Structural Transformation of MnO2 during the Oxidation of Bisphenol A

Balgooyen, Sarah; Alaimo, Peter J.; Remucal, Christina K.; Ginder-Vogel, Matthew

doi:10.1021/acs.est.6b05904

Structural Transformation of MnO₂ during the Oxidation of Bisphenol A

Journal Article · Mon May 08 00:00:00 EDT 2017 · Environmental Science and Technology

DOI:https://doi.org/10.1021/acs.est.6b05904· OSTI ID:1418551

Balgooyen, Sarah ^[1]; Alaimo, Peter J. ^[2]; ^[3]; ^[3]

Univ. of Wisconsin, Madison, WI (United States); DOE OSTI
Seattle Univ., Seattle, WA (United States)
Univ. of Wisconsin, Madison, WI (United States)

Bisphenol A (BPA) is an endocrine-disrupting compound widely used in the plastic industry and found in natural waters at concentrations considered harmful for aquatic life. BPA is susceptible to oxidation by Mn(III/IV) oxides, which are commonly found in near-surface environments. Here, we quantify BPA oxidation rates and the formation of its predominant product, 4-hydroxycumyl alcohol (HCA), in tandem with transformation of a synthetic, Mn(III)-rich δ-MnO₂. To investigate the effect of Mn oxide structural changes on BPA oxidation rate, 12 sequential additions of 80 μM BPA are performed at pH 7. During the additions, BPA oxidation rate decreases by 3 orders of magnitude, and HCA yield decreases from 40% to 3%. This is attributed to the accumulation of interlayer Mn(II/III) produced during the reaction, as observed using X-ray absorption spectroscopy, as well as additional spectroscopic and wet chemical techniques. HCA is oxidized at a rate that is 12.6 times slower than BPA and accumulates in solution. Here, these results demonstrate that BPA degradation by environmentally relevant Mn(III/IV) oxides is inhibited by the buildup of solid-phase Mn(II/III), specifically in interlayer sites. Nevertheless, Mn oxides may limit BPA migration in near-surface environments and have potential for use in drinking and wastewater treatment.

View Accepted Manuscript (DOE)

Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States); Univ. of Chicago, Chicago, IL (United States)

Sponsoring Organization:: National Science Foundation (NSF); USDOE Office of Science (SC)

Grant/Contract Number:: AC02-06CH11357; FG02-94ER14466

OSTI ID:: 1418551

Journal Information:: Environmental Science and Technology, Journal Name: Environmental Science and Technology Journal Issue: 11 Vol. 51; ISSN 0013-936X

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (96)

The oxidative degradation of sulfadiazine at the interface of α-MnO ₂ and water: Degradation of antibiotics by manganese dioxides Dong, Jun; Li, Yongtao; Zhang, Lijia Journal of Chemical Technology & Biotechnology, Vol. 84, Issue 12 https://doi.org/10.1002/jctb.2256	journal	August 2009
Oxidative Transformation of 17β-estradiol by MnO2 in Aqueous Solution Jiang, Liying; Huang, Cheng; Chen, Jianmeng Archives of Environmental Contamination and Toxicology, Vol. 57, Issue 2 https://doi.org/10.1007/s00244-008-9257-8	journal	November 2008
Removal of 17α-Ethinylestradiol by Biogenic Manganese Oxides Produced by the Pseudomonas putida strain MnB1 Kim, Do-Gun; Jiang, Shaofeng; Jeong, Kwon Water, Air, & Soil Pollution, Vol. 223, Issue 2 https://doi.org/10.1007/s11270-011-0906-6	journal	August 2011
Oxidative transformation of carbamazepine by manganese oxides He, Yan; Xu, Jian; Zhang, Yuan Environmental Science and Pollution Research, Vol. 19, Issue 9 https://doi.org/10.1007/s11356-012-0949-2	journal	May 2012
Degradation of ciprofloxacin by cryptomelane-type manganese(III/IV) oxides Xiao, Xiao; Sun, Sheng-Peng; McBride, Murray B. Environmental Science and Pollution Research, Vol. 20, Issue 1 https://doi.org/10.1007/s11356-012-1026-6	journal	June 2012
Transformation of bisphenol A by manganese oxide-coated sand Lin, Kunde; Peng, Yiwen; Huang, Xinwen Environmental Science and Pollution Research, Vol. 20, Issue 3 https://doi.org/10.1007/s11356-012-1049-z	journal	July 2012
The oxidation state of manganese in marine sediments and ferromanganese nodules Murray, James W.; Balistrieri, Laurie S.; Paul, Barbara Geochimica et Cosmochimica Acta, Vol. 48, Issue 6 https://doi.org/10.1016/0016-7037(84)90058-9	journal	June 1984
Oxidation state of marine manganese nodules Piper, D. Z.; Basler, J. R.; Bischoff, J. L. Geochimica et Cosmochimica Acta, Vol. 48, Issue 11 https://doi.org/10.1016/0016-7037(84)90230-8	journal	November 1984
Kinetics and reaction stoichiometry in the reductive dissolution of manganese(IV) dioxide and co(III) oxide by hydroquinone Stone, Alan T.; Ulrich, Hans-Jakob Journal of Colloid and Interface Science, Vol. 132, Issue 2 https://doi.org/10.1016/0021-9797(89)90265-8	journal	October 1989
Characterization of the manganese oxide produced by pseudomonas putida strain MnB1 Villalobos, Mario; Toner, Brandy; Bargar, John Geochimica et Cosmochimica Acta, Vol. 67, Issue 14 https://doi.org/10.1016/S0016-7037(03)00217-5	journal	July 2003
Occurrence of bisphenol A in surface water and uptake in fish: evaluation of field measurements Belfroid, Angélique; van Velzen, Martin; van der Horst, Bert Chemosphere, Vol. 49, Issue 1 https://doi.org/10.1016/S0045-6535(02)00157-1	journal	October 2002
Biogeochemistry of manganese oxide coatings on pebble surfaces in the Kikukawa River System, Shizuoka, Japan Tani, Yukinori; Miyata, Naoyuki; Iwahori, Keisuke Applied Geochemistry, Vol. 18, Issue 10 https://doi.org/10.1016/S0883-2927(03)00075-1	journal	October 2003
Heterogeneous oxidation of naproxen in the presence of α-MnO2 nanostructures with different morphologies Zhang, Yiping; Yang, Yulong; Zhang, Yan Applied Catalysis B: Environmental, Vol. 127 https://doi.org/10.1016/j.apcatb.2012.08.014	journal	October 2012
XPS determination of Mn oxidation states in Mn (hydr)oxides Ilton, Eugene S.; Post, Jeffrey E.; Heaney, Peter J. Applied Surface Science, Vol. 366 https://doi.org/10.1016/j.apsusc.2015.12.159	journal	March 2016
Modelling of the fate of selected endocrine disruptors in a municipal wastewater treatment plant in South East Queensland, Australia Tan, Benjamin L. L.; Hawker, Darryl W.; Müller, Jochen F. Chemosphere, Vol. 69, Issue 4 https://doi.org/10.1016/j.chemosphere.2007.02.057	journal	September 2007
Removal of bisphenol A via a hybrid process combining oxidation on β-MnO2 nanowires with microfiltration Zhang, Tong; Zhang, Xiwang; Yan, Xiaoli Colloids and Surfaces A: Physicochemical and Engineering Aspects, Vol. 392, Issue 1 https://doi.org/10.1016/j.colsurfa.2011.09.056	journal	December 2011
Adsorption and transformation of selected human-used macrolide antibacterial agents with iron(III) and manganese(IV) oxides Feitosa-Felizzola, Juliana; Hanna, Khalil; Chiron, Serge Environmental Pollution, Vol. 157, Issue 4 https://doi.org/10.1016/j.envpol.2008.11.048	journal	April 2009
Transformation kinetics and pathways of tetracycline antibiotics with manganese oxide Chen, Wan-Ru; Huang, Ching-Hua Environmental Pollution, Vol. 159, Issue 5 https://doi.org/10.1016/j.envpol.2011.02.027	journal	May 2011
Oxidation of bisphenol F (BPF) by manganese dioxide Lu, Zhijiang; Lin, Kunde; Gan, Jay Environmental Pollution, Vol. 159, Issue 10 https://doi.org/10.1016/j.envpol.2011.06.016	journal	October 2011
Formation of nano-crystalline todorokite from biogenic Mn oxides Feng, Xiong Han; Zhu, Mengqiang; Ginder-Vogel, Matthew Geochimica et Cosmochimica Acta, Vol. 74, Issue 11 https://doi.org/10.1016/j.gca.2010.03.005	journal	June 2010
Zn sorption modifies dynamically the layer and interlayer structure of vernadite Grangeon, Sylvain; Manceau, Alain; Guilhermet, Julien Geochimica et Cosmochimica Acta, Vol. 85 https://doi.org/10.1016/j.gca.2012.02.019	journal	May 2012
Oxidation and competitive retention of arsenic between iron- and manganese oxides Ying, Samantha C.; Kocar, Benjamin D.; Fendorf, Scott Geochimica et Cosmochimica Acta, Vol. 96 https://doi.org/10.1016/j.gca.2012.07.013	journal	November 2012
Oxidative degradation kinetics and products of chlortetracycline by manganese dioxide Chen, Gao; Zhao, Ling; Dong, Yuan-hua Journal of Hazardous Materials, Vol. 193 https://doi.org/10.1016/j.jhazmat.2011.07.039	journal	October 2011
Transformation of acetaminophen using manganese dioxide − mediated oxidative processes: Reaction rates and pathways Xiao, Hong; Song, Haiyan; Xie, Hongqin Journal of Hazardous Materials, Vol. 250-251 https://doi.org/10.1016/j.jhazmat.2013.01.070	journal	April 2013
Occurrence and estrogenic potency of eight bisphenol analogs in sewage sludge from the U.S. EPA targeted national sewage sludge survey Yu, Xiaohua; Xue, Jingchuan; Yao, Hong Journal of Hazardous Materials, Vol. 299 https://doi.org/10.1016/j.jhazmat.2015.07.012	journal	December 2015
Human exposure to bisphenol A (BPA) Vandenberg, Laura N.; Hauser, Russ; Marcus, Michele Reproductive Toxicology, Vol. 24, Issue 2 https://doi.org/10.1016/j.reprotox.2007.07.010	journal	August 2007
Organic contaminants in Great Lakes tributaries: Prevalence and potential aquatic toxicity Baldwin, Austin K.; Corsi, Steven R.; De Cicco, Laura A. Science of The Total Environment, Vol. 554-555 https://doi.org/10.1016/j.scitotenv.2016.02.137	journal	June 2016
Ipso substitution of bisphenol A catalyzed by microsomal cytochrome P450 and enhancement of estrogenic activity Nakamura, Shigeo; Tezuka, Yoshito; Ushiyama, Atsuko Toxicology Letters, Vol. 203, Issue 1 https://doi.org/10.1016/j.toxlet.2011.03.010	journal	May 2011
Advanced water treatment with manganese oxide for the removal of 17α-ethynylestradiol (EE2) Rudder, J. de; Wiele, T. Van de; Dhooge, Willem Water Research, Vol. 38, Issue 1 https://doi.org/10.1016/j.watres.2003.09.018	journal	January 2004
Oxidative removal of aqueous steroid estrogens by manganese oxides Xu, L.; Xu, C.; Zhao, M. Water Research, Vol. 42, Issue 20 https://doi.org/10.1016/j.watres.2008.09.016	journal	December 2008
Oxidation of organic contaminants by manganese oxide geomedia for passive urban stormwater treatment systems Grebel, Janel E.; Charbonnet, Joseph A.; Sedlak, David L. Water Research, Vol. 88 https://doi.org/10.1016/j.watres.2015.10.019	journal	January 2016
Identification of 4-Hydroxycumyl Alcohol As the Major MnO ₂ -Mediated Bisphenol A Transformation Product and Evaluation of Its Environmental Fate Im, Jeongdae; Prevatte, Carson W.; Campagna, Shawn R. Environmental Science & Technology, Vol. 49, Issue 10 https://doi.org/10.1021/acs.est.5b00372	journal	May 2015
Spectroscopic Investigation of Interfacial Interaction of Manganese Oxide with Triclosan, Aniline, and Phenol Shaikh, Nabil; Taujale, Saru; Zhang, Huichun Environmental Science & Technology, Vol. 50, Issue 20 https://doi.org/10.1021/acs.est.6b02673	journal	October 2016
Reaction Rates and Products of Manganese Oxidation at the Sediment-Water Interface Wehrli, Bernhard; Friedl, Gabriela; Manceau, Alain Advances in Chemistry https://doi.org/10.1021/ba-1995-0244.ch005	book	May 1995
Hydrogen Ion Buffers for Biological Research ^* Good, Norman E.; Winget, G. Douglas; Winter, Wilhelmina Biochemistry, Vol. 5, Issue 2 https://doi.org/10.1021/bi00866a011	journal	February 1966
Oxidation of aniline and other primary aromatic amines by manganese dioxide Laha, Shonali; Luthy, Richard G. Environmental Science & Technology, Vol. 24, Issue 3 https://doi.org/10.1021/es00073a012	journal	March 1990
Reduction and dissolution of manganese(III) and manganese(IV) oxides by organics. 1. Reaction with hydroquinone Stone, Alan T.; Morgan, James J. Environmental Science & Technology, Vol. 18, Issue 6 https://doi.org/10.1021/es00124a011	journal	June 1984
Reduction and dissolution of manganese(III) and manganese(IV) oxides by organics: 2. Survey of the reactivity of organics Stone, Alan T.; Morgan, James J. Environmental Science & Technology, Vol. 18, Issue 8 https://doi.org/10.1021/es00126a010	journal	August 1984
Kinetics of chromium(III) oxidation to chromium(VI) by reaction with manganese dioxide Eary, L. Edmond.; Rai, Dhanpat. Environmental Science & Technology, Vol. 21, Issue 12 https://doi.org/10.1021/es00165a005	journal	December 1987
The oxidation of chlorophenols adsorbed to manganese oxide surfaces Ulrich, Hans Jakob; Stone, Alan T. Environmental Science & Technology, Vol. 23, Issue 4 https://doi.org/10.1021/es00181a006	journal	April 1989
Mn(III) Center Availability as a Rate Controlling Factor in the Oxidation of Phenol and Sulfide on δ-MnO ₂ Nico, Peter S.; Zasoski, Robert J. Environmental Science & Technology, Vol. 35, Issue 16 https://doi.org/10.1021/es001848q	journal	August 2001
Oxidation of Pentachlorophenol in Manganese Oxide Suspensions under Controlled E _h and pH Environments Petrie, Robert A.; Grossl, Paul R.; Sims, Ronald C. Environmental Science & Technology, Vol. 36, Issue 17 https://doi.org/10.1021/es0109491	journal	August 2002
Arsenic(III) Oxidation by Birnessite and Precipitation of Manganese(II) Arsenate Tournassat, Christophe; Charlet, Laurent; Bosbach, Dirk Environmental Science & Technology, Vol. 36, Issue 3 https://doi.org/10.1021/es0109500	journal	February 2002
Pharmaceuticals, Hormones, and Other Organic Wastewater Contaminants in U.S. Streams, 1999−2000: A National Reconnaissance Kolpin, Dana W.; Furlong, Edward T.; Meyer, Michael T. Environmental Science & Technology, Vol. 36, Issue 6 https://doi.org/10.1021/es011055j	journal	March 2002
Oxidative Transformation of Triclosan and Chlorophene by Manganese Oxides Zhang, Huichun; Huang, Ching-Hua Environmental Science & Technology, Vol. 37, Issue 11 https://doi.org/10.1021/es026190q	journal	June 2003
Cross-Coupling of Sulfonamide Antimicrobial Agents with Model Humic Constituents Bialk, Heidi M.; Simpson, André J.; Pedersen, Joel A. Environmental Science & Technology, Vol. 39, Issue 12 https://doi.org/10.1021/es0500916	journal	June 2005
Kinetics of Oxytetracycline Reaction with a Hydrous Manganese Oxide ^† No authors listed Environmental Science & Technology, Vol. 40, Issue 23 https://doi.org/10.1021/es060357o	journal	December 2006
Reaction of Lincosamide Antibiotics with Manganese Oxide in Aqueous Solution Chen, Wan-Ru; Ding, Yunjie; Johnston, Cliff T. Environmental Science & Technology, Vol. 44, Issue 12 https://doi.org/10.1021/es1000598	journal	June 2010
Cation Effects on the Layer Structure of Biogenic Mn-Oxides Zhu, Mengqiang; Ginder-Vogel, Matthew; Parikh, Sanjai J. Environmental Science & Technology, Vol. 44, Issue 12 https://doi.org/10.1021/es1009955	journal	June 2010
Arsenite Oxidation by a Poorly Crystalline Manganese-Oxide. 2. Results from X-ray Absorption Spectroscopy and X-ray Diffraction Lafferty, Brandon J.; Ginder-Vogel, Matthew; Zhu, Mengqiang Environmental Science & Technology, Vol. 44, Issue 22 https://doi.org/10.1021/es102016c	journal	November 2010
Arsenite Oxidation by a Poorly-Crystalline Manganese Oxide. 3. Arsenic and Manganese Desorption Lafferty, Brandon J.; Ginder-Vogel, Matthew; Sparks, Donald L. Environmental Science & Technology, Vol. 45, Issue 21 https://doi.org/10.1021/es201281u	journal	November 2011
Transformation of Sulfamethazine by Manganese Oxide in Aqueous Solution Gao, Juan; Hedman, Curtis; Liu, Cun Environmental Science & Technology, Vol. 46, Issue 5 https://doi.org/10.1021/es202492h	journal	February 2012
Chromium(III) Oxidation by Three Poorly Crystalline Manganese(IV) Oxides. 2. Solid Phase Analyses Landrot, Gautier; Ginder-Vogel, Matthew; Livi, Kenneth Environmental Science & Technology, Vol. 46, Issue 21 https://doi.org/10.1021/es302384q	journal	October 2012
Production of Hydroxylated Polybrominated Diphenyl Ethers (OH-PBDEs) from Bromophenols by Manganese Dioxide Lin, Kunde; Yan, Chao; Gan, Jay Environmental Science & Technology, Vol. 48, Issue 1 https://doi.org/10.1021/es403583b	journal	December 2013
Reductive Dissolution of Manganese(III/Iv) Oxides by Substituted Phenols Stone, Alan T. Environmental Science & Technology, Vol. 21, Issue 10 https://doi.org/10.1021/es50001a011	journal	October 1987
Understanding the Role of Manganese Dioxide in the Oxidation of Phenolic Compounds by Aqueous Permanganate Jiang, Jin; Gao, Yuan; Pang, Su-Yan Environmental Science & Technology, Vol. 49, Issue 1 https://doi.org/10.1021/es504796h	journal	December 2014
Kinetic Modeling of Oxidation of Antibacterial Agents by Manganese Oxide Zhang, Huichun; Chen, Wan-Ru; Huang, Ching-Hua Environmental Science & Technology, Vol. 42, Issue 15 https://doi.org/10.1021/es703143g	journal	August 2008
Transformation of Tetracyclines Mediated by Mn(II) and Cu(II) Ions in the Presence of Oxygen Chen, Wan-Ru; Huang, Ching-Hua Environmental Science & Technology, Vol. 43, Issue 2 https://doi.org/10.1021/es802295r	journal	December 2008
Reaction of Tetrabromobisphenol A (TBBPA) with Manganese Dioxide: Kinetics, Products, and Pathways Lin, Kunde; Liu, Weiping; Gan, Jay Environmental Science & Technology, Vol. 43, Issue 12 https://doi.org/10.1021/es803622t	journal	June 2009
Oxidative Removal of Bisphenol A by Manganese Dioxide: Efficacy, Products, and Pathways Lin, Kunde; Liu, Weiping; Gan, Jay Environmental Science & Technology, Vol. 43, Issue 10 https://doi.org/10.1021/es900235f	journal	May 2009
Oxidation of Substituted Anilines by Aqueous MnO ₂ : Effect of Co-Solutes on Initial and Quasi-Steady-State Kinetics Klausen, Jörg; Haderlein, Stefan B.; Schwarzenbach, René P. Environmental Science & Technology, Vol. 31, Issue 9 https://doi.org/10.1021/es970053p	journal	September 1997
Kinetic Behavior of Mn(III) Complexes of Pyrophosphate, EDTA, and Citrate Klewicki, J. Kenneth; Morgan, James J. Environmental Science & Technology, Vol. 32, Issue 19 https://doi.org/10.1021/es980308e	journal	October 1998
Reaction of EDTA and Related Aminocarboxylate Chelating Agents with Co ^III OOH (Heterogenite) and Mn ^III OOH (Manganite) McArdell, Christa S.; Stone, Alan T.; Tian, Jiaher Environmental Science & Technology, Vol. 32, Issue 19 https://doi.org/10.1021/es980362v	journal	October 1998
Dependence of Sulfadiazine Oxidative Degradation on Physicochemical Properties of Manganese Dioxides Liu, Chengshuai; Zhang, Lijia; Li, Fangbai Industrial & Engineering Chemistry Research, Vol. 48, Issue 23 https://doi.org/10.1021/ie900812j	journal	December 2009
Oxidation of Chloroanilines at Metal Oxide Surfaces Pizzigallo, Maria D. R.; Ruggiero, Pacifico; Crecchio, Carmine Journal of Agricultural and Food Chemistry, Vol. 46, Issue 5 https://doi.org/10.1021/jf9707905	journal	May 1998
Reductive dissolution of manganese(III, IV) (hydr)oxides by oxalate: the effect of pH and light Xyla, Aglaia G.; Sulzberger, Barbara; Luther, George W. Langmuir, Vol. 8, Issue 1 https://doi.org/10.1021/la00037a019	journal	January 1992
Contaminants of emerging concern in fresh leachate from landfills in the conterminous United States Masoner, Jason R.; Kolpin, Dana W.; Furlong, Edward T. Environ. Sci.: Processes Impacts, Vol. 16, Issue 10 https://doi.org/10.1039/C4EM00124A	journal	January 2014
(Un)suitability of the use of pH buffers in biological, biochemical and environmental studies and their interaction with metal ions – a review Ferreira, Carlos M. H.; Pinto, Isabel S. S.; Soares, Eduardo V. RSC Advances, Vol. 5, Issue 39 https://doi.org/10.1039/C4RA15453C	journal	January 2015
An improved oxalate method for the determination of active oxygen in manganese dioxide Freeman, D. S.; Chapman, W. G. The Analyst, Vol. 96, Issue 1149 https://doi.org/10.1039/an9719600865	journal	January 1971
A critical review of the reactivity of manganese oxides with organic contaminants Remucal, Christina K.; Ginder-Vogel, Matthew Environmental Science: Processes & Impacts, Vol. 16, Issue 6 https://doi.org/10.1039/c3em00703k	journal	January 2014
Relationship between oxidative degradation of 2-mercaptobenzothiazole and physicochemical properties of manganese (hydro)oxides Liu, C. S.; Zhang, L. J.; Feng, C. H. Environmental Chemistry, Vol. 6, Issue 1 https://doi.org/10.1071/EN08053	journal	January 2009
Manganese oxide minerals: Crystal structures and economic and environmental significance Post, J. E. Proceedings of the National Academy of Sciences, Vol. 96, Issue 7 https://doi.org/10.1073/pnas.96.7.3447	journal	March 1999
Determination of the Point-Of-Zero Charge of Manganese Oxides with Different Methods Including an Improved salt Titration Method Tan, Wen-feng; Lu, Si-jun; Liu, Fan Soil Science, Vol. 173, Issue 4 https://doi.org/10.1097/SS.0b013e31816d1f12	journal	January 2008
Transformation of Bisphenol A in the Presence of Manganese Dioxide Gao, Na; Hong, Jianwen; Yu, Zhiqiang Soil Science, Vol. 176, Issue 6 https://doi.org/10.1097/SS.0b013e31821d0b97	journal	January 2011
Defect-Induced Photoconductivity in Layered Manganese Oxides: A Density Functional Theory Study Kwon, Kideok D.; Refson, Keith; Sposito, Garrison Physical Review Letters, Vol. 100, Issue 14 https://doi.org/10.1103/PhysRevLett.100.146601	journal	April 2008
High-order multiple-scattering calculations of x-ray-absorption fine structure Rehr, J. J.; Albers, R. C.; Zabinsky, S. I. Physical Review Letters, Vol. 69, Issue 23 https://doi.org/10.1103/PhysRevLett.69.3397	journal	December 1992
IFEFFIT : interactive XAFS analysis and FEFF fitting Newville, Matthew Journal of Synchrotron Radiation, Vol. 8, Issue 2 https://doi.org/10.1107/S0909049500016964	journal	March 2001
Water-Quality Trends in the Nation's Rivers Smith, R. A.; Alexander, R. B.; Wolman, M. G. Science, Vol. 235, Issue 4796 https://doi.org/10.1126/science.235.4796.1607	journal	March 1987
Manganese(II)-Oxidizing Bacillus Spores in Guaymas Basin Hydrothermal Sediments and Plumes Dick, G. J.; Lee, Y. E.; Tebo, B. M. Applied and Environmental Microbiology, Vol. 72, Issue 5 https://doi.org/10.1128/AEM.72.5.3184-3190.2006	journal	May 2006
Environmental Effects of BPA: Focus on Aquatic Species Canesi, Laura; Fabbri, Elena Dose-Response, Vol. 13, Issue 3 https://doi.org/10.1177/1559325815598304	journal	July 2015
Crystal structure of Ni-sorbed synthetic vernadite: a powder X-ray diffraction study Grangeon, S.; Lanson, B.; Lanson, M. Mineralogical Magazine, Vol. 72, Issue 6 https://doi.org/10.1180/minmag.2008.072.6.1279	journal	December 2008
SIXPack a Graphical User Interface for XAS Analysis Using IFEFFIT Webb, S. M. Physica Scripta https://doi.org/10.1238/Physica.Topical.115a01011	journal	January 2005
Oxidation of Phenol in Acidic Aqueous Suspensions of Manganese Oxides Ukrainczyk, Ljerka Clays and Clay Minerals, Vol. 40, Issue 2 https://doi.org/10.1346/CCMN.1992.0400204	journal	January 1992
Influence of Mn(III) Availability on the Phase Transformation From Layered Buserite to Tunnel-structured Todorokite Cui, Haojie; Liu, Xiangwen; Tan, Wenfeng Clays and Clay Minerals, Vol. 56, Issue 4 https://doi.org/10.1346/CCMN.2008.0560401	journal	August 2008
Relationship between Pb²⁺ adsorption and average Mn oxidation state in synthetic birnessites Zhao, Wei; Cui, Haojie; Liu, Fan Clays and Clay Minerals, Vol. 57, Issue 5 https://doi.org/10.1346/CCMN.2009.0570501	journal	October 2009
Adsorption and Oxidation of Phenolic Compounds by Iron and Manganese Oxides1 McBride, M. B. Soil Science Society of America Journal, Vol. 51, Issue 6 https://doi.org/10.2136/sssaj1987.03615995005100060012x	journal	January 1987
Oxidizing Behavior of Soil Manganese: Interactions among Abundance, Oxidation State, and pH Negra, Christine; Ross, Donald S.; Lanzirotti, Antonio Soil Science Society of America Journal, Vol. 69, Issue 1 https://doi.org/10.2136/sssaj2005.0087a	journal	January 2005
Structural mechanism of Co (super 2+) oxidation by the phyllomanganate buserite Manceau, Alain; Drits, Victor A.; Silvester, Ewen American Mineralogist, Vol. 82, Issue 11-12 https://doi.org/10.2138/am-1997-11-1213	journal	December 1997
Structure of synthetic monoclinic Na-rich birnessite and hexagonal birnessite; I, Results from X-ray diffraction and selected-area electron diffraction Drits, Victor A.; Silvester, Ewen; Gorshkov, Anatoli I. American Mineralogist, Vol. 82, Issue 9-10 https://doi.org/10.2138/am-1997-9-1012	journal	October 1997
Structure of synthetic monoclinic Na-rich birnessite and hexagonal birnessite; II, Results from chemical studies and EXAFS spectroscopy Silvester, Ewen; Manceau, Alain; Drits, Victor A. American Mineralogist, Vol. 82, Issue 9-10 https://doi.org/10.2138/am-1997-9-1013	journal	October 1997
Structure of H-exchanged hexagonal birnessite and its mechanism of formation from Na-rich monoclinic buserite at low pH Lanson, Bruno; Drits, Victor A.; Silvester, Ewen American Mineralogist, Vol. 85, Issue 5-6 https://doi.org/10.2138/am-2000-5-625	journal	May 2000
Structure of heavy-metal sorbed birnessite: Part 1. Results from X-ray diffraction Lanson, Bruno; Drits, Victor A.; Gaillot, Anne-Claire American Mineralogist, Vol. 87, Issue 11-12 https://doi.org/10.2138/am-2002-11-1213	journal	November 2002
Structural characterization of biogenic Mn oxides produced in seawater by the marine bacillus sp. strain SG-1 Webb, S. M. American Mineralogist, Vol. 90, Issue 8-9 https://doi.org/10.2138/am.2005.1669	journal	August 2005
Structural model for the biogenic Mn oxide produced by Pseudomonas putida Villalobos, M.; Lanson, B.; Manceau, A. American Mineralogist, Vol. 91, Issue 4 https://doi.org/10.2138/am.2006.1925	journal	April 2006
Birnessite polytype systematics and identification by powder X-ray diffraction Drits, V. A.; Lanson, B.; Gaillot, A. -C. American Mineralogist, Vol. 92, Issue 5-6 https://doi.org/10.2138/am.2007.2207	journal	May 2007
Determination of Mn valence states in mixed-valent manganates by XANES spectroscopy Manceau, A.; Marcus, M. A.; Grangeon, S. American Mineralogist, Vol. 97, Issue 5-6 https://doi.org/10.2138/am.2012.3903	journal	May 2012

Cited By (6)

Reaction of bisphenol A with synthetic and commercial MnO _x(s) : spectroscopic and kinetic study Shaikh, Nabil; Zhang, Huichun; Rasamani, Kowsalya Environmental Science: Processes & Impacts, Vol. 20, Issue 7 https://doi.org/10.1039/c8em00121a	journal	January 2018
Impact of bisphenol A influent concentration and reaction time on MnO ₂ transformation in a stirred flow reactor Balgooyen, Sarah; Campagnola, Gabrielle; Remucal, Christina K. Environmental Science: Processes & Impacts, Vol. 21, Issue 1 https://doi.org/10.1039/c8em00451j	journal	January 2019
Plasmonic photocatalysis: complete degradation of bisphenol A by a gold nanoparticle–reduced graphene oxide composite under visible light Ali, Haydar; Jana, Nikhil R. Photochemical & Photobiological Sciences, Vol. 17, Issue 5 https://doi.org/10.1039/c8pp00012c	journal	January 2018
Impact of dissolved O ₂ on phenol oxidation by δ-MnO ₂ Hu, Erdan; Pan, Shangyue; Zhang, Wenzhong Environmental Science: Processes & Impacts, Vol. 21, Issue 12 https://doi.org/10.1039/c9em00389d	journal	January 2019
Hydrophilic trace organic contaminants in urban stormwater: occurrence, toxicological relevance, and the need to enhance green stormwater infrastructure Spahr, Stephanie; Teixidó, Marc; Sedlak, David L. Environmental Science: Water Research & Technology, Vol. 6, Issue 1 https://doi.org/10.1039/c9ew00674e	journal	January 2020
Organic structure and solid characteristics determine reactivity of phenolic compounds with synthetic and reclaimed manganese oxides Trainer, Emma Leverich; Ginder-Vogel, Matthew; Remucal, Christina K. Environmental Science: Water Research & Technology, Vol. 6, Issue 3 https://doi.org/10.1039/c9ew00859d	journal	January 2020

Similar Records

Biologically mediated abiotic degradation (BMAD) of bisphenol A by manganese-oxidizing bacteria

Journal Article · Sun May 02 20:00:00 EDT 2021 · Journal of Hazardous Materials · OSTI ID:1818643

Degradation of Adsorbed Bisphenol A by Soluble Mn(III)

Journal Article · Thu Sep 23 20:00:00 EDT 2021 · Environmental Science and Technology · OSTI ID:1833924

Mn(III)-mediated bisphenol a degradation: Mechanisms and products

Journal Article · Wed Feb 22 19:00:00 EST 2023 · Water Research · OSTI ID:1961943

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY