol-air partition coefficient Koc Organic carbon-water partition coefficient Kow Octanol-water partition coefficient M Molarity (mol/L = moles per Liter) mg/L Milligrams per liter mL/min Milliliters per minute mmHg Millimeters of mercury MBP Mono butyl phthalate mol Mole MS Mass spectrometry N/A Not applicable NCBI National Center for Biotechnology Information NIST National Institute of Standards and Technology NIOSH National Institute for Occupational Safety and Heal NLM National Library of Medicine nm Nanometers NR Not reported OH Hydroxyl radical Pa (hPa) Pascals (hectopascals; 1 hPa =100 Pa) PA Phthalic Acid PCF Plant concentration factor Pg/L Picograms per liter ppm parts per million QSAR Quantitative structure activity relationship Page 4 of 53 ------- 147 148 149 150 151 152 153 154 155 156 157 PUBLIC RELEASE DRAFT December 2024 RSC Royal Society of Chemistry RSD Relative standard deviation SI Supplemental information STP Sewage treatment plant TSCA Toxic Substances Control Act TMF Trophic magnification factor U.S. United States UV (UV-Vis) Ultraviolet (visible) light WHO World Health Organization WW Wet weight WWTP Wastewater Treatment Plant Page 5 of 53 ------- 158 159 160 161 162 163 164 165 166 167 168 169 170 171 172 173 174 175 176 177 178 179 180 181 182 183 184 185 186 187 188 189 190 191 192 PUBLIC RELEASE DRAFT December 2024 ACKNOWLEDGEMENTS This report was developed by the United States Environmental Protection Agency (U.S. EPA or the Agency), Office of Chemical Safety and Pollution Prevention (OCSPP), Office of Pollution Prevention and Toxics (OPPT). Acknowledgements The Assessment Team gratefully acknowledges the participation, review, and input from EPA OPPT and OSCPP senior managers and science advisors. The Agency is also grateful for assistance from the following EPA contractors for the preparation of this draft technical support document: ICF (Contract Nos. 68HERC19D000, 68HERD22A0001, and 68HERC23D0007), and SRC, Inc. (Contract No. 68HERH19D0022). As part of an intra-agency review, this technical support document was provided to multiple EPA Program Offices for review. Comments were submitted by EPA's Office of Research and Development (ORD). Docket Supporting information can be found in the public docket, Docket ID EPA-HQ-QPPT-2018-0503. Disclaimer Reference herein to any specific commercial products, process or service by trade name, trademark, manufacturer, or otherwise does not constitute or imply its endorsement, recommendation, or favoring by the United States Government. Authors: Collin Beachum (Management Lead), Mark Myer (Assessment Lead), Jennifer Brennan (Assessment Lead), Ryan Sullivan (Physical Chemistry and Fate Assessment Discipline Lead), Aderonke Adegbule, Andrew Middleton, Juan Bezares-Cruz (Physical Chemistry and Fate Assessors) Contributors: Marcella Card, Maggie Clark, Daniel DePasquale, Patricia Fontenot, Lauren Gates, Grant Goedjen, Roger Kim, Jason Wight Technical Support: Hillary Hollinger, S. Xiah Kragie This draft technical support document was reviewed and cleared for release by OPPT and OCSPP leadership. Page 6 of 53 ------- 193 194 195 196 197 198 199 200 201 202 203 204 205 206 207 208 209 210 211 212 213 214 215 216 217 218 219 220 221 222 223 224 225 226 227 228 229 230 231 232 233 234 235 236 237 238 239 PUBLIC RELEASE DRAFT December 2024 SUMMARY This technical support document is in support of the TSCA Draft Risk Evaluation for Dibutyl Phthalate (DBP) (U.S. EPA. 2024c). EPA gathered and evaluated physical and chemical property data and information according to the process described in the Draft Risk Evaluation for Dibutyl Phthalate (DBP) - Systematic Review Protocol (U.S. EPA. 2024d). During the evaluation of dibutyl phthalate (DBP), EPA considered both measured and estimated physical and chemical property data and information summarized in Table 2-1, as applicable. Information on the full, extracted data set is available in the file Draft Risk Evaluation for Dibutyl Phthalate (DBP) - Systematic Review Supplemental File: Data Quality Evaluation and Data Extraction Information for Physical and Chemical Properties (U.S. EPA. 2024b). DBP - Physical Chemistry: Key Points • DBP is a branched phthalate ester used as a plasticizer. • Under standard environmental conditions, DBP is an oily liquid (O'Neil. 2013) with a melting point around -35 °C (Rumble. 2018b). • DBP has a water solubility of 11.2 mg/L at 24°C (Howard et al.. 1985) and a log Kow of 4.5 (NLM. 2024). • With a vapor pressure of 2.1 x 10~5 mmHg at 25 °C (U.S. EPA. 2019) and a boiling point of 340 °C (Rumble. 2018b). DBP has the potential to be volatile from dry, non-adsorbing surfaces. • The selected Henry's Law constant for DBP is 1.81 x 10~6 atmm3/mol at 25 °C (NLM. 2024). DBP - Environmental Fate and Transport: Key Points EPA evaluated the reasonably available information to characterize the environmental fate and transport of DBP, the key points are summarized below. Given the consistent results from numerous high-quality studies, there is robust evidence that DBP: • Is expected to degrade rapidly via direct and indirect photolysis and will rapidly degrade in the atmosphere (ti/2 =1.15 days) (Section 4.3); • Is not expected to hydrolyze under environmental conditions (Section 4.2); • Is expected to have an environmental biodegradation half-life in aerobic environments on the order of days to weeks (Section 4.1); • Is not expected to be subject to long range transport; • Is expected to transform in the environment via biotic and abiotic processes to form phthalate monoesters, then phthalic acid, and ultimately biodegrade to form CO2 and/or CH4 (Section 1); • Is expected to show strong affinity and sorption potential for organic carbon in soil and sediment (Section 3.2); • Will be removed at rates between 68 to 98 percent in conventional wastewater treatment systems (Section 6.2); • When released to air, will mostly partition to soil and water, and remaining DBP fraction in air will rapidly degrade in the atmosphere (Section 5.1); and • Is likely to be found and accumulate in indoor dust (Section 5.1.1). As a result of limited studies identified, there is moderate evidence that DBP: • Is not expected to biodegrade under anoxic conditions and may be persistent in anaerobic soils and sediments (Section 4.1). • Is not bioaccumulative in fish that reside in the water column (Section 1). • May be bioaccumulative in benthic organisms exposed to sediment with elevated concentrations of DBP proximal to continual sources of release (Section 1). Page 7 of 53 ------- PUBLIC RELEASE DRAFT December 2024 240 • Is expected to be partially removed in conventional drinking water treatment systems via 241 sorption to suspended organic matter and filtering media (Section 6.3). Page 8 of 53 ------- 242 243 244 245 246 247 248 249 250 251 252 253 254 255 256 257 258 259 260 261 262 263 264 265 266 267 PUBLIC RELEASE DRAFT December 2024 1 INTRODUCTION DBP is produced by the esterification of phthalic anhydride with isobutyl alcohol in the presence of an acid catalyst. DBP is a member of the phthalate class of chemicals that are widely used as adhesives and sealants in the construction and automotive sectors. DBP is also commonly used in electronics, children's toys, and plastic and rubber materials. DBP is considered ubiquitous in various environmental media due to its presence in both point and non-point source discharges from industrial and conventional wastewater treatment effluents, biosolids, sewage sludge, stormwater runoff, and landfill leachate (Net et al.. 2015). This assessment was used to determine which environmental pathways to assess further for DBP's risk evaluation. Details on the environmental partitioning and media assessments can be found in Section 4. Based on DBP's fate parameters, EPA anticipates DBP to predominantly be found in water, soil, and sediment. DBP in water is mostly attributable to discharges from industrial and municipal wastewater treatment plant effluent, surface water runoff, and, to a lesser degree, atmospheric deposition. Once in water, DBP is expected to mostly partition to suspended organic matter and aquatic sediments. DBP in soils is attributable to deposition from air and land application of biosolids. EPA quantitatively assessed concentrations of DBP in surface water, sediment, and soil from air-to-soil deposition. Ambient air concentrations were quantified for the purpose of estimating soil concentrations from air deposition but were not used for the exposure assessment as DBP was not assumed to be persistent in the air (ti/2 =1.15 days (Peterson and Staples. 2003)). In addition, partitioning analysis showed DBP partitions primarily to soil and water when compared to air and sediment, including from air releases. Soil concentrations of DBP from land applications were not quantitatively assessed in the screening level analysis since DBP is expected to have limited persistence potential and mobility in soils receiving biosolids. Page 9 of 53 ------- PUBLIC RELEASE DRAFT December 2024 268 2 APPROACH AND METHODOLOGY FOR PHYSICAL AND 269 CHEMICAL PROPERTY ASSESSMENT 270 EPA completed a systematic review by conducting a literature search of available published articles 271 through 2019 to find the following physical and chemical property values. After physical and chemical 272 property data have been extracted and evaluated, values for the endpoints are selected for use in the risk 273 evaluation as described in the Draft Systematic Review Protocol for Dibutyl Phthalate (DBP) (U.S. 274 EPA. 2024d). Due to the large quantity of available data, only studies with an overall data quality 275 ranking of "high" were selected for use in this risk evaluation. Empirical data for the octanol:air 276 partition coefficient (log Koa) and the air:water partition coefficient (log Kaw) were not available, thus 277 EPI Suite™ (U.S. EPA. 2017) was used to estimate a value for each of these parameters. 278 2.1 Selected Physical and Chemical Property Values for DBP 279 280 Table 2-1. Selected Physical and Chemical Property Values for DBP Property Selected Value(s) Reference(s) Data Quality Rating Molecular formula C16H22O4 NLM (2024) High Molecular weight 278.35 g/mol Havnes(2014b) High Physical form Oily liquid O'Neil (2013) High Melting point -35 °C Rumble (2018b) High Boiling point 340 °C O'Neil (2013) High Density 1.0465 g/cnr Rumble (2018b) High Vapor pressure 2.01E-05 mmHg U.S. EPA (2019) High Vapor density 9.58 NLM (2024) High Water solubility 11.2 mg/L Howard et al. (1985) High Octanol: water partition coefficient (log Kow) 4.5 NLM (2024) High Octanol:air partition coefficient (log Koa) 8.63 (EPI Suite™) U.S. EPA (2017) High Airwater partition coefficient (log Kaw) -4.131 (EPI Suite™) U.S. EPA (2017) High Henry's Law constant 1.81E-06 atm m7mol at 25 °C NLM (2024) High Flash point 157 °C NLM (2024) High Autoflammability 402 °C NLM (2024) High Viscosity 20.3 cP NLM (2024) High 281 Page 10 of 53 ------- 282 283 284 285 286 287 288 289 290 291 292 293 294 295 296 297 298 299 300 301 302 303 304 305 306 307 308 309 310 311 312 313 314 315 316 317 318 319 320 321 322 323 324 325 326 PUBLIC RELEASE DRAFT December 2024 2.2 Endpoint Assessments 2.2.1 Melting Point Melting point informs the chemical's physical state, environmental fate and transport, as well as the chemical's potential bioavailability. EPA extracted and evaluated eight high-quality data sources containing DBP melting point information. These sources reported DBP melting points ranging from - 40 to -35 °C (NLM. 2024; NIST. 2022; Elsevier. 2019; U.S. EPA. 2019; Rumble. 2018b; DOE. 2016; ECHA. 2012; NIOSH. 2007; Wang and Richert. 2007; Park and Sheehan. 2000). The mean of the reported melting point values within these sources is -35.57°C. Seven of these sources reported a DBP melting point of-35°C (NLM. 2024; NIST. 2022; Elsevier. 2019; U.S. EPA. 2019; Rumble. 2018b; DOE. 2016; NIOSH. 2007). while one source reported a DBP melting point of -40°C (Park and Sheehan. 2000). EPA selected a melting point value of-3 5 °C (Rumble. 2018b) as a representative melting point value since this value is consistent with the average of the identified information from the overall high-quality data sources. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.2 Boiling Point Boiling point informs the chemical's physical state, environmental fate and transport, as well as the chemical's potential bioavailability. EPA extracted and evaluated eleven high-quality data sources containing DBP boiling point information. These sources reported DBP boiling points ranging from 338 to 340.7 °C (NLM. 2024; NIST. 2022; Elsevier. 2019; U.S. EPA. 2019; Rumble. 2018b. c; DOE. 2016; O'Neil. 2013; ECHA. 2012; NIOSH. 2007; Wang and Richert. 2007; Park and Sheehan. 2000). The mean of reported boiling point values within these sources is 340 °C. EPA selected the boiling point value of 340 °C reported by O'Neil (2013) since this value is consistent with the mean of all boiling points measured under standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.3 Density EPA extracted and evaluated nine high-quality data sources containing DBP density information. These sources reported DBP density values of 1.042 to 1.0501 g/cm3 (NLM. 2024; Elsevier. 2019; Rumble. 2018b; DOE. 2016; O'Neil. 2013; ECHA. 2012; Cadogan and Howick. 2000; Park and Sheehan. 2000; WHO. 1997). The mean of the reported density values is 1.0462 g/cm3. EPA selected a density of 1.0465 g/cm3 (Rumble. 2018b) to closely represent the mean of the density values obtained from the available high-quality data sources. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.4 Vapor Pressure Vapor pressure indicates the chemical's potential to volatilize, undergo fugitive emissions and other releases to the atmosphere, undergo long range transport, and be available for specific exposure pathways. EPA extracted and evaluated eight high-quality data sources containing DBP vapor pressure information. One of these sources reported DBP vapor pressure values of 1.2 to 2.5 x 10~4 mmHg at 25 °C (Elsevier. 2019). The remaining seven high-quality data sources reported DBP vapor pressure ranging from 2.01 x 10~5 to 7.28x 10~5 mmHg at 25 °C (NLM. 2024; U.S. EPA. 2019; Ishaketal.. 2016; ECHA. 2012; Lu. 2009; NIOSH. 2007; Howard et al.. 1985; Hamilton. 1980). The mean and mode of these reported vapor pressure values are 4.38xl0~5 and 2.01 xl0~5 mmHg, respectively, at 25°C. EPA selected the experimentally derived vapor pressure value of 2.01 x 10~5 mmHg (U.S. EPA. 2019) to best represent the mode vapor pressure of DBP obtained from the overall high-quality data sources under standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). Page 11 of 53 ------- 327 328 329 330 331 332 333 334 335 336 337 338 339 340 341 342 343 344 345 346 347 348 349 350 351 352 353 354 355 356 357 358 359 360 361 362 363 364 365 366 367 368 369 370 371 372 PUBLIC RELEASE DRAFT December 2024 2.2.5 Vapor Density EPA extracted and evaluated one high-quality and one medium-quality data source containing DBP vapor density information. These sources reported DBP vapor densities of 9.58 and 9.60 (NLM. 2024; NIOSH. 1976). EPA selected the vapor density value of 9.58 from the one available high-quality data source as a representative value for standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation of Dibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.6 Water Solubility Water solubility informs many endpoints not only within the realm of fate and transport of DBP in the environment, but also when modeling for industrial process, engineering, human and ecological hazard, and exposure assessments. EPA extracted and evaluated twelve high-quality data sources containing DBP water solubility information. These sources reported water solubility values from 1.5 to 14.6 mg/L (NLM. 2024; Elsevier. 2019; U.S. EPA. 2019; Rumble. 2018a; EC/HC. 2017; ECHA. 2012; NIOSH. 2007; Mueller and Klein. 1992; Defoe et al.. 1990; Howard et al.. 1985; SRC. 1983b). EPA excluded two of the reported values, 1.5 and 14.6 mg/L (Elsevier. 2019). as those were determined to be potential outliers. These values were higher or lower than the upper (13.00 mg/L) and lower bounds (8.20 mg/L) calculated using the interquartile range (1.2 mg/L) rule for potential outliers (U.S. EPA. 2006). The rest of the available data sources reported DBP's water solubility values from 8.7 to 11.4 mg/L. The mean of the reported water solubilities at near ambient temperature is 10.62 mg/L. A water solubility of 11.2 mg/L (Howard et al.. 1985) was selected as the empirical value obtained from the overall high-quality data sources that best represents DBP's mean water solubility under standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation of Dibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.7 Octanol:Air Partition Coefficient (log Kqa) The octanol-air partition coefficient (Koa) provides information on how the chemical will partition between octanol (which represents the lipids or fats in biota) and air. Koa informs on how DBP is likely to partition between air, aerosol particles, foliage, dust, dry surfaces, soil, and animal tissue. No Koa data for DBP were identified in the initial data review for the Final Scope for the Risk Evaluation of DBP (U.S. EPA. 2020). After the final scope was published, EPA extracted and evaluated DBP octanol- air partitioning (Koa) data from a single medium quality source. This source reported a predicted log Koa value of 8.45 obtained from a quantitative structure-property relationship (QSPR) model (Lu. 2009). The QSPR-derived estimate of 8.45 reasonably aligns with DBP's log Koa value of 8.63 estimated using EPI Suite™ (U.S. EPA. 2017). As such, EPA has selected the EPI Suite™ derived value of 8.63 as the representative log Koa value for use in risk assessment (U.S. EPA. 2017). The EPI Suite™ modeled value was selected because it closely aligns with the reported predicted value and EPI Suite™ is considered a highly reliable model. 2.2.8 OctanolrWater Partition Coefficient (log Kow) The octanol-water partition coefficient (Kow) provides information on how the chemical will partition between octanol (which represents the lipids or fats in biota) and water. Kow informs on how the chemical is likely to partition in biological organisms as well as for the estimation of other properties including water solubility, bioconcentration, soil adsorption, and aquatic toxicity. EPA extracted and evaluated ten high-quality data sources containing DBP log Kow information. These sources included six new additional sources not available for the Final Scope for the Risk Evaluation of Dibutyl Phthalate (DBP) (U.S. EPA. 2020). EPA excluded a reported Kow of 3.74 from two data sources (Howard et al.. 1985; SRC. 1984) as it was determined to be a potential outlier. This value is higher or lower than the upper (4.41) and lower (4.65) bounds calculated using the interquartile range (0.24) rule for potential Page 12 of 53 ------- 373 374 375 376 377 378 379 380 381 382 383 384 385 386 387 388 389 390 391 392 393 394 395 396 397 398 399 400 401 402 403 404 405 406 407 408 409 410 411 412 413 PUBLIC RELEASE DRAFT December 2024 outliers (U.S. EPA. 2006). With the exclusion of potential outliers, these sources reported log Kow values ranging from 4.25 to 4.79 (NLM. 2024; Elsevier. 2019; U.S. EPA. 2019; EC/HC. 2017; Ishak et al.. 2016; ECHA. 2012; Verbruggen et al.. 1999; Mueller and Klein. 1992; Howard et al.. 1985; SRC. 1984). The mean of the reported log Kow values (excluding outliers) is 4.5. EPA selected an experimental log Kow value of 4.5 (NLM. 2024) as this is consistent with the mean value obtained from the overall high-quality data sources under standard environmental conditions. The identified value replaces the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.9 Henry's Law Constant Henry's Law constant (HLC) provides an indication of a chemical's volatility from water and gives an indication of potential environmental partitioning, potential removal in sewage treatment plants during air stripping, and possible routes of environmental exposure. EPA extracted and evaluated four high- quality data sources containing DBP HLC information. These sources reported DBP HLC values ranging from 8.83xl0~7to 1.81 xl0~6 atmm3/mol (NLM. 2024; Elsevier. 2019; U.S. EPA. 2019; Cousins and Mackav. 2000). The mean of the reported HLC values is 1.5xl0~6 atmm3/mol. EPA selected the HLC value of 1.81 xl0~6 atmm3/mol (NLM. 2024) as the value obtained from the overall high-quality data sources that best represents DBP's mean HLC under standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation of Dibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.10 Flash Point EPA extracted and evaluated five high-quality data sources containing DBP flash point information. These sources reported a DBP flash point of 157 to 171 °C (NLM. 2024; Elsevier. 2019; Rumble. 2018c; O'Neil. 2013; NIOSH. 2007). The mean of the reported flash point values is 162 °C. EPA selected a flash point value of 157 °C (NLM. 2024) as the value that best represents the mean flash point value obtained from the available overall high-quality data sources under standard environmental conditions. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation of Dibutyl Phthalate (DBP) (U.S. EPA. 2020). 2.2.11 Autoflammability No autoflammability data for DBP were identified in the initial data review for the Final Scope for the Risk Evaluation of DBP (U.S. EPA. 2020). After the final scope was published, two high-quality and two medium-quality data sources were identified in the systematic review process. The autoflammability values ranged from 402 to 403 °C (NLM. 2024; NCBI. 2020; Rumble. 2018c; NIOSH. 1976). The mean of the reported autoflammability values is 402 °C. EPA selected an autoflammability value of 402 °C for DBP (NLM. 2024) as the value that best represents the mean flashpoint value. 2.2.12 Viscosity EPA extracted and evaluated three high-quality data sources containing DBP viscosity information. These sources reported viscosity values ranging from 16.63 to 20.3 cP at 20 to 25 °C (NLM. 2024; Elsevier. 2019; Rumble. 2018d). The mean of the reported values is 19.12 cP. EPA selected a value of 20.3 cP at 20 °C as the value that best represents the mean of reported viscosity values under standard environmental conditions for this risk evaluation. The identified value is consistent with the value proposed in the Final Scope for the Risk Evaluation ofDibutyl Phthalate (DBP) (U.S. EPA. 2020). Page 13 of 53 ------- 414 415 416 417 418 419 420 421 422 423 424 425 PUBLIC RELEASE DRAFT December 2024 2.3 Strengths, Limitations, Assumptions, and Key Sources of Uncertainty for the Physical and Chemical Property Assessment The representative physical and chemical property values were selected based on professional judgement and the weight of the scientific evidence, including the overall data quality ranking of the associated references. These physical and chemical property values are then used to inform chemical- specific decisions and model inputs across other disciplines. High and medium quality data are preferred when selecting physical and chemical properties. In some instances where no data were available, models such as EPI Suite™ were used to estimate the value for the endpoint (i.e., octanol:air partitioning coefficient) and cross-checked with reported data from systematic review. The number and overall quality of the available data sources results in different confidence strength levels for the corresponding selected physical and chemical property values (U.S. EPA. 2021). Page 14 of 53 ------- 426 427 428 429 430 431 432 433 434 435 436 437 438 439 440 441 442 443 444 445 446 PUBLIC RELEASE DRAFT December 2024 3 APPROACH AND METHODOLOGY FOR FATE AND TRANSPORT ASSESSMENT In assessing the environmental fate and transport of DBP, EPA considered reasonably available environmental fate data including biotic and abiotic biodegradation rates, removal during wastewater treatment, volatilization from lakes and rivers, and organic carbon:water partition coefficient (log Koc). The full range of results from data sources that were rated high- and medium-quality were considered for fate endpoints. Information on the full extracted data set is available in the file Draft Risk Evaluation for Dibutyl Phthalate (DBP) - Systematic Review Supplemental File: Data Quality Evaluation and Data Extraction Information for Environmental Fate and Transport (U.S. EPA. 2024a). When no measured data were available from high- or medium-quality data sources, fate values were obtained from EPI Suite™ (U.S. EPA. 2017). a predictive tool for physical and chemical properties and environmental fate estimation. Information regarding the model inputs is available in Section 3.2.1. Table 3-1 provides a summary of the selected data that EPA considered while assessing the environmental fate of DBP and were updated after publication of Final Scope of the Risk Evaluation for Dibutyl Phthalate (DBP) (U.S. EPA. 2020) with additional information identified through the systematic review process. Table 3-1. Summary of E ~BP's Environmental Fate Information Property or Endpoint Value(s) Reference(s) Hydrolysis ti/2 = approximately 22 years at pH 7 and 25 °C ATSDR (1999) Kh = 1.0 ± 0.05E-02 M"1 sec1 atpH 10-12 and 30 °C Wolfe etal. (1980) ti/2 = 45.4 hours at pH 10 and 30 °C Zhane et al. (2019) ti/2 = 3.43 years at pH 7 and 25 °C (estimated); ti/2 = 125 days at pH 8 and 25 °C (estimated) U.S. EPA (2017) Indirect photodegradation ti/2 =1.15 days (estimated based on a 12-hour day with 1.5E06 OH/cm3 and OH rate constant of 9.28E-12 OH/cm3 and OH cm7molecule-sec) Peterson and Staples (2003) ti/2 = 1.13 days (based on a 12-hour day with 1.5E06 OH/cm3 and OH rate constant of 9.47E-12 OH/cm3 and OH cm3/molecule-sec) Lei et al. (2018) Organic carbon:water partition coefficient (log Koc) 3.69 (average of 7 values ranging between 3.14 to 3.94) Russell and Mcduffie (1986); Xiane et al. (2019) Aerobic primary biodegradation in water 69% by BOD, 100% by UV-VIS, and 100% by GC after 2 weeks at a concentration of 100 ppm using an unspecified method (most likely Japanese MITI) NITE (2019) Page 15 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Property or Endpoint Value(s) Reference(s) 100% in 7 days based on loss of test substance in a synthetic medium containing 5 mg yeast extract Tabak et al. (1981) 68.3 to >99% (average: 89.8%) primary biodegradation after 28 days using inoculum prepared with soil, domestic, influent sewage microorganisms with a 2-week acclimation period SRC (1983a) Aerobic ultimate biodegradation in water 57.4% by theoretical CO2 (ThC02) evolution after 28 days SRC (1983a) 84.6 ± 2.1% (mean ± SD) after 14 days at 22 °C based on primary biodegradation Johnson et al. (1984) Aerobic biodegradation in sediment 16, 56, 73, and 86% after 7 days at 5, 12, 22, and 28 °C, respectively ti/2 = 2.9 days in natural river sediment collected from the Zhonggang, Keya, Erren, Gaoping, Donggang, and Danshui Rivers in Taiwan. Yuan et al. (2002) Anaerobic biodegradation in sediment ti/2 = 14.4 days in natural river sediment collected from the Zhonggang, Keya, Erren, Gaoping, Donggang, and Danshui Rivers in Taiwan. Yuan et al. (2002) Aerobic biodegradation in soil 88.1-97.2% after 200 days in Chalmers slit loam, Plainfield sand, and Fincastle silt loam soils. Inman et al. (1984) 101%, 128%, and 89% after 8 weeks by mean % theoretical gas production in revised anaerobic mineral medium (RAMM), American Society for Testing Materials (ASTM), and supplemental medium from Jackson, MI, respectively Anaerobic biodegradation 46%, 59%, and 19% after 8 weeks by % theoretical gas production in RAMM, ASTM, and supplemental medium from Holt, MI, respectively Union Carbide (1974) in WWTP sludge 72%, 117%, and 77% after 8 weeks by % theoretical gas production in RAMM, ASTM, and supplemental medium from Ionia, MI, respectively ti/2 = 5.1-6.2 days in primary sludge from Lundofte municipal wastewater treatment plant acclimated to 10 mg/L di-ethylhexyl phthalate (DEHP) in Lyngby, Denmark Gavala et al. (2003) Removal in wastewater treatment 96.6% removal by degradation and decantation based on GC-MS analysis in Fontenay-les-Briis (Essonne-France) WWTP Tran et al. (2014) Page 16 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Property or Endpoint Value(s) Reference(s) Removal efficiency (approximate, based on figure): primary sedimentation: ca. -50%; chemical enhanced primary treatment: ca. - 100%; activated sludge: ca. 75%; sand filtration: ca. 95%; chlorination disinfection: ca. 20% Wuetal. (2017) Aquatic bioconcentration factor (BCF) 2.9 ± 0.1 and 30.6 ± 3.4 in brown shrimp {Penaens aztecus) at 100 and 500 ppb, respectively Wofford et al. (1981) 11.7 in sheepshead minnow (Cyprinodon variegate) at 100 ppb 21.1 ± 9.3 and 41.6 ± 5.1 in American oyster (Crassostrea virginica) at 100 and 500 ppb, respectively Aquatic bioaccumulation factor (BAF) 100, 316, 251 and 1259 L/kg dry weight (dw) in bluegill, bass, skygager, and crucian carp, respectively. Lee et al. (2019a) 159 (estimated; upper trophic) U.S. EPA (2017) Aquatic biota-sediment accumulation factor (BSAF) Log BSAF: -1.6, -1.5, -1.5 and -1.4 kg/kg dw, in bluegill, bass, skygager, and crucian carp, respectively Lee et al. (2019a) BSAF: 0.2-2 (approximate range from figure) in Oreochromis miloticus niloticus, Liza subviridis, Acanthopagrus schlegeli, Zacco platypus and Acrossocheilus paradoxus Huana et al. (2008) BSAF: 5.5 ± 4.8, 6.0 ± 2.3, and 11.8 ± 12.6 in roach, chub, and perch, respectively Teiletal. (2012) Aquatic Trophic Magnification Factor (TMF) 0.70 in 18 marine species Mackintosh et al. (2004) Terrestrial Biota-Soil Accumulation Factor (BSAF) 0.242 to 0.460 for earthworms Hu et al. (2005) and Ji and Dena (2016) Plant Concentration Factor (PCF) 0.26 to 4.78 (Fruit and vegetables) Sun et al. (2015) Page 17 of 53 ------- 447 448 449 450 451 452 453 454 455 456 457 458 459 460 461 462 463 464 465 466 467 468 469 470 471 472 473 474 475 476 477 478 479 480 481 482 483 484 485 486 487 488 489 490 PUBLIC RELEASE DRAFT December 2024 3.1 Tier I Analysis To be able to understand and predict the behaviors and effects of DBP in the environment, a Tier I analysis will determine whether an environmental compartment (e.g., air, water, etc.) will accumulate DBP at significant concentrations (i.e., major compartment) or not (i.e., minor compartment). The first step in identifying the major and minor compartments for DBP is to consider partitioning values (Table 3-1), which indicate the potential for a substance to favor one compartment over another. DBP does not naturally occur in the environment; however, DBP has been detected in water, soil, and sediment in environmental monitoring studies (NLM. 2024; EC/HC. 2017). 3.1.1 Soil, Sediment, and Biosolids Based on the partitioning values shown in Table 3-1, DBP will favor organic carbon over water or air. Because organic carbon is present in soil, biosolids, and sediment, they are all considered major compartments for DBP. This is consistent with monitoring data where higher concentrations of DBP were detected in sediment samples (20-698 ng/g) compared to water samples (114-2,116 ng/L) collected from the Mersey Estuary in the United Kingdom (NLM. 2024). 3.1.2 Air DBP is a liquid at standard environmental temperatures with a melting point of-35°C and a vapor pressure of 2.01 x 10~5 mm Hg at 25 °C (NLM. 2024). DBP will exist both in the vapor (gaseous) phase and particulate phase in the atmosphere (EC/HC. 1994). The mean concentration of DBP was 1.9 ± 1.3 ng/m3 in the vapor phase and 4.0 ± 2.2 ng/m3 in the particulate phase in air samples collected along the Niagara River (EC/HC. 1994). In another monitoring study from Paris, France, higher concentrations of DBP were detected in the vapor phase (2.9 to 59.3 ng/m3) compared to the particulate phase (0.6 to 4.6 ng/m3) {NLM 2024). The octanol:air partition coefficient (Koa) indicates that DBP will favor the organic carbon present in airborne particles. Based on its physical and chemical properties and short half-life in the atmosphere (ti/2 =1.15 days (U.S. EPA. 2017)). DBP in the vapor phase is assumed to not be persistent in the air. The AERO WIN™ module in EPI Suite™ estimates that a fraction of DBP may be sorbed to airborne particulates and these particulates may be resistant to atmospheric oxidation. DBP has been detected in both indoor and outdoor air and settled house dust in the USA, Europe, Canada and China (NLM. 2024; EC/HC. 2017; Kubwabo et al.. 2013; Wang etal.,2013). 3.1.3 Water A log Kaw value of -4.131 indicates that DBP will favor water over air. With a water solubility of 11.2 mg/L at 25 °C, DBP is expected to be slightly soluble in water (Howard et al.. 1985). In water, DBP is likely to partition to suspended organic material present in the water column based on DBP's water solubility of 11.2 mg/L (Howard et al.. 1985)and organic carbon:water partition coefficient of 3.69 (Table 3-1). A monitoring study showed that total seawater DBP concentrations, in the False Creek Harbor is a shallow marine inlet in Vancouver, ranged from 50 to 244 ng/L and the dissolved fraction concentrations ranged from 34 tol65 ng/L, compared to the suspended particulate fraction concentration which ranged from 9,320 to 63,900 ng/g dry weight (dw) (Mackintosh et al.. 2006). Although DBP has low water solubility, surface water will be a major compartment for DBP since it is detected in the ng/L range. 3.2 Tier II Analysis A Tier II analysis involves reviewing environmental release information for DBP to determine if further assessment of specific media is needed. The Toxics Release Inventory (TRI) reported the total on-site releases for DBP in 2022 to be 130,800 pounds with 49,600 pounds released to air, 81,200 pounds released to land, and none released to water. According to production data from the Chemical Data Page 18 of 53 ------- 491 492 493 494 495 496 497 498 499 500 501 502 503 504 505 506 507 508 509 510 511 512 513 514 515 516 517 518 PUBLIC RELEASE DRAFT December 2024 Reporting (CDR) 2020 reporting period, between one million and ten million pounds of DBP were produced annually from 2016-2019 for use in commercial products, chemical substances or mixtures sold to consumers, or at industrial sites. Environmental release data from the Discharge Monitoring Reports (DMRs) reported total annual releases for DBP from watershed discharge to be 1,224 total lb per year from 585 watersheds in 2021, 5,149 total lb per year from 588 watersheds in 2022, and 16,555 total lb per year from 568 watersheds in 2023. DBP is used mainly as a plasticizer in polyvinyl emulsions and can be used in adhesives, paints and coatings, building materials, printing inks, fabric and textiles, children's toys, and plastic and rubber materials (EC/HC. 2017. 1994). Because DBP is not chemically bound to the polymer matrix and can migrate from the surface of polymer products (EC/HC. 2017). DBP can easily be released to the environment from polymer-based products during their use and disposal. Additionally, DBP may be released to the environment from the disposal of wastewater, and liquid and solid wastes. After undergoing wastewater treatment processes, effluent is released to receiving waters and biosolids (treated sludge) may be landfilled, land-applied, or incinerated and these processes may indicate that media-specific evaluations are necessary (Table 3-2). Releases from landfills and incinerators will occur from the disposal of liquid and solid wastes and warrants media specific evaluations. Table 3-2. Summary of Key Environmental Pathways & Media Specific Evaluations Environmental Releases Key Pathway Media Specific Evaluations Wastewater and liquid waste treatment Effluent discharge to water and land application of biosolids Air, water, sediment, soil, groundwater, and biosolids Disposal of liquids and solids to landfills Leachate discharge to water and biogas to air Air, water sediment, soil, and groundwater Incineration of liquid and solids Stack emissions to air and ash to landfill Air, water, sediment, soil, and groundwater Urban/remote areas Fugitive emissions to air Air, water, sediment, soil, and groundwater Deposition Water and soil Partitioning Water, sediment, soil, and groundwater 3.2.1 Fugacity Modeling The approach described by Mackay et al. (1996) using the Level III Fugacity model in EPI Suite™ V4.11 (LEV3EPI™) was used for this Tier II analysis. LEV3EPI™ is described as a steady-state, non- equilibrium model that uses a chemical's physical and chemical properties and degradation rates to predict partitioning of the chemical between environmental compartments and its persistence in a model environment (U.S. EPA. 2017). Environmental degradation half-lives were taken from high and medium quality studies that were identified through systematic review to reduce levels of uncertainties (Table 3-3). Page 19 of 53 ------- 519 520 521 522 523 524 525 526 527 528 529 530 531 532 533 534 535 536 PUBLIC RELEASE DRAFT December 2024 Table 3-3. DBP Half-Life Inputs Used in EPI Suite™ Level III Fugacity Modeling Media Half-Life (days) Reference(s) Air 1.15 Lei etal. (2018); SRC (1983a) Water 10 Soil 20 Sediment 90 The following input parameters, taken from Table 2-1 and discussed in detail in Section 2.2, were used in LEV3EPI™: • Melting point =-35.00 °C • Vapor pressure = 2.01 xl0~5 mm Hg • Water solubility = 11.2 mg/L • Log Kow = 4.5 • SMILES: 0=C(0CCCC)c(c(cccl)C(=0)0CCCC)cl (representative structure) Based on DBP's environmental half-lives, partitioning characteristics, and the results of LEV3EPI™, DBP is expected to be found predominantly in water and soil (Figure 3-1). The model suggests that, under a continuous release scenario, 99.9 percent of releases to soil will remain in soil, 90 percent of releases to water will remain in water with about 10 percent partitioning to sediments, while 58 percent of releases to air will end up in soil with another 6 percent in water. The LEV3EPI™ results were consistent with environmental monitoring data. DBP's partitioning behavior are further discussed in the media specific assessment (Section 1). Page 20 of 53 ------- PUBLIC RELEASE DRAFT December 2024 ion 90 80 70 W so 4—1 c o SO E ^ < i/i ft 4" 30 20 ¦ 10 n ¦ Li 100% Soil Release 100% Air Release 100% Water Release Equal Releases (User Koc of 4915) Air ¦ Water bSoiI ¦ Sediment 538 Figure 3-1. EPI Suite™ Level III Fugacity Modeling for DBP Page 21 of 53 ------- 540 541 542 543 544 545 546 547 548 549 550 551 552 553 554 555 556 557 558 559 560 561 562 563 564 565 566 567 568 569 570 571 572 573 574 575 576 577 578 579 580 581 582 583 PUBLIC RELEASE DRAFT December 2024 4 TRANSFORMATION PROCESSES When released to the environment, DBP will be transformed to the monoester form (monobutyl phthalate via abiotic processes such as photolysis and hydrolysis of the carboxylic acid ester group (U.S. EPA. 2023). Biodegradation pathways for the phthalates consist of primary biodegradation from phthalate diesters to phthalate monoesters and then to phthalic acid (PA), and ultimately biodegradation of phthalic acid to form carbon dioxide (CO2) and/or methane (CH4) (Huang et al.. 2013a; Wolfe et al., 1980). Monobutyl phthalate is both more soluble and more bioavailable than DBP. It is also expected to undergo biodegradation more rapidly than the diester form. EPA considered DBP transformation products and degradants qualitatively but due to their lack of persistence, these byproducts are not expected to substantially contribute to risk, thus EPA is not considering them further in this risk evaluation. Both biotic and abiotic degradation routes for DBP are described in the sections below. 4.1 Biodegradation DBP is expected to be readily biodegradable in most aquatic and terrestrial environments. EPA extracted and evaluated 85 biodegradation studies during systematic review. Twenty-six of these studies were extracted and evaluated as overall high-quality data sources (Table 4-1). For the purposes of the following biodegradation analysis, due to the large number of available high-quality data sources, EPA focused on studies that were given a high data quality rating. 4.1.1 Aerobic Biodegradation in Water EPA extracted eight high-quality studies evaluating the primary aerobic biodegradation of DBP in water (Table 3-1). Studies that used activated sludge inoculums reported primary biodegradation rates greater than 80 percent over 40 days (Desai et al.. 1990). 100 percent over 14 days (Fuiita et al.. 2005). and 100 percent over 7 days (Tabak et al.. 1981). However, there was an additional study using activated sludge as an inoculum with a degradation rate of 0 percent over 100 hours in an unacclimated inoculum, but a rate of 100 percent over 100 hours using an inoculum that was acclimated to DBP over the course of 150 days using a DBP concentration of 100 mg/L (Jianlong. 2004). These findings suggest that DBP might appear to be persistent when released to aquatic environments with microbial populations that require an adaptation phase to the initial DBP exposure; however, once adapted to DBP exposure, biodegradation of DBP is expected to occur. A study using a combination inoculum of soil, activated sludge, and raw sewage reported a primary biodegradation rate ranging from 68.3 to greater than 99 percent over 28 days (SRC. 1983a). Three of the eight identified studies used natural surface water inoculums. Studies reported primary biodegradation rates of 100 percent over 2 days in river water (Cripe et al.. 1987). 100 percent over 14 days in river water (Fuiita et al.. 2005). and 100 percent over 14 days in pond water (Fuiita et al.. 2005); the other reported a half-life of 1.7 to 13 days estuarine and freshwater sites (Walker et al.. 1984). Two studies evaluating the ultimate biodegradation of DBP in water were also extracted. One of the studies reported rates of 50 to 70 percent, 40 to 60 percent, and 20 to 50 percent when using inoculums of activated sludge, river water, and pond water, respectively (Fuiita et al.. 2005). The other reported rates were 47.4 to 74.9 percent, with half-lives of 9.6 to 20.9 days when using a mixture of soil, activated sludge, and raw sewage as the inoculum (SRC. 1983a). While the biodegradation rate of DBP in water will depend on the microbial community and its previous exposures to DBP, most of the data on primary and ultimate biodegradation rates suggest an aerobic half-life of less than approximately 30 days using a variety of different inoculums. Therefore, for the purposes of this evaluation, DBP is readily biodegradable under aerobic conditions and will have a half-life on the order of days to weeks. Page 22 of 53 ------- 584 585 586 587 588 589 590 591 592 593 594 595 596 597 598 599 600 601 602 603 604 605 606 607 608 609 610 611 612 613 614 615 616 617 618 619 620 621 622 623 624 625 626 627 628 629 630 PUBLIC RELEASE DRAFT December 2024 4.1.2 Biodegradation in Sediment EPA extracted twenty-three high-quality studies evaluating biodegradation of DBP in sediment. Out of the twenty-three studies, EPA focused on the nine studies that did not use sediments amended with external inoculums to best represent DBP's biodegradation under natural environmental conditions. One of these studies reported 70.1 to 84.6 percent biodegradation of DBP in freshwater lake sediment under aerobic conditions (Johnson et al.. 1984). The same study also evaluated the effects of temperature and DBP initial concentration on DBP's aerobic degradation rates. The results showed 70.1 to 72.6 percent loss at initial DBP concentrations of 0.082 to 8.2 mg/L in 14 days and 73 to 86 percent loss at 22 to 28 °C in 7 days. However, the study reported 16 to 56 percent loss of DBP at 5 to 12 °C. These findings showed that temperature could have a significant effect on biodegradation. Three of the selected data sources reported DBP's biodegradation half-lives of 2.7, 2.9, and 46 days in marine sediments under aerobic conditions (Li et al.. 2015; Kickham et al.. 2012; Yuan et al.. 2010). The data source reporting a DBP biodegradation half-life of 46 days in marine sediment, reported higher than expected biodegradation half-lives for other phthalates as well. In general, DBP is expected to have a sediment biodegradation half-life of 2.7 to 2.9 days under normal aerobic environmental conditions, but extended half-lives might be possible. In contrast to aerobic conditions, phthalate esters are expected to have extended half-lives in sediment under anaerobic conditions. Five of the nine extracted studies reported DBP biodegradation information in sediment under anaerobic conditions (Li et al.. 2015; Lertsirisopon et al.. 2006; Chang et al.. 2005; Kao et al.. 2005; Yuan et al.. 2002). Chang et. al. (2005) reported 100 percent biodegradation in 28 days at pH 7 and 30 °C in sediments with a nutrient content commonly used to support microbial growth. Kao et. al. (2005) reported 24 percent biodegradation in 30 days at pH 7 and 30 °C in sediment samples with water (not amended with nutrients for microbial growth). Additionally, half-lives in anaerobic sediments have been reported to be 1.2 to 1.6 days in pond sediment (Lertsirisopon et al.. 2006). 3.6 days in submerged marine sediment (Li et al.. 2015). and 5.1 to 12.7 days in river sediment (Yuan et al.. 2002). Overall, the available data show that there is variability in the biodegradation rates and that rates will depend on environmental conditions, such as temperature, redox conditions, and pre-exposure of the microbial communities to DBP. However, most of the studies evaluated suggest that at ambient temperatures DBP will have a half-life of less than one year in both aerobic and anaerobic sediments. Therefore, for the purposes of this evaluation it is assumed that DBP will have a half-life in sediments on the order of weeks to months. 4.1.3 Biodegradation in Soil EPA extracted eight high-quality studies evaluating biodegradation of DBP under aerobic and anaerobic conditions in soil. Studies conducted using aerobic conditions report degradation rates of 88 to 98.6 percent over 200 days in silty loam and sandy soils (Inman et al.. 1984); 100 percent over 72 hours in soils of non-specified types from Broome County, New York (Russell et al.. 1985); 100 percent over 15 days (Shanker et al.. 1985) in an alluvial garden soil; and 66 percent over 30 days in soil taken from a garden of an unspecified soil type (Wang et al.. 1997a). Additionally, studies have reported aerobic biodegradation half-lives of 0.338 to 1.2 days in udic ferrosol and aquic cambisol soils (Cheng et al.. 2018); 7.8 to 8.3 days in agricultural black soils (Xu et al.. 2008); 1.6 days in a sandy clay loam (Yuan et al.. 2011); and 17.2 days in loam from a farm (Zhao et al.. 2016). Anaerobic biodegradation rates have been reported to be 97.8 percent over 200 days in a silt loam (Inman et al.. 1984) and 66 percent over 30 days in soil taken from a garden of an unspecified soil type (Shanker et al.. 1985). Overall, the available data show that there is variability in the biodegradation rates, depending on environmental conditions such as temperature, redox conditions, and pre-exposure of the microbial communities to DBP. However, the study with the slowest biodegradation rate in this evaluation suggests a half-life in soil of Page 23 of 53 ------- PUBLIC RELEASE DRAFT December 2024 631 approximately 65 days (Inman et al.. 1984). Therefore, for the purposes of this evaluation, it is assumed 632 that DBP will have a half-life in soils on the order of weeks to months. 633 634 Table 4-1. Summary of DBP Biodegradation Information Environmental Conditions Degradation Value Half-life (days) Reference Overall Data Quality Ranking 100%/2 days N/A Cripe et al. (1987) High >80%/40 days N/A Desai et al. (1990) High 100%/14 days N/A Fuiita et al. (2005) High Aerobic primary biodegradation in 100% in acclimated and 0% in unacclimated activated sludge/100 hours N/A Jianlone (2004) High water 68.3-99%/28 days N/A SRC (1983a) High 100%/7 days N/A Tabak et al. (1981) High N/A 1.7-13 days Walker et al. (1984) High N/A 45.3-47.5 hours Wane et al. (1997b) High Aerobic ultimate biodegradation in water 50-70% in activated sludge, 40-60% river water, and 20- 50% in pond water/14 days N/A Fuiita et al. (2005) High 47.7-74.9%/28d days 9.6-20.9 days SRC (1983a) High 70.9% at 0.082 mg/L, 70.1% at 0.82 mg/L, and 8.2% at 8.2 mg/L/14 days N/A Johnson et al. (1984) High Aerobic biodegradation in 16% at 5 °C, 56% at 12 °C, 73% at 22 °C, 86% at 28 °C/7 days N/A Johnson et al. (1984) High sediment N/A 46 days in marine inlet sediment Kickham et al. (2012) High N/A 2.7 days in surface marine sediment Li et al. (2015) High Page 24 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Environmental Conditions Degradation Value Half-life (days) Reference Overall Data Quality Ranking N/A 14.6 days in river sediment Pens and Li (2012) High N/A 0.6-5.4 days in river sediment Yuan et al. (2002) High N/A 1.6-2.9 days in mangrove sediment Yuan et al. (2010) High Anaerobic biodegradation in sediment 100%/28 days 9.4 days Chans et al. (2005) High 24%/30 days in river sediment N/A Kao et al. (2005) High N/A 3.6 days in non- surface layer marine sediment Li et al. (2015) High N/A 5.1-12.7 days Yuan et al. (2002) High N/A 1.2-1.6 days in pond sediment Lertsirisopon et al. (2006) High Aerobic biodegradation in soil N/A 0.338-1.2 days Chens et al. (2018) High 88-98.6%/200 days (CO2 evolution) N/A Inman et al. (1984) High 100%/72 hours N/A Russell et al. (1985) High 100%/15 days N/A Shanker et al. (1985) High 66%/30 days N/A Wane et al. (1997a) High N/A 7.8-8.3 days Xu et al. (2008) High N/A 1.6 days Yuan et al. (2011) High N/A 17.2 days Zhao et al. (2016) High Anaerobic biodegradation in soil 97.8%/200 days (CO2 evolution) N/A Inman et al. (1984) High 66%/30 days N/A Shanker et al. (1985) High 635 636 4.2 Hydrolysis 637 The hydrolysis half-life of DBP at neutral pH and temperatures relevant to environmental waters is not 638 expected to be significant (Lei et al.. 2018; Huang et al.. 2013a; Wolfe et al.. 1980). The hydrolysis half- 639 life was reported to be approximately 22 years (ATSDR. 1999). Hydrolysis under acidic and alkaline Page 25 of 53 ------- 640 641 642 643 644 645 646 647 648 649 650 651 652 653 654 655 656 657 658 659 660 661 662 663 664 665 666 667 668 669 670 671 672 673 674 675 676 677 PUBLIC RELEASE DRAFT December 2024 conditions is expected to occur with alkaline hydrolysis being more rapid. Alkaline hydrolysis will yield phthalic acid with the monoester as an intermediate (Zhang et al.. 2019; Huang et al.. 2013a; Wolfe et al.. 1980). Zhang et al. (2019) evaluated the hydrolysis of DBP in aqueous alkaline solutions (pH 10) at 30 °C. The study reported hydrolysis to be rapid under the tested conditions, reporting a hydrolysis half- life of 45.4 hours. Temperature has also been shown to impact hydrolysis rates with hydrolysis rates increasing with an increase in temperature. The hydrolysis half-life for DBP was reported to be 280.2 hours in neutral solution at a temperature of 80 °C. Wolfe et al. (1980) evaluated the hydrolysis of DBP in aqueous alkaline solutions at 30 °C. The study reported a hydrolysis rate constant of 1.0 ± 0,05/10 2 1VT1 sec-1 which corresponds to half-lives of 22 years at pH 7 and 8 days at pH 10. In addition, EPI Suite™ estimated the hydrolysis half4ives of DBP to be 3.43 years at pH 7 and 25 °C, and 125 days at pH 8 and 25 °C (U.S. EPA. 2017) indicating that hydrolysis of DBP is more likely under more caustic conditions and supporting DBP's resistance to hydrolysis under standard environmental conditions. When compared to other degradation pathways, hydrolysis it is not expected to be a significant source of degradation under typical environmental conditions. However, the higher temperatures, variations from typical environmental pH, and chemical catalysts present in the deeper anoxic zones of landfills may be favorable to the degradation of DBP via hydrolysis (Huang et al.. 2013a). This is discussed further in Section 5.3.3. 4.3 Photolysis DBP contains chromophores that absorb light at greater than 290 nm wavelength (NLM. 2013). therefore, direct photodegradation is a relevant but minor degradation pathway for DBP released to air. The major degradation pathway for DBP in air is indirect photodegradation with a measured half4ife of 1.13 days (27.1 hours) (calculated from a -OH rate constant of 9.47xl0~12 cm3 /molecule-second and a 12-hour day with 1.5><106 OH/cm3) (Lei et al.. 2018). Similarly, Peterson and Staples (2003) reported a calculated DBP photodegradation half-life of 1.15 days (~ 27.6 hours) (calculated from a OHrate constant of 9.28xl0~12 cm3 /molecule-second and 1.5><106 OH/cm3). Indirect photodegradation of DBP will yield MBP, PA, di-butyl 4-hydroxyphthalate (m-OH-DBP), and di-butyl 4-nitrophthalate (m-NCh-DBP) (Lei et al.. 2018). DBP photodegradation in water is expected to be slower than air, due to the typical light attenuation in natural surface water. There is limited information on the aquatic photodegradation of DBP. However, Lertsirisopon et al. (2009) reported DBP aquatic direct photodegradation half-lives of 50, 66, 360, 94 and 57 days at pH 5, 6, 7, 8 and 9, respectively, when exposed to natural sunlight in artificial river water at 0.4 to 27.4 °C (average temperature of 10.8 °C). Peterson and Staples (2003) also reported a half-life of 3 hours for aqueous photolysis of DBP in natural sunlight when DBP was present in a surface microlayer on the water at mg/L concentrations. The rate was noted to be stimulated by titanium dioxide and hydrogen peroxide. These findings suggest DBP will be susceptible to photochemical decay in air but that photolysis is not expected to be a significant degradation process in surface water. Page 26 of 53 ------- 678 679 680 681 682 683 684 685 686 687 688 689 690 691 692 693 694 695 696 697 698 699 700 701 702 703 704 705 706 707 708 709 710 711 712 713 714 715 716 717 718 719 720 721 722 PUBLIC RELEASE DRAFT December 2024 5 MEDIA ASSESSMENTS DBP has been reported to be present in the atmosphere, aquatic environments, and terrestrial environments. Once in the air, DBP will be most predominant in the organic matter present in airborne particles and is expected to have a short half-life in the atmosphere. Based on its physical and chemical properties, DBP is likely to partition to house dust and airborne particles in the indoor environment and is expected to have a longer half-life in indoor air as compared to outdoor air. DBP present in surface water is expected to partly partition to aquatic sediments and have an aerobic biodegradation half4ife ranging from days to weeks. In terrestrial environments, DBP has the potential to be present in soils and groundwater but is likely to be immobile in both media types. In soils, DBP is expected to be deposited via air deposition and land application of biosolids. DBP in soils is expected to have a half4ife on the order of weeks to months, and to have low bioaccumulation potential and biomagnification potential in terrestrial organisms. DBP will be released to groundwater via infiltration from wastewater effluent and landfill leachates but is not likely to be persistent in groundwater and/or subsurface environments unless anoxic conditions exist. 5.1 Air and Atmosphere DBP is a liquid at environmental temperatures with a melting point of-3 5 °C (Havnes. 2014a) (Rumble. 2018b) and a vapor pressure of 2.01 x 10~5 mmHg at 25 °C (NLM. 2024). Based on its physical and chemical properties and short half4ife in the atmosphere (ti/2 =1.15 days (Peterson and Staples. 2003)). DBP is not expected to be persistent in air. The AEROWIN™ module in EPI Suite™ estimated a log KoAof 8.63, which suggests that a fraction of DBP may be sorbed to airborne particles and these particulates may be more resistant to atmospheric oxidation. Thus, DBP has the potential to undergo dry deposition and wet deposition into soils and surface water (Zeng et al.. 2010; Peters et al.. 2008; Xie et al.. 2005; Parkerton and Staples. 2003; Atlas and Giam. 1981). Two studies reported a range of 33 to 46 percent of DBP concentration in the air to be associated with suspended particles (Xie et al.. 2007; Xie et al.. 2005). A net deposition of DBP from ambient air into the North Sea was also measured (Xie et al.. 2005). Based on DBP's short half-life in the atmosphere, it is not expected to be persistent in atmospheric air under standard environmental conditions. Three studies reported DBP to be detected in air at concentrations of greater than 0.002 to 3.4 ng/m3 over the North Sea (Xie et al.. 2005). 0.2 to 0.6 ng/m3 over the Arctic (Xie et al.. 2007). and 0.4 to 1.8 ng/m3 over the North Pacific Ocean (Atlas and Giam. 1981). Other studies measured concentrations of DBP in ambient air ranging from 23.7 to 191 ng/m3 in the United States (Wilson et al.. 2003; Wilson et al.. 2001) and 0.08 to 15 ng/m3 in Sweden (Cousins et al.. 2007). 5.1.1 Indoor Air and Dust In general, phthalate esters are ubiquitous in the atmosphere and indoor air. Their worldwide presence in air has been documented in the gas phase, suspended particles, and dust (Net et al.. 2015). A log Koa value of 8.63 suggests a strong affinity of DBP for organic matter in air particulates. DBP is expected to be more persistent in indoor air than in outdoor air due to the lack of natural chemical removal processes, such as solar photochemical degradation. EPA identified several data sources reporting the presence of DBP in indoor air and dust in the United States. These studies reported the presence of DBP at higher concentrations in indoor dust samples than in indoor air, supporting DBP's strong affinity and partitioning to organic matter in dust. Wilson et al. (2001) reported measured samples of indoor air and dust from ten daycare centers located in North Carolina. DBP was detected in all air and dust samples with a mean concentration of 239 ng/m3 (108- Page 27 of 53 ------- 723 724 725 726 727 728 729 730 731 732 733 734 735 736 737 738 739 740 741 742 743 744 745 746 747 748 749 750 751 752 753 754 755 756 757 758 759 760 761 762 763 764 765 766 767 PUBLIC RELEASE DRAFT December 2024 404 ng/m3) in air samples and a mean concentration of 18.4 ppm (1.58-46.3 ppm) in dust samples. In a second study, Wilson et al. (2003) reported measured samples of indoor air and dust from two other daycare centers located in North Carolina with a mean concentration of 488 ng/m3 (222-786 ng/m3) in air samples and a mean concentration of 1.87 ppm (0.058-5.85 ppm) in dust samples. Air and dust samples were collected from residential and office buildings in Massachusetts with a 100 percent detection frequency for DBP. Concentrations of DBP were found to be a mean of 0.251 |ig/m3 (0.101- 0.41 |ig/m3) in air and a mean of 27.4 |ig/g (11.1-59.4 |ig/g) in dust (Rudel et al.. 2001). EPA also identified several data sources reporting the presence of DBP in indoor air and dust outside of the United States. Das et al. (2014) explored the implications of industrial activities by comparing the presence of phthalates in two different cities from India. The study analyzed indoor air and dust samples from the Jawaharlal Nehru University campus (a city with low industrial activities) and Okhla (a city with high industrial activities related to the use of phthalates), reporting a general tendency of higher detectable concentrations of DBP in air and dust samples collected in the city of Okhla. This finding suggests that higher concentrations of phthalates in air and dust could be expected near facilities with high use and production of phthalates. Wormuth et al. (2006) determined the indoor air and indoor dust concentrations DBP based on measured concentrations of phthalates in dust of European homes. The study reported DBP mean concentrations of 1,153 ng/m3 and 98 mg/kg for indoor air and indoor dust, respectively. In a study done in Sapporo, Japan, DBP was found to range from 79.6 to 740 ng/m3 in air and 1.8 to 1,476 ng/m3 in indoor dust in residential houses (Kanazawa et al.. 2010). DBP was found to be the dominating phthalate in a study which analyzed the phthalate content (DBP, BBP, dicyclohexyl phthalate [DCHP], and di-ethylhexyl phthalate [DEHP]) of particulate matter in indoor spaces in Norway (Rakkestad et al.. 2007). 5.2 Aquatic Environments 5.2.1 Surface Water DBP is expected to be released to surface water via industrial and municipal wastewater treatment plant effluent, surface water runoff, and, to a lesser degree, atmospheric deposition. DBP has frequently been detected in surface waters (Zeng et al.. 2008a; Tan. 1995; Preston and Al-Omran. 1989). The principal properties governing the fate and transport of DBP in surface water are water solubility (11.2 mg/L, Table 2-1), log Kaw (-4.131, Table 3-1), and log Koc (3.14-3.94, Table 3-1). Due to its HLC (1.81xl0~6 atm m3/mol at 25 °C, Table 2-1), volatilization is not expected to be a significant source of loss of DBP from surface water. A partitioning analysis estimates that about 10 percent of the DBP released to water will partition to sediments and approximately 90 percent will remain in surface water (see Section 3.2.1). However, based on its log Koc (3.14-3.94), DBP in water is expected to partition to suspended particles and sediments. DBP is also expected to biodegrade rapidly in most aquatic environments (Section 4.1.1) and thus is not expected to persist in surface water except at areas of continuous release, such as a water body receiving discharge from a municipal wastewater treatment plant, where rate of release exceeds the rate of biodegradation. No monitoring data for DBP in surface water was readily available for the United States. Several studies from outside the U.S. were examined. The available data sources reported the presence of DBP and other phthalates in surface water samples collected from rivers and lakes. Preston and Al-Omran (1989) explored the presence of phthalates within the River Mersey Estuary and reported the presence of DBP freely dissolved in water at concentrations ranging from 0.541 to 1.805 |ig/L. Tan (1995) reported the Page 28 of 53 ------- 768 769 770 111 772 773 774 775 776 777 778 779 780 781 782 783 784 785 786 787 788 789 790 791 792 793 794 795 796 797 798 799 800 801 802 803 804 805 806 807 808 809 810 PUBLIC RELEASE DRAFT December 2024 presence of DBP in Klang River at concentrations of 0.8 to 4.8 |ig/L. Zeng et al. (2008a) reported the presence of DBP in the dissolved aqueous phase of urban lakes in Guangzhou City at mean concentrations of 2.03 |ig/L. Grigoriadou et al. (2008) reported the presence of DBP in lake water samples collected near the industrial area of Kavala city at concentrations of 0.640 to 16 |ig/L. The total seawater concentrations of DBP in False Creek Harbor, Vancouver ranged from 50 to 244 ng/L with the dissolved fraction concentrations ranging from 34 to 165 ng/L. The bottom sediment concentrations ranged from 57 to 182 ng/g dw. The concentration in suspended sediment ranged from 9,320 to 63,900 ng/g dw (Mackintosh et al.. 2006). These results show higher concentrations of DBP in the suspended sediments than in the dissolved phase or the bottom sediment, which was not expected given the Koc value and partitioning analysis results for DBP. This suggests that partitioning of DBP to sediments may be much higher than what was predicted in the partitioning analysis and that the concentrations of DBP in water may be mostly found in suspended sediment. 5.2.2 Sediments Based on a log Koc range of 3.14 to 3.94, DBP will partition to the organic matter present in soils and sediment when released into aquatic environments. Once in water, LEV3EPI™predicts that close to 90 percent of the DBP will remain in water (U.S. EPA. 2017) (see Section 3.2.1). However, some data sources have documented higher concentrations of DBP in suspended solids than the dissolved phase (Mackintosh et al.. 2006). DBP is expected to biodegrade rapidly in aquatic sediments with a half4ife of weeks to months (see Section 4.1.2). Due to its strong affinity to organic carbon (log Koc = 3.14- 3.94), DBP is expected to partly partition to aquatic sediments. This is consistent with the monitoring data sources containing information on the presence of DBP in river sediment samples. DBP concentrations in river sediment ranged between 3 to 3,670 ng/g dw (Cheng et al.. 2019; Li et al.. 2017b; Li et al.. 2017a; Tang et al.. 2017; Tan. 1995; Preston and Al-Omran. 1989). No monitoring data for DBP in surface water was readily available for the United States. Several studies from outside the U.S. were examined. Mackintosh (2006) reported higher concentrations of DBP in the suspended particles than in deep sediment samples collected from the False Creek Harbor in Vancouver, Canada. The study reported DBP mean concentrations of 103 and 22,400 ng/g in the deep sediment and suspended particles, respectively. In another study, Kim (2021) evaluated the presence of plasticizers in sediments from highly industrialized bays of Korea. DBP was detected in 95 percent of the collected surface sediment samples at a median concentration of 13.2 ng/g dw. The study revealed a gradual decreasing trend in the overall concentration of phthalates toward the outer region of the bays farther away from industrial activities. The findings of this study suggests that industrial activities are a major contributor of phthalates in sediments within the area. It also suggests that DBP has the potential to accumulate in sediments at areas of continuous release, such as a surface water body receiving discharge from a municipal wastewater treatment plant. 5.3 Terrestrial Environments 5.3.1 Soil DBP is expected to be deposited to soil via two primary routes: 1) application of biosolids and sewage Page 29 of 53 ------- 811 812 813 814 815 816 817 818 819 820 821 822 823 824 825 826 827 828 829 830 831 832 833 834 835 836 837 838 839 840 841 842 843 844 845 846 847 848 849 850 851 852 853 854 855 856 857 858 PUBLIC RELEASE DRAFT December 2024 sludge in agricultural applications or sludge drying applications; and 2) atmospheric deposition. Based on DBP's HLC of 1.81xl0~6 atm m3/mol at 25 °C and vapor pressure of 2.01xl0~5 mmHg at 25 °C, DBP is not likely to volatilize significantly from soils. DBP is expected to show strong affinity for sorption to soil and its organic constituents based on a log Koc of 3.14-3.94 (Xiang et al.. 2019: Russell and Mcduffie. 19861 and a log Kow of 4.5 (NLM. 2024). Thus, DBP is expected to have slow migration potential in soil environments. In addition, DBP is expected to biodegrade rapidly in soil with a half-life of weeks to months. In general, DBP is not expected to be persistent in soil as long as the rate of release does not exceed the rate at which biodegradation can occur. Available data sources have reported the presence of DBP in soil samples. Concentrations ranging from 0.49 to 3.59 mg/kg dw were measured in soil and sediment samples in a vacant tract adjacent to the Union Carbide Corporation's Bound Brook plant in New Jersey (ERM. 1988). Soil samples from waste disposal sites in Taizhou, China were shown to be contaminated by DBP through improper disposal of electronic waste. DBP and DEHP were two of the major phthalates in the study with DBP ranging from 1 to 5 mg/kg in the soil samples (Liu et al.. 2009). DBP, di-isobutyl phthalate (DIBP), and DEHP were also found to be the main phthalates in agricultural soils in peri-urban areas around Guangzhou, China with a 100 percent detection frequency. In New York, DBP was found in soil at concentrations ranging from 0.009 to 2.74 |ig/g dw, which exceeds the recommended allowable soil concentrations for DBP set by the state of New York (0.081 |ig/g). The study attributed the source of the phthalates to wastewater irrigation, sewage sludge application, disposed plastics and atmospheric deposition (Zeng et al.. 2008b). Similarly, another study found DBP in abundance in Chinese arable soil. Zeng et al. (2009) reported DBP concentrations ranging from 0.206 to 30.1 |ig/g dw in soils from roadsides, residential areas, and parks in Guangzhou, China. 5.3.2 Biosolids Sludge is defined as the solid, semi-solid, or liquid residue generated by wastewater treatment processes. The term "biosolids" refers to treated sludge that meets the EPA pollutant and pathogen requirements for land application and surface disposal and can be beneficially recycled (40 CFR Part 503) (U.S. EPA. 1993). Typically, chemical substances with very low water solubility and high sorption potential are expected to be sorbed to suspended solids and efficiently removed from wastewater via accumulation in sewage sludge and biosolids. As described in Section 6.2, DBP in wastewater has been reported to be mainly removed by particle sorption and retained in the sewage sludge. Based on the STPWIN™ module in EPI Suite™, about 55 percent of DBP present in wastewater is expected to be accumulated in sewage sludge and discharged into biosolids. The National Sewage Sludge Survey detected DBP in 1998 at a mean concentration of 11,200 |ig/kg, a standard deviation of 17,800 |ig/kg, a maximum concentration of 331,000 |ig/kg and a 4 percent detection frequency. Separately, DBP concentrations ranging from 1.7 to 1,260 ng/g dw were measured in 20 municipal sewage sludge samples from publicly owned treatment works in the United States (Ikonomou et al.. 2012). Three studies have reported DBP's concentration in sludge in 71 Chinese WWTPs ranging from 0.0004 to 111 |ig/g dw (Zhu et al.. 2019; Meng et al.. 2014) and 0.58 to 59 |ig/g dw in 40 Korean WWTPs (Lee et al.. 2019b). Two U.S. studies reported sludge concentrations ranging from 0.32 to 17 |ig/g dw (Howie. 1991) and 966 |ig/L (ATSDR. 1999). When in biosolids, DBP may be transferred to soil during land applications. DBP is likely to be more persistent in soil due to its strong sorption potential (Section 5.3.1). Land applied DBP is expected to be moderately mobile in the environment despite its strong Page 30 of 53 ------- 859 860 861 862 863 864 865 866 867 868 869 870 871 872 873 874 875 876 877 878 879 880 881 882 883 884 885 886 887 888 889 890 891 892 893 894 895 896 897 898 899 900 901 902 PUBLIC RELEASE DRAFT December 2024 sorption to soils. Disposal of sewage effluent has been reported to contaminate groundwater with DBP concentrations up to 450 mg/L (ATSDR. 1999). 5.3.3 Landfills For the purpose of this assessment, landfills will be divided into two zones: 1) an "upper-landfill" zone, with standard environmental temperatures and pressures, where biotic processes are the predominant route of degradation for DBP, and 2) a "lower-landfill" zone where elevated temperatures and pressures exist, and abiotic degradation is the predominant route of degradation for DBP. In the upper-landfill zone where oxygen may still be present in the subsurface, conditions may still be favorable for aerobic biodegradation, however photolysis and hydrolysis are not considered to be significant sources of degradation in this zone. In the lower-landfill zone, conditions are assumed to be anoxic, and temperatures present in this zone are likely to inhibit biotic degradation of DBP. Temperatures in lower landfills may be as high as 70 °C. At temperatures at and above 60 °C, biotic processes are significantly inhibited, and are likely to be completely irrelevant at 70 °C (Huang et al.. 2013a). DBP is deposited in landfills continually and in high amounts from the disposal of consumer products containing DBP. Some aerobic biodegradation may occur in upper-landfills. Similar to other phthalate esters, under anaerobic conditions present in lower-landfills, DBP is likely to be persistent in landfills due to the expected low rates of anaerobic biodegradation in lower-landfills. There is some evidence to support that hydrolysis may be the main route of abiotic degradation of phthalate esters in lower- landfills (Huang et al.. 2013a). Due to the expected persistence of DBP in landfills, it may dissolve into leachate in small amounts based on a water solubility of 11.2 mg/L and may travel slowly to ground water during infiltration of rainwater based on a log Koc of 3.14 to 3.94. For instance, several data sources have reported the presence of DBP in landfill leachate. These sources have reported a rapid decrease in DBP concentration from core to leachate samples (Norin and Strom vail. 2004; Jang and Townsend. 2001; Oman and Hynning. 1993; DERS. 1991). These data sources reported DBP concentrations ranging from 0.4 to 7.8 mg/kg and 1 to 17 |ig/L in landfill core and leachate samples, respectively. The reported rapid decrease in DBP's concentration aligns with the expectation that DBP is likely to sorb to organic matter in landfill soils. 5.3.4 Groundwater There are several potential sources of DBP in groundwater, including wastewater effluents and landfill leachates, which are discussed in Sections 5.3.3 and 6.2 . Furthermore, in environments where DBP is found in surface water, it may enter groundwater through surface water/groundwater interactions. Diffuse sources include storm water runoff and runoff from biosolids applied to agricultural land. Even though DBP has a strong affinity to adsorb to organic matter present in soils and sediments (log Koc = 3.14-3.94 (Xiang et al.. 2019; Russell and Mcduffie. 1986)). DBP partitioning to groundwater is possible, though will be limited by DBP's low water solubility (11.2 mg/L). For instance, the presence of DBP in groundwater has been reported at concentrations of 0.12 mg/L in Carson, California (Geraghtv & Miller Inc. 1990). In cases where DBP could reasonably be expected to be present in groundwater environments (proximal to landfills or agricultural land with a history of land applied biosolids), limited persistence is expected based on rates of biodegradation of DBP in aerobic and anaerobic environments (Section 4.1), and DBP is not likely to be persistent in groundwater or subsurface environments unless anoxic conditions exist. Page 31 of 53 ------- 903 904 905 906 907 908 909 910 911 912 913 914 915 916 917 918 919 920 921 922 923 924 925 926 927 928 929 930 931 932 933 934 935 936 937 938 939 940 941 942 943 944 945 946 947 948 PUBLIC RELEASE DRAFT December 2024 6 REMOVAL AND PERSISTENCE POTENTIAL OF DBP DBP is not expected to be persistent in the environment, as it is expected to degrade rapidly under most environmental conditions, with lower biodegradation potential in low-oxygen media. In the atmosphere, DBP is unlikely to remain for long periods of time as it is expected to undergo photolytic degradation through reaction with atmospheric hydroxyl radicals, with an estimated half-life of 1.15 days. In aquatic environments, DBP is predicted to hydrolyze slowly at ambient temperature, but it is not expected to persist since it undergoes rapid aerobic biodegradation (Section 5.2.1). In soil and sediments, DBP has the potential to remain for longer periods of time. Due to the rapid biodegradation under most aquatic environments and its estimated BCF of 159.4 L/kg, DBP is expected to have low bioaccumulation potential. Using LEV3EPI™ (Section 3.2.1), DBP's overall environmental half-life was estimated to be approximately 14 days (U.S. EPA. 2017). Therefore, DBP is not expected to be persistent in the atmosphere or aquatic and terrestrial environments. 6.1 Destruction and Removal Efficiency Destruction and Removal Efficiency (DRE) is a percentage that represents the mass of a pollutant removed or destroyed in a thermal incinerator relative to the mass that entered the system. DBP is classified as a hazardous substance (40CFR116.4) and EPA requires that hazardous waste incineration systems destroy and remove at least 99.99 percent of each harmful chemical in the waste, including treated hazardous waste (46 FR 7684) (Federal Register. 1981). Currently there is limited information available on the DRE of DBP. The available data sources reported the presence of DBP in the ashes and exhaust gas from hazardous waste incinerators at concentrations of 0 to 1200 |ig/kg and 7.66 to 260 |ig/m3, respectively (Jay and Stieglitz. 1995; Nishikawa et al.. 1992; Shane et al.. 1990). These findings suggest that incineration of DBP containing waste has the potential to contribute to DBP concentrations in air. However, EPA estimated that highest waste incineration stack emissions for DBP to be 0.03 tons per year, which corresponds to 0.058 percent of the reported DBP TRI air releases in 1990 (Dempsev. 1993). This suggest that DBP present during incineration processes will mainly be released with ash to landfills, with a small fraction released to air as stack emissions. Based on its hydrophobicity and sorption potential, DBP released to landfills is expected to partition to waste organic matter. Similarly, DBP released to air is expected to rapidly react via indirect photochemical processes within hours (U.S. EPA. 2017) or partition to soil and sediments as described in Section 3.2.1. DBP in sediments and soils is not expected to be bioavailable for uptake and is highly biodegradable in its bioavailable form (Kickham et al.. 2012). 6.2 Removal in Wastewater Treatment Wastewater treatment is performed to remove contaminants from wastewater using physical, biological, and chemical processes. Generally, municipal wastewater treatment facilities apply primary and secondary treatments. During the primary treatment, screens, grit chambers, and settling tanks are used to remove solids from wastewater. After undergoing primary treatment, the wastewater undergoes a secondary treatment. Secondary treatment processes can remove up to 90 percent of the organic matter in wastewater using biological treatment processes such as trickling filters or activated sludge. Sometimes an additional stage of treatment such as tertiary treatment is utilized to further clean water for additional protection using advanced treatment techniques (e.g., ozonation, chlorination, disinfection) (U.S. EPA. 1988). EPA selected twelve high-quality data sources reporting the removal of DBP in wastewater treatment systems employing both aerobic and anaerobic processes. These sources reported a range of 38 to greater than 99 percent removal of DBP in WWTPs employing secondary and/or tertiary treatment units Page 32 of 53 ------- 949 950 951 952 953 954 955 956 957 958 959 960 961 962 963 964 965 966 967 968 969 970 971 972 973 974 975 976 977 978 979 980 981 982 983 984 985 986 987 988 989 990 991 992 993 994 995 PUBLIC RELEASE DRAFT December 2024 such as activated sludge, secondary clarifiers, and sand filtration (Wu et al.. 2017; Huang et al.. 2013b; Shao and Ma. 2009; Peterson and Staples. 2003) (Table 6-1). These studies reported that biodegradation accounted for 27 to 58.9 percent of the overall DBP removal (Shao and Ma. 2009; Peterson and Staples. 2003). that the main removal mechanisms are sorption and biodegradation during the primary and secondary treatment, respectively (Wu et al.. 2017; Huang et al.. 2013b). and that WWTPs employing secondary and tertiary treatment achieve greater than 99 percent removal of DBP (Wu et al.. 2017). The median removal of DBP has been reported to be 68 to 98 percent within 50 WWTPs in the United States (U.S. EPA. 1982). Based on the available information, the main mechanisms for the removal of DBP in conventional municipal WWTPs are sorption to suspended organic matter, biodegradation during activated sludge treatment, or a combination of sorption and biodegradation. For instance, recent studies have reported greater than 93 percent removal of DBP in three conventional WWTPs with activated sludge treatment in South Africa (Salaudeen et al.. 2018a. b). The studies reported that DBP is mainly removed by sorption to suspended particles and sludge. Tran et al. (2014) reported similar findings in a WWTP in France employing a combined decantation and activated sludge tank that achieved 96.6 percent removal of DBP. The study reports that the evaluated phthalate esters (DIBP, DBP, BBP, DEHP, di-isononyl phthalate [DINP], and di-isododecyl phthalate [DIDP]) were mainly removed by sorption to solids. Other studies have reported biodegradation during the activated sludge treatment process to be the main removal mechanism of DBP in two WWTPs in Denmark and India, achieving greater than 91 percent removal of DBP (Saini et al.. 2016; Roslev et al.. 2007). In contrast to higher molecular weight phthalate esters, DBP has been reported to be efficiently removed during anoxic and anaerobic wastewater treatment processes (Table 6-1). Gani and Kazmi (2016) evaluated the removal efficiency of DBP in three WWTPs employing anoxic, aerobic, and anaerobic treatment units near the Ganga and Dhamola rivers in India. The wastewater treatment plants investigated were designed as nutrient rem oval-based sequencing batch reactor (WWTP1-SBR) with anoxic pretreatment zone followed by an activated sludge unit, a conventional activated sludge process (WWTP2-ASP) and up-flow anaerobic sludge blanket (WWTP3-UASB) with a polishing pond. The study reported that biotransformation processes accounted for 70, 67, and 61 percent of the overall DBP removal in the SBR, ASP, UASB treatment plants, respectively. Sorption accounted for less than 5 percent of the overall removal of DBP. These findings suggest DBP to be biodegradable under anaerobic conditions. This is supported by a study that explored the efficiency of anaerobic and aerobic sludge post-treatment for the removal of phthalate esters (PAEs) and reported complete removal of DBP during the anaerobic phase (Tomei et al.. 2019). Unlike phthalate esters with longer carbon chains, DBP's water solubility (11.2 mg/L) and log Koc (3.14-3.94) suggest partial removal in WWTP via sorption to sludge. This finding is supported by STPWIN™, which predicted 56 percent of DBP to be removed during conventional wastewater treatment by sorption to sludge with the potential for higher removal via rapid aerobic biodegradation processes (U.S. EPA. 2017). In general, the available information suggests that aerobic processes have the potential to help biodegrade DBP from wastewater, which is in agreement with the expected aerobic biodegradation described in Section 3.1. Air stripping within the aeration tanks for activated sludge processing is not expected to be a significant removal mechanism for DBP present in wastewater. In general, based on the available measured and predicted information, WWTPs are expected to remove 65 to 98 percent of DBP present in wastewater. Page 33 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Table 6-1. Summary of I >BP's WWTP Removal Information Property Selected Value(s) Reference(s) Data Quality Rating Removal by sorption >93% removal; DBP removal in three activated sludge WWTPs in South Africa; main removal mechanism: sorption Salaudeen et al. (2018a); Salaudeen et al. (2018b) High 96.6% removal, main removal mechanism: sorption Tran et al. (2014) High Removal by biodegradation 91% removal; biodegradation during activated sludge process Roslev et al. (2007) High 92.67% removal; biodegradation during activated sludge process Saini et al. (2016) High Removal by biodegradation and sorption 90.10% removal; sorption and biodegradation during the primary and secondary treatment, respectively Huans et al. (2013b) High 85.9% overall removal, 58.9% biodegradation, and 11.3% sorption to solids Shao and Ma (2009) N2F 38 to >99% removal; Wu et al. (2017) High 85 and 95%; biodegradation accounted about 27 percent of the overall removal Peterson and Staples (2003) N2F >57% Wu et al. (2019) High 70% (SBR), 67% (ASP), 61% (UASB); <5% sorption, mainly biodegradation Gani and Kazmi (2016) High Anaerobic sludge post- treatment >99% removal, anaerobic sludge post-treatment Tomei et al. (2019) High WWTP = Wastewater treatment plant; SBR = Sequencing batch reactor; ASP = Activated sludge process; UASB = Up-flow anaerobic sludge blanket 997 6.3 Removal in Drinking Water Treatment 998 Drinking water in the United States typically comes from surface water (i.e., lakes, rivers, reservoirs) 999 and groundwater. The source water flows to a treatment plant where it undergoes a series of water 1000 treatment steps before being dispersed to homes and communities. In the United States, public water 1001 systems often use conventional treatment processes that include coagulation, flocculation, 1002 sedimentation, filtration, and disinfection, as required by law. Page 34 of 53 ------- 1003 1004 1005 1006 1007 1008 1009 1010 1011 1012 1013 1014 1015 1016 1017 1018 1019 PUBLIC RELEASE DRAFT December 2024 Limited information is available on the removal of DBP in drinking water treatment plants. A water concentration of 100 ng/L was measured in the city of Philadelphia's drinking water (Roy F. Weston Inc. 1980). Several available data sources reported concentrations of DBP in drinking water outside the United States (1-1,830 ng/L) (Ding et al.. 2019; Li et al.. 2019; Kong et al.. 2017; Shan et al.. 2016; Das et al.. 2014; Shi et al.. 2012). Kong et al. (2017) explored the presence and removal of phthalate esters in a drinking water treatment system in east China employing coagulation, sedimentation, and filtration treatment processes, and reported 64.5 percent removal of DBP from the treated effluent with a drinking water concentration of 17.2 ng/L. Similarly, Shan et al. (2016) explored the removal of phthalate esters in two drinking water treatment plants in east China. The first plant employs coagulation, sedimentation, filtration, and disinfection treatment processes and reported 31 to 48 percent removal of DBP from the treated effluent while the second plant reported 38 to 56 percent removal of DBP from the treated effluent in a drinking water treatment system employing peroxidation, coagulation, combined flocculation and sedimentation, filtration, and disinfection treatment processes. These findings suggest that conventional drinking water treatment systems have the potential to partially remove DBP present in source water via sorption to suspended organic matter and filtering media. Page 35 of 53 ------- 1020 1021 1022 1023 1024 1025 1026 1027 1028 1029 1030 1031 1032 1033 1034 1035 1036 1037 1038 1039 1040 1041 1042 1043 1044 1045 1046 1047 1048 1049 1050 1051 1052 1053 1054 1055 1056 1057 1058 1059 1060 1061 1062 1063 1064 1065 1066 PUBLIC RELEASE DRAFT December 2024 7 BIOACCUMULATION POTENTIAL OF DBP The presence of DBP in several marine aquatic species in North America suggest that the substance is bioavailable in aquatic environments (Mackintosh et al.. 2004). However, DBP can be considered readily biodegradable in most aquatic environments, and the estimated BCF of 159.4 L/kg (U.S. EPA. 2017) suggests that it is expected to have low bioaccumulation potential. EPA evaluated thirteen overall high quality data sources reporting the aquatic bioconcentration, aquatic bioaccumulation, aquatic food web magnification, and terrestrial bioconcentration of DBP (Table 7-1). The available data sources discussed below suggest that DBP has low bioaccumulation potential in aquatic and terrestrial organisms (Lee et al.. 2019a; U.S. EPA. 2017; Teil et al.. 2012). and no apparent biomagnification across trophic levels in the aquatic food web (Mackintosh et al.. 2004). Several overall high-quality data sources have reported the bioconcentration, bioaccumulation, and food web magnification of DBP in aquatic species. One of these data sources reported DBP BCF values of 2.9 to 41.6 in sheepshead minnow, American oyster, and brown shrimp after a 24-hour exposure of DBP (100-500 ppb) (Wofford et al.. 1981). suggesting low potential for bioconcentration in aquatic species. This finding agrees with the predicted BCF values of 159.4 to 525 L/kg and monitored BCF values of 0.78 to 7.48 L/kg in fish, respectively (U.S. EPA. 2017; Adeogun et al.. 2015; Chemical Manufacturers Association. 1984). BCF values of 1,500-5,000 have been reported in glass shrimp in a 3-day DBP exposure experiment (Mayer Jr et al.. 1973); however, the DBP was rapidly excreted with a 75 percent loss of DBP during a 7-day depuration period. A monitoring study reported BAF values of 110 to 1247 L/kg dwin crucian carp, skygager, bluegill, and bass samples collected from the Asan Lake in Korea (Lee et al.. 2019a). The highest BAF value reported in Lee et al. (2019a) was 1,247 L/kg dw in crucian carp. This species is a benthic feeder that generally tends to contain higher levels of phthalate esters due to greater interaction with sediments. However, the available overall high-quality data sources containing aquatic biota-sediment accumulation factors (BSAF), reported BSAF values of 0.35 to 11.8 giipid/goc for fish, and 130 giiPid/goc for oysters (Adeogun et al.. 2015; Teil et al.. 2012; Huang et al.. 2008; Mcfall et al.. 1985). In addition, the available data sources reported aquatic trophic magnification factor (TMF) values of 0.70-0.81 (Kim et al.. 2016; Mackintosh et al.. 2004). Despite the differences in DBP biomonitoring values, DBP is expected to have low bioconcentration potential and low biomagnification potential across trophic levels in the aquatic food web, but potentially result in higher uptake by benthic organisms. There is very limited information on the bioconcentration and bioaccumulation of DBP in terrestrial environments. EPA extracted and evaluated nine high-quality data sources containing DBP terrestrial plant concentration factors (PCFs) and biota-soil accumulation factor (BSAF) information for plants and earthworms, respectively (Table 7-1). Based on DBP's expected strong affinity to organic matter and rapid biodegradation (on the order of weeks to months in soil), DBP is expected to have limited bioavailability in soils. This is supported by the reported low BSAF values of 0.242-0.460 in earthworms (Eisenia foetida) (Ji and Deng. 2016; Hu et al.. 2005). Similarly, low PCF values have been reported in the range of 0.02-9.60 for rice, fruits, vegetables, wheat and maize, pond weed, and wetland grasses. These findings suggest that DBP has a low uptake potential for most edible fruits, vegetables, grasses, and weeds from soil. Therefore, DBP is expected to have low bioaccumulation potential and biomagnification potential in terrestrial organisms. Overall, the available data suggest that DBP is expected to have low bioaccumulation potential and low biomagnification potential in aquatic and terrestrial organisms. Page 36 of 53 ------- PUBLIC RELEASE DRAFT December 2024 1067 Table 7-1. Summary of DBP's Bioaccumulation Information Endpoint Value(s) Details Reference(s) Overall Quality Ranking 159.4 L/kg (fish) Estimated steady-state BCF; Arnot-Gobas method, fish upper trophic level. U.S. EPA (2017) High 0.78-7.48 L/kg (fish) Experimental monitoring sample collection in Nigeria. Tested organisms: Tilapia zillii, Hepsetus odoe, Parctchanna obscura and Chrysichthys nigrodigitatus, Mormyrus rume, and a decapod crustacean (African river prawn, Macrobrachium vollenhovenii). Adeoaun et al. (2015) High Aquatic bioconcentration factor (BCF) 11.7 (minnow), 21.1-41.6 (oyster), 2.9-30.6 (shrimp) Experimental laboratory exposure. Organisms Type: (Small Fish) Sheepshead minnow, Cyprinodon variegains: American oyster, Crcissostreci virginica: brown shrimp, Penaens ctztecus Wofford et al. (1981) High 500-6,600 (aquatic invertebrates) Experimental laboratory exposure; BCF of 3,500- 6,600 (Midge larvae, 1-7 days); 2,200-5000 (Water flea, 1-7 days); 1,700-6,500 (Scud, 1-7 days); 500-1,900 (Mayfly, 1-7 days); 1,000- 2,700 (Damselfly, 1-7 days); 1,500-5,000 (Glass shrimp, 1-3 days). 75% DBP loss during 7-day depuration. Maver Jr et al. (1973) High 525 (fish) Predicted fish BCF calculated from actual Kow determinations: log BCF = (0.542 x log Kow) + 0.124 Chemical Manufacturers Association (1984) High Aquatic bioaccumulation factor (BAF) 110-1,247 L/kg dw (fish) Experimental, monitoring study lakes in Korea. Average concentration in fish: 3.3-37.4 (ig/kg dw. Log BAF: 2.0-3.1 L/kg dw. Organisms Type: crucian carp, skygager, bluegill, and bass. Lee et al. (2019a) High Page 37 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Endpoint Value(s) Details Reference(s) Overall Quality Ranking 0.56-6.11 (fish) Experimental monitoring sample collection in Nigeria. Tested organisms (see above for details). Adcoeun et al. (2015) High 130 (oyster) Experimental monitoring Lake Pontchartrain in New Orleans, Louisiana. Calculated from concentration in oysters divided by concentration in sediment. Average: 570 ng/g ww in oyster, Crassotrea virginica. Mcfall et al. (1985) High Aquatic biota- sediment accumulation factor (BSAF) 5.5 to 11.8 glipid/g0C (fish) Experimental monitoring sample collection from the Orge river in France. Roach: 5.5 ±4.8, Chub: 6.0 ±2.3, and Perch: 11.8 ±12.6; BSAF Cbiota (ng/g)/Csediment (ng/g) Teiletal. (2012) High 0.35 to 1.35 giipid/goc (fish) Experimental monitoring in 17 out of 21 principal rivers of Taiwan. BSAF = (phthalate in fish/lipid content in fish) / (phthalate in sediment/organic carbon in sediment) Organism type: Oreochromis niloticus, Liza subviridis, Acanthopagrus schlegeli, Zctcco platypus and Acrossocheilus paradoxus. Huana et al. (2008) High Aquatic trophic magnification factor (TMF) 0.70 95% confidence interval (lower and upper interval 0.40-1.23) of the reported TMF values in the False Creek food web species including 3 phytoplankton, 1 zooplankton, 10 invertebrates, and 10 fish. Kim et al. (2016) High 0.70-0.81 Food-web magnification factor of 0.70 to 0.81 in 18 marine species in the False Creek food web. Mackintosh et al. (2004) High Page 38 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Endpoint Value(s) Details Reference(s) Overall Quality Ranking Terrestrial biota- soil accumulation factor (BSAF) 0.242-0.460 Earthworm from agricultural field in China; 0.23-30 (soil 1) and 0.18-0.23 (soil 2); BSAF = 0.460. Hu et al. (2005); Ji and Dene (2016) High Plant Concentration Factor (PCF) 0.02-0.495 (rice) Approx. 0.105-0.4 (root), 0.02-0.14 (stem), 0.1-0.495 (leaf), and 0.005-0.255 (grain) Cai et al. (2017) High 0.16-0.19 (radish) PCF Value: 0.19 (shoot), 0.16 (root) Cai et al. (2008) High 1.38-9.60 (pondweed) BCF Value: 4.43-8.04 L/kg; Study length: 10 days; root bioconcentration: 9.60 ± 0.8 (control; lower conc. in found sediment) 1.75 ± 0.2 (spiked; higher conc. found in sediment); stems and leaves bioconcentration: 7.40 ±0.5 (control; lower conc. in sed) 1.38 ±0.1 (spiked; higher conc. found in sediment) Chi and Gao (2015); Wane (2014) High 0.33-1.03 (winter wheat and summer maize) Winter wheat PCF: 0.89 and 0.42 (reclaimed water), 0.80 and 0.33 (mixed water), 0.91 and 0.43 (ground water); Summer maize PCF: 1.03 (reclaimed water), 0.94 (mixed water), 1.01 (ground water) Li et al. (2018) High 0.26-4.78 (fruit and vegetables) Mean PCF Value: Lettuce leaf: 0.26 ± 0.01; strawberry leaf: 0.34 ± 0.08; carrot leaf: 1.09 ±0.21; lettuce root: 0.77 ± 0.09; strawberry root: 2.61 ± 0.42; carrot root 4.78 ± 0.59; purchased from the Certified Plant Growers in Temecula, CA; Study length: 28 days. Sun et al. (2015) High Page 39 of 53 ------- PUBLIC RELEASE DRAFT December 2024 Endpoint Value(s) Details Reference(s) Overall Quality Ranking 2.11-9.32 (wetland grasses) Root bioconcentration: 2.11- 9.32 Organisms: P. australis and Tvpha orientalise root systems collected. Study length: 17 days Wane and Chi (2012) High 1068 Page 40 of 53 ------- 1069 1070 1071 1072 1073 1074 1075 1076 1077 1078 1079 1080 1081 1082 1083 1084 1085 1086 1087 1088 1089 1090 1091 1092 1093 1094 1095 1096 1097 1098 1099 1100 1101 1102 1103 PUBLIC RELEASE DRAFT December 2024 8 OVERALL FATE AND TRANSPORT OF DBP The inherent physical and chemical properties of DBP govern its environmental fate and transport. Based on DBP's aqueous solubility, slight tendency to volatilize, and strong tendency to adsorb to organic carbon, this chemical substance will be preferentially sorbed to sediments, soils, and suspended solids in wastewater treatment processes. Soil, sediment, and sludge/biosolids are predicted to be the major receiving compartments for DBP as indicated by its physical, chemical, and fate properties and verified by monitoring studies. Surface water is predicted to be a minor pathway, and the main receiving compartment for phthalates discharged via wastewater treatment processes. However, phthalates in surface water will sorb strongly to suspended and benthic sediments. In areas where continuous releases of phthalates occur, higher levels of phthalates in surface water can be expected, trending downward distally from the point of release. This also holds true for DBP concentrations in both suspended and benthic sediments. While DBP undergoes relatively rapid aerobic biodegradation, it is persistent in anoxic or anaerobic environments (i.e., sediment, landfills) and like other phthalates, it is expected to slowly hydrolyze under standard environmental conditions. When released directly to the atmosphere, DBP is expected to adsorb to particulate matter. It is not expected to undergo long-range transport facilitated by particulate matter due to the relatively rapid rates of both direct and indirect photolysis. Atmospheric concentrations of DBP may be elevated proximal to sites of releases. Off-gassing from landfills and volatilization from wastewater treatment processes are expected to be negligible in terms of ecological or human exposure in the environment due to DBP's low vapor pressure. DBP (not sorbed to suspended particles) released to air may undergo rapid photodegradation and it is not expected to be a candidate chemical for long range transport. Under indoor settings, DBP in the air is expected to partition to airborne particles and have an extended lifetime as compared to airborne DBP in outdoor settings. The available information suggests that DBP's indoor dust concentrations are associated with the presence of phthalate-containing articles and proximity to the facilities producing them (Wang et al.. 2013; Abb et al.. 2009). as well as daily consumer activities that might introduce DBP-containing products into indoor settings (Dodson et al.. 2017). DBP has a predicted average environmental half-life of 14 days. DBP is expected to degrade rapidly in situations where aerobic conditions are predominant and be more persistent under anoxic or anaerobic conditions (e.g., in some sediments, landfills, and soils). In anaerobic environments, such as deep landfill zones, hydrolysis is expected to be the most prevalent process for the degradation of DBP. Page 41 of 53 ------- 1104 1105 1106 1107 1108 1109 1110 1111 1112 1113 1114 1115 1116 1117 1118 1119 1120 1121 1122 1123 1124 1125 1126 1127 1128 1129 1130 PUBLIC RELEASE DRAFT December 2024 9 Weight of the Scientific Evidence Conclusions for Fate and Transport 9.1 Strengths, Limitations, Assumptions, and Key Sources of Uncertainty for the Fate and Transport Assessment Given the consistent results from numerous high-quality studies, there is robust confidence that DBP: • is not expected to undergo significant direct photolysis, but will undergo indirect photodegradation by reacting with hydroxyl radicals in the atmosphere with a half4ife of 1.13 to 1.15 days (Section 4.3); • will partition to organic carbon and particulate matter in air (Section 5.1); • will not hydrolyze under standard environmental conditions, but its hydrolysis rate increases with increased pH and temperature in deep-landfill environments (Sections 4.2 and 5.3.3); • will biodegrade in aerobic surface water, soil, and wastewater treatment processes (Sections 4.1 and 6.2); • will not biodegrade under anoxic conditions and may have high persistence in anaerobic soils and sediments (Sections 4.1.2 and 4.1.3); • will be removed with wastewater treatment and will sorb significantly to sludge, with a small fraction being present in WWTP effluent (Section 6.2); • has low bioaccumulation potential (Section 1); • may be persistent in surface water and sediment proximal to continuous points of release (Section 5.2); and • is expected to transform to MBP, butanol, and phthalic acid in the environment (Section 1). As a result of limited studies identified, there is moderate confidence that DBP: • will be removed in conventional drinking water treatment systems both in the treatment process and via reduction by chlorination and chlorination byproducts in post-treatment storage and drinking water conveyance with a removal efficiency of 31 to 64.5 percent (Section 6.3). Page 42 of 53 ------- 1131 1132 1133 1134 1135 1136 1137 1138 1139 1140 1141 1142 1143 1144 1145 1146 1147 1148 1149 1150 1151 1152 1153 1154 1155 1156 1157 1158 1159 1160 1161 1162 1163 1164 1165 1166 1167 1168 1169 1170 1171 1172 1173 1174 1175 1176 1177 1178 1179 PUBLIC RELEASE DRAFT December 2024 REFERENCES Abb. M; Heinrich. T; Sorkau. E; Lorenz. W. (2009). Phthalates in house dust. Environ Int 35: 965-970. http://dx.doi.Org/10.1016/i.envint.2009.04.007 Adeogun. AO: lb or. OR: Omiwole. RA; Hassan. T; Adegbola. RA; Adewuvi. GO: Arukwe. A. (2015). Occurrence, species, and organ differences in bioaccumulation patterns of phthalate esters in municipal domestic water supply lakes in Ibadan, Nigeria. J Toxicol Environ Health A 78: 761 - 777. http://dx.doi.org/10.1080/15287394.2015.103Q487 Atlas. E; Giam. CS. (1981). Global transport of organic pollutants: Ambient concentrations in the remote marine atmosphere. Science 211: 163-165. http://dx.doi.Org/10.l 126/science.211.4478.163 ATSDR. (1999). Toxicological profile for di-n-butyl phthalate (update): Draft for public comment [ATSDR Tox Profile], Atlanta, GA: U.S. Department of Health and Human Services, Public Health Service, https://search.proquest.com/docview/14522785?accountid= 171501 Cadogan. D; Howick. C. (2000). Plasticizers. In Kirk-Othmer Encyclopedia of Chemical Technology. New York, NY: John Wiley & Sons. http://dx.doi.org/10.1002/0471238961.161201190301Q415.a01 Cai. O: Mo. C: Wu. O: Zeng. O. (2008). Polycyclic aromatic hydrocarbons and phthalic acid esters in the soil-radish (Raphanus sativus) system with sewage sludge and compost application. Bioresour Technol 99: 1830-1836. http://dx.doi.Org/10.1016/i.biortech.2007.03.035 Cai. OY: Xiao. PY: Zhao. HM: Lu. H: Zeng. OY: Li. YW: Li. H: Xiang. L: Mo. CH. (2017). Variation in accumulation and translocation of di-n-butyl phthalate (DBP) among rice (Oryza sativa L.) genotypes and selection of cultivars for low DBP exposure. Environ Sci Pollut Res Int 24: 7298- 7309. http://dx.doi.org/10.1007/sll356-017-8365-2 Chang. BY: Liao. CS: Yuan. SY. (2005). Anaerobic degradation of diethyl phthalate, di-n-butyl phthalate, and di-(2-ethylhexyl) phthalate from river sediment in Taiwan. Chemosphere 58: 1601-1607. http://dx.doi.org/10.1016/i.chemosphere.2004.11.031 Chemical Manufacturers Association. (1984). Phthalate esters panel: Summary report: Environmental studies - Phase I. Generation of environmental fate and effects data base on 14 phthalate esters. Washington, DC. Cheng. J: Liu. Y; Wan. O: Yuan. L; Yu. X. (2018). Degradation of dibutyl phthalate in two contrasting agricultural soils and its long-term effects on soil microbial community. Sci Total Environ 640- 641: 821-829. http://dx.doi.Org/10.1016/i.scitotenv.2018.05.336 Cheng. Z: Liu. JB; Gao. M: Shi. GZ: Fu. XJ: Cai. P: Lv. YF: Guo. ZB: Shan. CO: Yang. ZB: Xu. XX: Xian. JR; Yang. YX; Li. KB: Nie. XP. (2019). Occurrence and distribution of phthalate esters in freshwater aquaculture fish ponds in Pearl River Delta, China. Environ Pollut 245: 883-888. http://dx.doi.Org/10.1016/i.envpol.2018.l 1.085 Chi. J: Gao. J. (2015). Effects of Potamogeton crispus L.-bacteria interactions on the removal of phthalate acid esters from surface water. Chemosphere 119: 59-64. http://dx.doi.Org/10.1016/i.chemosphere.2014.05.058 Cousins. AP; Remberger. M; Kai. L; Ekheden. Y; Dusan. B; Brorstroem-Lunden. E. (2007). Results from the Swedish National Screening Programme 2006. Subreport 1: Phthalates (pp. 39). (B1750). Stockholm, SE: Swedish Environmental Research Institute. http://www3.ivl.se/rapporter/pdf/B1750.pdf Cousins. I; Mackav. D. (2000). Correlating the physical-chemical properties of phthalate esters using the 'three solubility' approach. Chemosphere 41: 1389-1399. http://dx.doi.org/10.1016/S0Q45- 6535(00)00005-9 Cripe. CR; Walker. WW: Pritchard. PH; Bourquin. AW. (1987). A shake-flask test for estimation of biodegradability of toxic organic substances in the aquatic environment. Ecotoxicol Environ Saf 14: 239-251. http://dx.doi.org/10.1016/0147-6513(87)90067-4 Page 43 of 53 ------- 1180 1181 1182 1183 1184 1185 1186 1187 1188 1189 1190 1191 1192 1193 1194 1195 1196 1197 1198 1199 1200 1201 1202 1203 1204 1205 1206 1207 1208 1209 1210 1211 1212 1213 1214 1215 1216 1217 1218 1219 1220 1221 1222 1223 1224 1225 1226 1227 1228 PUBLIC RELEASE DRAFT December 2024 Das. MT; Ghosh. P; Thakur. IS. (2014). Intake estimates of phthalate esters for South Delhi population based on exposure media assessment. Environ Pollut 189: 118-125. http://dx.doi.Org/10.1016/i.envpol.2014.02.021 Defoe. PL: Holcombe. GW: Hammermeister. DE; Biesinger. KE. (1990). Solubility and toxicity of eight phthalate esters to four aquatic organisms. Environ Toxicol Chem 9: 623-636. Dempsev. CR. (1993). A comparison of organic emissions from hazardous waste incinerators versus the 1990 toxics release inventory air releases. J Air Waste Manag Assoc 43: 1374-1379. http://dx.doi.org/10.108Q/1073161X.1993.10467212 DERS. (1991). Environmental site assessment report for Vista Chemical Company Facility Aberdeen, Mississippi with cover letter [TSCA Submission], (DERS Project No. 400762; EPA/OTS FYI- OTS-0591-0808). Houston, TX: Vista Chemical Company. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/OTS00008Q8.xhtml Desai. S: Govind. R; Tabak. H. (1990). Determination of monod kinetics of toxic compounds by respirometry for structure biodegradability relationships. In WD Tedder; FG Pohland (Eds.), Emerging Technologies in Hazardous Waste Management (pp. 142-156). Washington, DC: American Chemical Society, http://dx.doi.org/10.1021 /bk-1990-0422.ch009 Ding. M; Kang. Q; Zhang. S; Zhao. F; Mu. D; Zhang. H; Yang. M; Hu. J. (2019). Contribution of phthalates and phthalate monoesters from drinking water to daily intakes for the general population. Chemosphere 229: 125-131. http://dx.doi.Org/10.1016/i.chemosphere.2019.05.023 Dodson. RE; Udesky. JO; Colton. MP; Mccaulev. M; Camann. DE; Yau. AY; Adamkiewicz. G; Rudel. RA. (2017). Chemical exposures in recently renovated low-income housing: Influence of building materials and occupant activities. Environ Int 109: 114-127. http://dx.doi.Org/10.1016/i.envint.2017.07.007 POE. (2016). Table 1: Chemicals of concern and associated chemical information. PACs. Washington, " P C. EC/HC. (1994). Canadian environmental protection act priority substances list assessment report: Pibutyl phthalate. Ottawa, Ontario: Environment Canada, Health Canada. https://www.canada.ca/content/dam/hc-sc/migration/hc-sc/ewh-semt/alt formats/hecs- sesc/pdf/pubs/contaminants/psll-lspl/phthalate dibutyl phtalate/butyl phthalate-eng.pdf EC/HC. (2017). Praft screening assessment: Phthalate substance grouping. Ottawa, Ontario: Government of Canada, Environment Canada, Health Canada, http://www.ec.gc.ca/ese- ees/default.asp?lang=En&n=516A504A-l ECHA. (2012). Committee for Risk Assessment (RAC) Committee for Socio-economic Analysis (SEAC): Background document to the Opinion on the Annex XV dossier proposing restrictions on four phthalates: Annexes. Helsinki, Finland. https://echa.europa.eu/documents/10162/13641/rest four phthalates axvreport annex en.pdf/92 a98820-0a66-4a2c-fabe-84bf64e45af4 Elsevier. (2019). Reaxys: physical-chemical property data for dibutyl phthalate. CAS Registry Number: 84-74-2. Available online ERM. (1988). Hydrogeological investigation at the Union Carbide solvents and materials coating plant with cover letter dated 070688 [TSCA Submission], (EPA/OTS Poc #86-880000319). Bound Brook, NJ: Union Carbide Corporation. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titlePetail/OTS051420Q.xhtml Federal Register. (1981). Federal Register: January 23, 1981, Part 4. Incinerator Standards for Owners and Operators of Hazardous Waste Management Facilities; Interim Final Rule and Proposed Rule. (OSWFR81027). http://nepis.epa.gov/exe/ZyPURL.cgi?Pockev= 10003NQR.txt Fuiita. M; Ike. M; Ishigaki. T; Sei. K; Jeong. JS; Makihira. N; Lertsirisopon. R. (2005). Biodegradation of Three Phthalic Acid Esters by Microorganisms from Aquatic Environment. Nihon Mizushori Seibutsu Gakkaishi 41: 193-201. http://dx.doi.org/10.2521/iswtb.41.193 Page 44 of 53 ------- 1229 1230 1231 1232 1233 1234 1235 1236 1237 1238 1239 1240 1241 1242 1243 1244 1245 1246 1247 1248 1249 1250 1251 1252 1253 1254 1255 1256 1257 1258 1259 1260 1261 1262 1263 1264 1265 1266 1267 1268 1269 1270 1271 1272 1273 1274 1275 1276 PUBLIC RELEASE DRAFT December 2024 Gani. KM; Kazmi. AA. (2016). Comparative assessment of phthalate removal and risk in biological wastewater treatment systems of developing countries and small communities. Sci Total Environ 569-570: 661-671. http://dx.doi.org/10.1016/i.scitotenv.2016.06.182 Gavala. HN; Atriste-Mondragon. F; Iranpour. R; Ahring. BK. (2003). Biodegradation of phthalate esters during the mesophilic anaerobic digestion of sludge. Chemosphere 52: 673-682. http://dx.doi.org/10.1016/50045-6535(03)00126-7 Geraghtv & Miller Inc. (1990). Phase II - Site investigation: Borden site Carson, California (volume I) with attached appendices and cover letter dated 032790 [TSCA Submission], (EPA/OTS Doc #86-900000344). Philadelphia, PA: Rohm and Haas Company. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/QTS0522908.xhtml Grigoriadou. A: Schwarzbauer. J: Georgakopoulos. A. (2008). Molecular indicators for pollution source identification in marine and terrestrial water of the industrial area of Kavala City, North Greece. Environ Pollut 151: 231-242. http://dx.doi.Org/10.1016/i.envpol.2007.01.053 Hamilton. DJ. (1980). Gas chromatographic measurement of volatility of herbicide esters. J Chromatogr 195: 75-83. http://dx.doi.org/10.1016/s0021-9673(W)81544-7 Havnes. WM. (2014a). Diisodecyl phthalate. In CRC handbook of chemistry and physics (95 ed.). Boca Raton, FL: CRC Press. Havnes. WM. (2014b). Tris(2-chloroethyl) phosphate. In WM Haynes (Ed.), CRC handbook of chemistry and physics (95th ed., pp. 3-542). Boca Raton, FL: CRC Press. Howard. PH; Baneriee. S: Robillard. KH. (1985). Measurement of water solubilities octanol-water partition coefficients and vapor pressures of commercial phthalate esters. Environ Toxicol Chem 4: 653-662. http://dx.doi.org/10.1002/etc.56200405Q9 Howie. B. (1991). Effects of dried wastewater-treatment sludge application on ground-water quality in South Dade County, Florida. Howie, B. http://dx.doi.org/10.3133/wri914135 Hu. XY; Wen. B; Zhang. S: Shan. XQ. (2005). Bioavailability of phthalate congeners to earthworms (Eisenia fetida) in artificially contaminated soils. Ecotoxicol Environ Saf 62: 26-34. http://dx.doi.Org/10.1016/i.ecoenv.2005.02.012 Huang. J: Nkrumah. PN: Li. Y; Appiah-Sefah. G. (2013a). Chemical behavior of phthalates under abiotic conditions in landfills [Review], Rev Environ Contam Toxicol 224: 39-52. http://dx.doi.org/10.1007/978-l-4614-5882-l 2 Huang. PC: Tien. CJ: Sun. YM; Hsieh. CY; Lee. CC. (2008). Occurrence of phthalates in sediment and biota: Relationship to aquatic factors and the biota-sediment accumulation factor. Chemosphere 73: 539-544. http://dx.doi.org/10.1016/i.chemosphere.2008.06.019 Huang. R; Wang. Z; Liu. G: Luo. O. (2013b). Removal efficiency of environmental endocrine disrupting chemicals pollutants-phthalate esters in northern WWTP. Adv Mater Res 807-809: 694-698. http://dx.doi.org/10.4028/www.scientific.net/AMR.807-8Q9.694 Ikonomou. MG: Kelly. BC: Blair. JD; Gobas. FA. (2012). An interlaboratory comparison study for the determination of dialkyl phthalate esters in environmental and biological samples. Environ Toxicol Chem 31: 1948-1956. http://dx.doi.org/10.1002/etc. 1912 Inman. JC: Strachan. SD; Sommers. LE; Nelson. DW. (1984). The decomposition of phthalate esters in soil. J Environ Sci Health B 19: 245-257. http ://dx. doi .org/10.1080/03 60123 84093 72429 Ishak. H; Stephan. J: Karam. R; Goutaudier. C: Mokbel. I: Saliba. C: Saab. J. (2016). Aqueous solubility, vapor pressure and octanol-water partition coefficient of two phthalate isomers dibutyl phthalate and di-isobutyl phthalate contaminants of recycled food packages. Fluid Phase Equilibria 427: 362-370. http://dx.doi.Org/10.1016/i.fluid.2016.07.018 Jang. YC: Townsend. TG. (2001). Occurrence of organic pollutants in recovered soil fines from construction and demolition waste. Waste Manag 21: 703-715. http://dx.doi.org/10.1016/SQ956- 053X(0n00007-l Page 45 of 53 ------- 1277 1278 1279 1280 1281 1282 1283 1284 1285 1286 1287 1288 1289 1290 1291 1292 1293 1294 1295 1296 1297 1298 1299 1300 1301 1302 1303 1304 1305 1306 1307 1308 1309 1310 1311 1312 1313 1314 1315 1316 1317 1318 1319 1320 1321 1322 1323 1324 1325 PUBLIC RELEASE DRAFT December 2024 Jay. K; Stieglitz. L. (1995). Identification and quantification of volatile organic components in emissions of waste incineration plants. Chemosphere 30: 1249-1260. http://dx.doi.org/10.1016/0Q45- 6535(95)00021-Y Ji. LL; Deng. L. iP. (2016). Influence of carbon nanotubes on dibutyl phthalate bioaccumulation from contaminated soils by earthworms. In Energy, Environmental & Sustainable Ecosystem Development. Singapore: World Scientific. http://dx.doi.Org/10.l 142/9789814723008 0043 J i anion". W. (2004). Effect of di-n-butyl phthalate (DBP) on activated sludge. Process Biochemistry 39: 1831-1836. http://dx.doi.org/10.1016/i.procbio.2003.08.004 Johnson. BT; Heitkamp. MA: Jones. JR. (1984). Environmental and chemical factors influencing the biodegradation of phthalic-acid esters in freshwater sediments. Environ Pollut Ser B 8: 101-118. http://dx.doi. org/10.1016/0143 -148X(84)90021 -1 Kanazawa. A: Saito. I: Araki. A: Takeda. M; Ma. M; Saiio. Y; Kishi. R. (2010). Association between indoor exposure to semi-volatile organic compounds and building-related symptoms among the occupants of residential dwellings. Indoor Air 20: 72-84. http://dx.doi.Org/10.l 11 l/j.1600- 0668.2009.00629.x Kao. PH; Lee. FY: Hseu. ZY. (2005). Sorption and biodegradation of phthalic acid esters in freshwater sediments. J Environ Sci Health A Tox Hazard Subst Environ Eng 40: 103-115. http://dx.doi.org/10.1081/ESE-2000336Q5 Kickham. P; Otton. SV: Moore. MM: Ikonomou. MG: Gobas. FAP. C. (2012). Relationship between biodegradation and sorption of phthalate esters and their metabolites in natural sediments. Environ Toxicol Chem 31: 1730-1737. http://dx.doi.org/10.1002/etc.1903 Kim. J: Gobas. FA: Arnot. JA; Powell. DE; Seston. RM; Woodburn. KB. (2016). Evaluating the roles of biotransformation, spatial concentration differences, organism home range, and field sampling design on trophic magnification factors. Sci Total Environ 551-552: 438-451. http: //dx. doi. or g/10.1016/i. scitotenv .2016.02.013 Kim. S: Kim. Y; Moon. HB. (2021). Contamination and historical trends of legacy and emerging plasticizers in sediment from highly industrialized bays of Korea. Sci Total Environ 765: 142751. http://dx.doi.org/10.1016/i.scitotenv.2020.142751 Kong. YL; Shen. JM: Chen. ZL: Kang. J: Li. TP: Wu. XF: Kong. XZ: Fan. LT. (2017). Profiles and risk assessment of phthalate acid esters (PAEs) in drinking water sources and treatment plants, East China. Environ Sci Pollut Res Int 24: 23646-23657. http://dx.doi.org/10.1007/sll356-Q17-9783- x Kubwabo. C: Rasmussen. PE; Fan. X: Kosarac. I: Wu. F; Zidek. A: Kuchta. SL. (2013). Analysis of selected phthalates in Canadian indoor dust collected using a household vacuum and a standardized sampling techniques. Indoor Air 23: 506-514. http://dx.doi.org/10. Ill 1/ina. 12048 Lee. YM: Lee. JE: Choe. W: Kim. T: Lee. JY: Kho. Y: Choi. K: Zoh. KD. (2019a). Distribution of phthalate esters in air, water, sediments, and fish in the Asan Lake of Korea. Environ Int 126: 635-643. http://dx.doi.Org/10.1016/i.envint.2019.02.059 Lee. YS: Lee. S: Lim. JE: Moon. HB. (2019b). Occurrence and emission of phthalates and non-phthalate plasticizers in sludge from wastewater treatment plants in Korea. Sci Total Environ 692: 354- 360. http://dx.doi.Org/10.1016/i.scitotenv.2019.07.301 Lei. Y; Zhu. C: Lu. J: Zhu. Y; Zhang. O; Chen. T; Xiong. H. (2018). Photochemical oxidation of di-n- butyl phthalate in atmospheric hydrometeors by hydroxyl radicals from nitrous acid. Environ Sci Pollut Res Int 25: 31091-31100. http://dx.doi.org/10.1007/sll356-018-3091-v Lertsirisopon. R; Soda. S: Sei. K; Ike. M. (2009). Abiotic degradation of four phthalic acid esters in aqueous phase under natural sunlight irradiation. J Environ Sci 21: 285-290. http://dx.doi.org/10.1016/51001-0742(08)62265-2 Lertsirisopon. R; Soda. S: Sei. K; Ike. M; Fuiita. M. (2006). Biodegradability of four phthalic acid esters under anaerobic condition assessed using natural sediment. J Environ Sci 18: 793-796. Page 46 of 53 ------- 1326 1327 1328 1329 1330 1331 1332 1333 1334 1335 1336 1337 1338 1339 1340 1341 1342 1343 1344 1345 1346 1347 1348 1349 1350 1351 1352 1353 1354 1355 1356 1357 1358 1359 1360 1361 1362 1363 1364 1365 1366 1367 1368 1369 1370 1371 1372 PUBLIC RELEASE DRAFT December 2024 Li. J; Zhao. H; Xia. W; Zhou. Y; Xu. S; Cat Z. (2019). Nine phthalate metabolites in human urine for the comparison of health risk between population groups with different water consumptions. Sci Total Environ 649: 1532-1540. http://dx.doi.Org/10.1016/i.scitotenv.2018.08.294 Li. R; Liang. J: Duan. H; Gong. Z. (2017a). Spatial distribution and seasonal variation of phthalate esters in the Jiulong River estuary, Southeast China. Mar Pollut Bull 122: 38-46. http: //dx. doi. or g/10.1016/i. marpolbul .2017.05.062 Li. R; Liang. J: Gong. Z; Zhang. N: Duan. H. (2017b). Occurrence, spatial distribution, historical trend and ecological risk of phthalate esters in the Jiulong River, Southeast China [Supplemental Data], Sci Total Environ 580: 388-397. http://dx.doi.org/10.1016/i.scitotenv.2016.11.190 Li. Y. an: Huang. G: Gu. H. ua: Huang. O; Lou. C: Zhang. L. ei; Liu. H. (2018). Assessing the Risk of Phthalate Ester (PAE) Contamination in Soils and Crops Irrigated with Treated Sewage Effluent. Water 10: 999. http://dx.doi.org/10.3390/wlQ080999 Li. Y; Gao. J: Meng. F; Chi. J. (2015). Enhanced biodegradation of phthalate acid esters in marine sediments by benthic diatom Cylindrotheca closterium. Sci Total Environ 508: 251-257. http: //dx. doi. or g/10.1016/i. scitotenv .2014.12.002 Liu. WL; Shen. CF; Zhang. Z; Zhang. CB. (2009). Distribution of phthalate esters in soil of e-waste recycling sites from Taizhou city in China. Bull Environ Contam Toxicol 82: 665-667. http://dx.doi.org/10.1007/sQ0128-009-9699-3 Lu. C. (2009). Prediction of environmental properties in water-soil-air systems for phthalates. Bull Environ Contam Toxicol 83: 168-173. http://dx.doi.org/10.1007/sQ0128-009-9728-2 Mackav. D; Di Guardo. A: Paterson. S: Cowan. CE. (1996). Evaluating the environmental fate of a variety of types of chemicals using the EQC model. Environ Toxicol Chem 15: 1627-1637. http://dx.doi.org/10.1002/etc.562015Q929 Mackintosh. CE: Maldonado. J: Hongwu. J: Hoover. N: Chong. A: Ikonomou. MG: Gobas. FA. (2004). Distribution of phthalate esters in a marine aquatic food web: Comparison to polychlorinated biphenyls. Environ Sci Technol 38: 2011-2020. http://dx.doi.org/10.1021/es034745r Mackintosh. CE: Maldonado. JA; Ikonomou. MG: Gobas. FA. (2006). Sorption of phthalate esters and PCBs in a marine ecosystem. Environ Sci Technol 40: 3481-3488. http://dx.doi.org/10.1021/es0519637 Mayer Jr. F; Sanders. HO: Walsh. DF. (1973). Toxicity, residue dynamics, and reproductive effects of phthalate esters in aquatic invertebrates. Environ Res 6: 84-90. http://dx.doi.org/10.1016/0Q13- 9351(73)90020-0 Mcfall. JA: Antoine. S. R.: Deleon. IR. (1985). Base-neutral extractable organic pollutants in biota and sediments from Lake Pontchartrain. Chemosphere 14: 1561-1569. http://dx.doi.org/10.1016/0045-6535(85)90011-6 Meng. XZ; Wang. Y; Xiang. N: Chen. L; Liu. Z; Wu. B; Dai. X: Zhang. YH; Xie. Z; Ebinghaus. R. (2014). Flow of sewage sludge-borne phthalate esters (PAEs) from human release to human intake: implication for risk assessment of sludge applied to soil. Sci Total Environ 476-477: 242- 249. http://dx.doi.Org/10.1016/i.scitotenv.2014.01.007 Mueller. M; Klein. W. (1992). Comparative evaluation of methods predicting water solubility for organic compounds. Chemosphere 25: 769-782. http://dx.doi.org/10.1016/0045-6535(92)90067- 2 NCBI. (2020). PubChem Compound Summary for CID 3026 Dibutyl phthalate. Center for Biotechnology Information. Net. S: Sempere. R; Delmont. A: Paluselli. A: Ouddane. B. (2015). Occurrence, fate, behavior and ecotoxicological state of phthalates in different environmental matrices [Review], Environ Sci Technol 49: 4019-4035. http://dx.doi.org/10.1021/es505233b Page 47 of 53 ------- 1373 1374 1375 1376 1377 1378 1379 1380 1381 1382 1383 1384 1385 1386 1387 1388 1389 1390 1391 1392 1393 1394 1395 1396 1397 1398 1399 1400 1401 1402 1403 1404 1405 1406 1407 1408 1409 1410 1411 1412 1413 1414 1415 1416 1417 1418 1419 1420 1421 PUBLIC RELEASE DRAFT December 2024 NIOSH. (1976). Occupational health guideline for dibutylphthalate. U.S. Department of Health and Human Services, Public Health Service, Centers for Disease Control, National Institute for Occupational Safety and Health. NIOSH. (2007). NIOSH pocket guide to chemical hazards. (DHHS Publication No. (NIOSH) 2005-149; CBRNIAC-CB-112149). Cincinnati, OH. http://www.cdc.gov/niosh/docs/2005-149/ Nishikawa. H; Katami. T; Takahara. Y; Sumida. H; Yasuhara. A. (1992). Emission of organic compounds by combustion of waste plastics involving vinyl chloride polymer. Chemosphere 25: 1953-1960. http://dx.doi.org/10.1016/0045-6535(92)90034-0 NIST. (2022). NIST Chemistry WebBook: Dibutyl phthalate (84-74-2), Standard Reference Database No. 69. Washington, DC: US Sec Commerce, https://webbook.nist.gov/cgi/cbook.cgi7ICN84-74- 2&Units=SI&cTG=on&cIR=on&cTC=on&cTZ=on&cTP=on&cMS=on&cTR=on&cUV=on&cI E=on&cGC=on&cIC=on&cES=on&cDI=on&cSO=on NITE. (2019). Japan CHEmicals Collaborative Knowledge database (J-CHECK), CASRN: 84-74-2. Available online at https://www.nite.go.jp/chem/icheck/detail.action?cno=84-74-2&mno=3- 1303&request locale=en (accessed February 4, 2022). NLM. (2013). PubChem: Hazardous Substance Data Bank: Diisobutyl phthalate, 84-69-5. Available online at https://pubchem.ncbi.nlm.nih.gov/compound/6782#source=HSDB NLM. (2024). PubChem: Hazardous Substance Data Bank: Dibutyl phthalate, 84-74-2. Available online at https://pubchem.ncbi.nlm.nih.gov/compound/3026 Norin. M; Strom vail. AM. (2004). Leaching of organic contaminants from storage of reclaimed asphalt pavement. Environ Technol 25: 323-340. http://dx.doi.org/10.1080/095933304Q9355466 O'Neil. MJ. (2013). Dibutyl phthalate. In The Merck index (15th ed.). Cambridge, UK: Royal Society of Chemistry. Oman. C: Hynning. PA. (1993). Identification of organic compounds in municipal landfill leachates. Environ Pollut 80: 265-271. http://dx.doi.org/10.1016/0269-7491 (93)90047-R Park. C: Sheehan. RJ. (2000). Phthalic acids and other benzenepolycarboxylic acids. In Kirk-Othmer encyclopedia of chemical toxicology. New York: John Wiley & Sons. http ://dx.doi .org/10.1002/0471238961.1608200816011811 Parkerton. TF; Staples. CA. (2003). An assessment of the potential environmental risks posed by phthalates in soil and sediment. In CA Staples (Ed.), Phthalate esters (pp. 317-349). Berlin, Germany: Springer, http://dx.doi.org/10.1007/bll471 Peng. X: Li. X. (2012). Compound-specific isotope analysis for aerobic biodegradation of phthalate acid esters. Talanta 97: 445-449. http://dx.doi.Org/10.1016/i.talanta.2012.04.060 Peters. RJB; Beeltie. H; van Delft. RJ. (2008). Xeno-estrogenic compounds in precipitation. J Environ Monit 10: 760-769. http://dx.doi.org/10.1039/b805983g Peterson. PR: Staples. CA. (2003). Degradation of phthalate esters in the environment. In Series Anthropogenic Compounds. New York, NY: Springer-Verlag. http://dx.doi.org/10.1007/bll464 Preston. MR: Al-Omran. LA. (1989). Phthalate ester speciation in estuarine water, suspended particulates and sediments. Environ Pollut 62: 183-194. http://dx.doi.org/10.1016/Q269- 7491(89)90186-3 Rakkestad. KE; Dye. CJ: Yttri. KE; Holme. JA; Hongslo. JK; Schwarze. PE; Becher. R. (2007). Phthalate levels in Norwegian indoor air related to particle size fraction. J Environ Monit 9: 1419-1425. http://dx.doi.org/10.1039/b709947 Roslev. P; Vorkamp. K; Aarup. J: Frederiksen. K; Nielsen. PH. (2007). Degradation of phthalate esters in an activated sludge wastewater treatment plant. Water Res 41: 969-976. http ://dx. doi. org/10.1016/i. watres.2006.11.04 Roy F. Weston Inc. (1980). Characterization and fate of the discharge of priority pollutants from the Rohm and Haas Philadelphia plant into the Delaware low level collector of the Philadelphia sewer [TSCA Submission], (RH-28; W.0.#0053-14-01; OTS0205979. 878212294. Page 48 of 53 ------- 1422 1423 1424 1425 1426 1427 1428 1429 1430 1431 1432 1433 1434 1435 1436 1437 1438 1439 1440 1441 1442 1443 1444 1445 1446 1447 1448 1449 1450 1451 1452 1453 1454 1455 1456 1457 1458 1459 1460 1461 1462 1463 1464 1465 1466 1467 1468 1469 PUBLIC RELEASE DRAFT December 2024 TSCATS/016780). Rohm and Haas Company. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/QTS0205979.xhtml Rudel. RA; Brodv. JG; Spermler. JD; Vallarino. J; Geno. PW; Sun. G; Yau. A. (2001). Identification of selected hormonally active agents and animal mammary carcinogens in commercial and residential air and dust samples. J Air Waste Manag Assoc 51: 499-513. http://dx.doi.org/10.1080/10473289.2Q01.10464292 Rumble. JR. (2018a). Aqueous solubility and Henry's law constants of organic compounds. In CRC Handbook of Chemistry and Physics (99 ed.). Boca Raton, FL: CRC Press. Taylor & Francis Group, https://hbcp.chemnetbase.com/faces/documents/05 32/05 32 0001.xhtml Rumble. JR. (2018b). Dibutyl phthalate. In CRC handbook of chemistry and physics (99 ed.). Boca Raton, FL: CRC Press. Rumble. JR. (2018c). Flammability of chemical substances. In CRC Handbook of Chemistry and Physics (99 ed.). Boca Raton, FL: CRC Press. Taylor & Francis Group. Rumble. JR. (2018d). Viscosity of liquids. In CRC Handbook of Chemistry and Physics (99 ed.). Boca Raton, FL: CRC Press. Taylor & Francis Group. https://hbcp.chemnetbase.com/faces/documents/06 37/06 37 0001.xhtml Russell. DJ: Mcduffie. B. (1986). Chemodynamic properties of phthalate esters partitioning and soil migration. Chemosphere 15: 1003-1022. http://dx.doi.org/10.1016/0045-6535(86)90553-9 Russell. DJ: Mcduffie. B; Fineberg. S. (1985). The effect of biodegradation on the determination of some chemodynamic properties of phthalate esters. J Environ Sci Health A Environ Sci Eng 20: 927-941. http://dx.doi.org/10.1080/109345285Q9375268 Saini. G: Pant. S: Singh. SO: Kazmi. AA; Alam. T. (2016). A comparative study of occurrence and fate of endocrine disruptors: Diethyl phthalate and dibutyl phthalate in ASP- and SBR-based wastewater treatment plants. Environ Monit Assess 188: 609. http://dx.doi.org/ 10.1007/s 10661 - 016-5617-4 Salaudeen. T; Okoh. O; Agunbiade. F; Okoh. A. (2018a). Fate and impact of phthalates in activated sludge treated municipal wastewater on the water bodies in the Eastern Cape, South Africa. Chemosphere 203: 336-344. http://dx.doi.org/10.1016/i.chemosphere.2018.03.176 Salaudeen. T; Okoh. O; Agunbiade. F; Okoh. A. (2018b). Phthalates removal efficiency in different wastewater treatment technology in the Eastern Cape, South Africa. Environ Monit Assess 190: 299. http://dx.doi.org/10.1007/slQ661-018-6665-8 Shan. XM; Wang. BS: Lu. BB; Shen. DH. (2016). [Investigation of pollution of phthalate esters and bisphenols in source water and drinking water in Hefei City, China], Huanjing yu Zhiye Yixue 33: 350-355. http://dx.doi.Org/10.13213/i.cnki.ieom.2016.15419 Shane. BS: Henry. CB; Hotchkiss. JH; Klausner. KA; Gutenmann. WH; Lisk. DJ. (1990). Organic toxicants and mutagens in ashes from eighteen municipal refuse incinerators. Arch Environ Contam Toxicol 19: 665-673. http://dx.doi.org/10.1007/BF01183982 Shanker. R; Ramakrishna. C: Seth. PK. (1985). Degradation of some phthalic-acid esters in soil. Environ Pollut Ser A 39: 1-7. http://dx.doi.org/10.1016/0143-1471(85)90057-l Shao. XL: Ma. J. (2009). Fate and mass balance of 13 kinds of endocrine disrupting chemicals in a sewage treatment plant. In 2009 3rd International Conference on Bioinformatics and Biomedical Engineering, Vols 1-11. Piscataway, NJ: Institute of Electrical and Electronics Engineers. http://dx.doi.org/10.1109/ICBBE.2009.516285Q Shi. W: Hu. X: Zhang. F: Hu. G: Hao. Y: Zhang. X: Liu. H: Wei. S: Wang. X: Giesv. JP: Yu. H. (2012). Occurrence of thyroid hormone activities in drinking water from eastern China: Contributions of phthalate esters. Environ Sci Technol 46: 1811-1818. http://dx.doi.org/10.1021/es202625r SRC. (1983a). Exhibit I shake flask biodegradation of 14 commercial phthalate esters [TSCA Submission], (SRC L1543-05. OTSQ508481. 42005 G5-2. 40-8326129. TSCATS/038111). Page 49 of 53 ------- 1470 1471 1472 1473 1474 1475 1476 1477 1478 1479 1480 1481 1482 1483 1484 1485 1486 1487 1488 1489 1490 1491 1492 1493 1494 1495 1496 1497 1498 1499 1500 1501 1502 1503 1504 1505 1506 1507 1508 1509 1510 1511 1512 1513 1514 1515 1516 1517 1518 PUBLIC RELEASE DRAFT December 2024 Chemical Manufacturers Association. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/QTS0508481.xhtml SRC. (1983b). Measurement of the water solubilities of phthalate esters (final report) [TSCA Submission], (EPA/OTS Doc #40-8326142). Chemical Manufacturers Association. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/OTS05Q8401.xhtml SRC. (1984). Final report measurement of octanol-water partition coefficients of phthalate esters [TSCA Submission], (SRC-TR-84-642. OTS0508491. 42005 G9-3. 40-8426081. TSCATS/038164). Chemical Manufacturers Association. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/QTS0508491.xhtml Sun. J: Wu, X: Gan. J. (2015). Uptake and metabolism of phthalate esters by edible plants. Environ Sci Technol 49: 8471-8478. http://dx.doi.org/10.1021/acs.est.5b01233 Tabak. HH; Quave. SA; Mashni. CI: Barth. EF. (1981). Biodegradability studies with organic priority pollutant compounds. J Water Pollut Control Fed 53: 1503-1518. Tan. GH. (1995). Residue levels of phthalate esters in water and sediment samples from the klang river basin. Bull Environ Contam Toxicol 54: 171-176. http://dx.doi.org/10.1007/bf00197427 Tang. J: An. T; Li. G: Wei. C. (2017). Spatial distributions, source apportionment and ecological risk of SVOCs in water and sediment from Xijiang River, Pearl River Delta. Environ Geochem Health 40: 1853-1865. http://dx.doi.org/10.1007/slQ653-017-9929-2 Teil. MJ: Tlili. K; Blanchard. M; Chevreuil. M; Alliot. F; Labadie. P. (2012). Occurrence of Polybrominated Diphenyl Ethers, Polychlorinated Biphenyls, and Phthalates in Freshwater Fish From the Orge River (Ile-de France). Arch Environ Contam Toxicol 63: 101-113. http://dx.doi.org/10.1007/sQ0244-011-9746-z Tomei. MC: Mosca Angelucci. D; Mascolo. G: Kunkel. U. (2019). Post-aerobic treatment to enhance the removal of conventional and emerging micropollutants in the digestion of waste sludge. Waste Manag 96: 36-46. http://dx.doi.Org/10.1016/i.wasman.2019.07.013 Tran. BC: Teil. MJ: Blanchard. M; Alliot. F; Chevreuil. M. (2014). BP A and phthalate fate in a sewage network and an elementary river of France. Influence of hydroclimatic conditions. Chemosphere 119C: 43-51. http://dx.doi.org/10.1016/i.chemosphere.2014.04.036 U.S. EPA. (1982). Fate of priority pollutants in publicly owned treatment works, Volume i. (EPA 440/1- 82/303). Washington, DC: Effluent Guidelines Division. http://nepis.epa.gov/exe/ZyPURL.cgi?Dockev=000012HL.txt U.S. EPA. (1993). Standards for the use or disposal of sewage sludge: Final rules [EPA Report], (EPA 822/Z-93-001). Washington, DC. U.S. EPA. (2006). Data quality assessment: Statistical methods for practitioners [EPA Report], (EPA/240/B-06/003; EPA QA/G-9S). Washington, DC. https://nepis.epa. gov/Exe/ZvPURL.cgi?Dockev=900B0D00.txt U.S. EPA. (2017). Estimation Programs Interface Suite™ v.4.11. Washington, DC: U.S. Environmental Protection Agency, Office of Pollution Prevention Toxics. Retrieved from https://www.epa.gov/tsca-screening-tools/download-epi-suitetm-estimation-program-interface- v411 U.S. EPA. (2019). Chemistry Dashboard Information for Dibutyl Phthalate. 84-74-2. https://comptox.epa.gov/dashboard/dsstoxdb/results?search=DTXSID2021781 U.S. EPA. (2020). Final scope of the risk evaluation for dibutyl phthalate (1,2-benzenedicarboxylic acid, 1,2-dibutyl ester); CASRN 84-74-2 [EPA Report], (EPA-740-R-20-016). Washington, DC: Office of Chemical Safety and Pollution Prevention. https://www.epa.gov/sites/default/files/2020-09/documents/casrn 84-74- 2 dibutyl phthalate final scope O.pdf U.S. EPA. (2021). Draft systematic review protocol supporting TSCA risk evaluations for chemical substances, Version 1.0: A generic TSCA systematic review protocol with chemical-specific Page 50 of 53 ------- 1519 1520 1521 1522 1523 1524 1525 1526 1527 1528 1529 1530 1531 1532 1533 1534 1535 1536 1537 1538 1539 1540 1541 1542 1543 1544 1545 1546 1547 1548 1549 1550 1551 1552 1553 1554 1555 1556 1557 1558 1559 1560 1561 1562 1563 1564 1565 1566 PUBLIC RELEASE DRAFT December 2024 methodologies. (EPA Document #EPA-D-20-031). Washington, DC: Office of Chemical Safety and Pollution Prevention. https://www.regulations.gov/document/EPA-HQ-OPPT-2021-0414- 0005 U.S. EPA. (2024a). Draft Data Quality Evaluation and Data Extraction Information for Environmental Fate and Transport for Dibutyl Phthalate (DBP). Washington, DC: Office of Pollution Prevention and Toxics. U.S. EPA. (2024b). Draft Data Quality Evaluation and Data Extraction Information for Physical and Chemical Properties for Dibutyl Phthalate (DBP). Washington, DC: Office of Pollution Prevention and Toxics. U.S. EPA. (2024c). Draft Risk Evaluation for Dibutyl Phthalate (DBP). Washington, DC: Office of Pollution Prevention and Toxics. U.S. EPA. (2024d). Draft Systematic Review Protocol for Dibutyl Phthalate (DBP). Washington, DC: Office of Pollution Prevention and Toxics. Union Carbide. (1974). Environmental impact analysis product biodegradability testing [TSCA Submission], (Project No. 910F44. File 19751. OTS0206066. 878212060. TSCATS/017096). Union Carbide Corp. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/OTS0206Q66.xhtml Verbruggen. EM: Klamer. HJC: Villerius. L; Brinkman. UAT; Hermens. JL. (1999). Gradient elution reversed-phase high-performance liquid chromatography for fractionation of complex mixtures of organic micropollutants according to hydrophobicity using isocratic retention parameters. J Chromatogr A 835: 19-27. htto://dx.doi.org/10.1016/S0021 -9673(97)90065-0 Walker. WW: Cripe. CR; Pritchard. PH: Bourquin. AW. (1984). Dibutylphthalate degradation in estuarine and fresh-water sites. Chemosphere 13: 1283-1294. http://dx.doi.org/10.1016/0Q45- 6535(84)90044-4 Wang. A. (2014). Effect of spiked phthalic acid esters on dissipation efficiency of Potamogeton crispus L. in the rhizosphere of surface sediments from the Haihe River, China. Journal of Soils and Sediments 14: 243-250. http://dx.doi.org/10.1007/sll368-013-Q794-z Wang. A: Chi. J. ie. (2012). Phthalic acid esters in the rhizosphere sediments of emergent plants from two shallow lakes. Journal of Soils and Sediments 12: 1189. http://dx.doi.org/10.10Q7/sll368- 012-0541-x Wang. J: Liu. P; Shi. H: Qian. Y. (1997a). Biodegradation of phthalic acid ester in soil by indigenous and introduced microorganisms. Chemosphere 35: 1747-1754. http://dx.doi.org/10.1016/S0Q45- 6535(97)00255-5 Wang. JL: Liu. P; Shi. HC: Yi. OA. (1997b). Kinetics of phthalic acid ester degradation by acclimated activated sludge. Process Biochemistry 32: 567-571. http://dx.doi.org/10.1016/S0Q32- 9592(97)00015-0 Wang. LM; Richert. R. (2007). Glass transition dynamics and boiling temperatures of molecular liquids and their isomers. J Phys Chem Bill: 3201-3207. http://dx.doi.org/10.1021/ip068825 Wang. W: Wu. FY: Huang. MJ; Kang. Y; Cheung. KC: Wong. MH. (2013). Size fraction effect on phthalate esters accumulation, bioaccessibility and in vitro cytotoxicity of indoor/outdoor dust, and risk assessment of human exposure. J Hazard Mater 261: 753-762. http://dx.doi.Org/10.1016/i.ihazmat.2013.04.039 WHO. (1997). Environmental health criteria 189. Di-n-butyl phthalate [WHO EHC] (pp. GENEVA). (BIOSIS/98/08376). Geneva, Switzerland: United Nations Environmental Programme, International Labour Organization, http://www.inchem.org/documents/ehc/ehc/ehc 189.htm Wilson. NK; Chuang. JC: Lyu. C. (2001). Levels of persistent organic pollutants in several child day care centers. J Expo Anal Environ Epidemiol 11: 449-458. http://dx.doi.org/10.1038/si.iea.750019Q Page 51 of 53 ------- 1567 1568 1569 1570 1571 1572 1573 1574 1575 1576 1577 1578 1579 1580 1581 1582 1583 1584 1585 1586 1587 1588 1589 1590 1591 1592 1593 1594 1595 1596 1597 1598 1599 1600 1601 1602 1603 1604 1605 1606 1607 1608 1609 1610 1611 1612 1613 1614 PUBLIC RELEASE DRAFT December 2024 Wilson. NK; Chuang. JC; Lyu. C; Menton. R: Morgan. MK. (2003). Aggregate exposures of nine preschool children to persistent organic pollutants at day care and at home. J Expo Anal Environ Epidemiol 13: 187-202. http://dx.doi.org/10.1038/si.iea.750027Q Wofford. HW; Wilsev. CD: Neff. GS: Giam. CS: Neff. JM. (1981). Bioaccumulation and metabolism of phthalate esters by oysters, brown shrimp, and sheepshead minnows. Ecotoxicol Environ Saf 5: 202-210. http://dx.doi.org/10.1016/0147-6513(81)90035-x Wolfe. NL; Steen. WC: Burns. LA. (1980). Phthalate ester hydrolysis: Linear free energy relationships. Chemosphere 9: 403-408. http://dx.doi.org/10.1016/0045-6535(80)90023-5 Wormuth. M; Scheringer. M; Vollenweider. M; Hungerbuhler. K. (2006). What are the sources of exposure to eight frequently used phthalic acid esters in Europeans? Risk Anal 26: 803-824. http://dx.doi.org/10.1111/i. 1539-6924.2006.00770.X Wu. J: Ma. T; Zhou. Z; Yu. N. a: He. Z; Li. B; Shi. Y; Ma. D. (2019). Occurrence and fate of phthalate esters in wastewater treatment plants in Qingdao, China. Hum Ecol Risk Assess 25: 1547-1563. http://dx.doi.org/10.1080/10807039.2Q18.1471341 Wu. Q: Lam. JCW: Kwok. KY; Tsui. MMP; Lam. PKS. (2017). Occurrence and fate of endogenous steroid hormones, alkylphenol ethoxylates, bisphenol A and phthalates in municipal sewage treatment systems. J Environ Sci 61: 49-58. http://dx.doi.Org/10.1016/i.ies.2017.02.021 Xiang. L: Wang. XD; Chen. XH; Mo. CH: Li. YW: Li. H: Cai. OY: Zhou. DM: Wong. MH: Li. OX. (2019). Sorption Mechanism, Kinetics, and Isotherms of Di- n-butyl Phthalate to Different Soil Particle-Size Fractions. J Agric Food Chem 67: 4734-4745. http://dx.doi.org/10.1021/acs.iafc.8b06357 Xie. Z; Ebinghaus. R; Temme. C: Caba. A: Ruck. W. (2005). Atmospheric concentrations and air-sea exchanges of phthalates in the North Sea (German Bight). Atmos Environ 39: 3209-3219. http://dx.doi.Org/10.1016/i.atmosenv.2005.02.021 Xie. Z; Ebinghaus. R; Temme. C: Lohmann. R; Caba. A: Ruck. W. (2007). Occurrence and air-sea exchange of phthalates in the Arctic. Environ Sci Technol 41: 4555-4560. http://dx.doi.org/10.1021/esQ630240 Xu. G: Li. F; Wang. O. (2008). Occurrence and degradation characteristics of dibutyl phthalate (DBP) and di-(2-ethylhexyl) phthalate (DEHP) in typical agricultural soils of China. Sci Total Environ 393: 333-340. http://dx.doi.org/10.1016/i.scitotenv.2008.01.001 Yuan. S: Huang. I: Chang. B. (2010). Biodegradation of dibutyl phthalate and di-(2-ethylhexyl) phthalate and microbial community changes in mangrove sediment. J Hazard Mater 184: 826- 831. http://dx.doi.Org/10.1016/i.ihazmat.2010.08.l 16 Yuan. SY; Lin. YY; Chang. BY. (2011). Biodegradation of phthalate esters in polluted soil by using organic amendment. J Environ Sci Health B 46: 419-425. http://dx.doi.org/10.1080/036Q1234.2011.572512 Yuan. SY: Liu. C: Liao. CS: Chang. BY. (2002). Occurrence and microbial degradation of phthalate esters in Taiwan river sediments. Chemosphere 49: 1295-1299. http: //dx. doi. or g/10.1016/s0045 - 6535(02)00495-2 Zeng. F; Cui. K; Xie. Z; Liu. M; Li. Y; Lin. Y; Zeng. Z; Li. F. (2008a). Occurrence of phthalate esters in water and sediment of urban lakes in a subtropical city, Guangzhou, South China. Environ Int 34: 372-380. http://dx.doi.Org/10.1016/i.envint.2007.09.002 Zeng. F; Cui. K; Xie. Z; Wu. L; Liu. M; Sun. G: Lin. Y; Luo. D; Zeng. Z. (2008b). Phthalate esters (PAEs): Emerging organic contaminants in agricultural soils in peri-urban areas around Guangzhou, China. Environ Pollut 156: 425-434. http://dx.doi.Org/10.1016/i.envpol.2008.01.045 Zeng. F; Cui. K; Xie. Z; Wu. L; Luo. D; Chen. L; Lin. Y; Liu. M; Sun. G. (2009). Distribution of phthalate esters in urban soils of subtropical city, Guangzhou, China. J Hazard Mater 164: 1171- 1178. http://dx.doi.Org/10.1016/i.ihazmat.2008.09.029 Page 52 of 53 ------- 1615 1616 1617 1618 1619 1620 1621 1622 1623 1624 1625 1626 1627 PUBLIC RELEASE DRAFT December 2024 Zeng. F; Lin. Y; Cut K; Wen. J; Ma. Y; Chen. H; Zhu. F; Ma. Z; Zeng. Z. (2010). Atmospheric deposition of phthalate esters in a subtropical city. Atmos Environ 44: 834-840. http://dx.doi.Org/10.1016/i.atmosenv.2009.l 1.029 Zhang. D; Wu. L; Yao. J: Vogt. C: Richnow. HH. (2019). Carbon and hydrogen isotopic fractionation during abiotic hydrolysis and aerobic biodegradation of phthalate esters. Sci Total Environ 660: 559-566. http://dx.doi.org/10.1016/i.scitotenv.2019.01.003 Zhao. Ft; Du. Ft; Feng. N: Xiang. L. ei; Li. Y; Li. H. ui; Cai. OY; Mo. C. (2016). Biodegradation of di-n- butylphthalate and phthalic acid by a novel Providencia sp 2D and its stimulation in a compost- amended soil. Biol Fertil Soils 52: 65-76. http://dx.doi.org/10.1007/sQ0374-015-1054-8 Zhu. Q; Jia. J; Zhang. K; Zhang. H; Liao. C. (2019). Spatial distribution and mass loading of phthalate esters in wastewater treatment plants in China: An assessment of human exposure. Sci Total Environ 656: 862-869. http://dx.doi.org/10.1016/i.scitotenv.2018.11.458 Page 53 of 53 ------- |