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Talk:Bisphenol A

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Kirk-Othmer encyclopedia on polyethers (doi 10.1002/0471238961.0118151323080920.a01): "The first aromatic sulfone polymer produced commercially was introduced as Bakelite polysulfone ...under the trade name Udel. .. made by reaction of the disodium salt of bisphenol A (BPA) with 4,4′-dichlorodiphenyl
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Thanks. Knowledge's willingness to use 'ppm' as a unit is a pet peeve of mine; probably somewhere between meaningless and uninterpretable for novice readers - in this case it also focuses attention on the smallness of the solubility, rather than the utter enormity of available solvent. I'd never
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really thought of it as a green process but you are absolutely right, edits made to that effect. I did look at oxidation but I couldn't find a solid source and gave in, I suspect it biodegrades faster than any abiotic process. I expect photoxidation to be a path. I'll look again. --
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There appears to be no properties section. melting, boiling solubility and flash are in the chembox. But two have no references. Solubility in other solvents may be significant. Also available is the crystal structure. I would guess spectrum info is also available, IR, MR.
2603:"In the industrial process, bisphenol A is always produced (Scheme 4) together with sizable quantities of o,p‘-bisphenol A (o,p‘-BPA/BPA molar ratios up to 1:2)"! The latter surprised me but makes sense. Apparently methods exist to reverse the o,p' stuff into isoprop 2084:
Yes, I agree with the gallery change, but I still have a feeling that a duplicate picture feels strange. Maybe put another picture with a caption, then add the information you added in the caption of the duplicate picture in the text, then remove the picture.
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I've started responding to these comments on the same line you've written them, my additions in italics. Not the normal way of replying to things, but it might help to keep track of each point. If it's an issue I can revert my comments and try another way.
455: 1164:. I have not reviewed all of the sources, but from what I can see most look like review articles. Here are a few that may be primary research studies. I have not reviewed where these occur in the text, for example to see if they are appropriate or not. 2402:
I think I've addressed most of the comments raised so far. Outstanding are references for the density and water solubility in the chembox and a mechanism for abiotic decomposition. I'll continue to look for these. Additionally, this paper
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C + water. And apparently very generalizable (all kinds of phenols and carbonyls), which is very cool. Its difficult to beat the price of acetone. Also, for chemists, the prep is cute because phenol and acetone are coproduced by the
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Density of BPA from X-ray crystallography is 1.217 g/cm3 according to doi 10.1007/s10870-007-9207-8. Other details according to Cambridge Xray database (to the extent that structures are reported to or collected by the database):
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Secondary refs query list: I've addresses the points at that section. About half the questioned refs have been deleted. The others are either fine or have been reinforced. I remain unsure about the ERRγ binding study
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Not to worry. I've also become derailed by real life, and probably wont be able to finish the next round of edits until next week. I'm still going to try and finish this process; I feel like it's close to the end.
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Would be nice to know: to what does BPA degrade? It is popular and to some, heartwarming, that pollutants are degraded by organisms, but my guess is that at neutral pH in air, BPA undergoes some sort of
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Thanks. I think the crystal structure is of limited interest, even to professional chemists. Its not a hard molecule to picture, so I agree that an Xray structure probably wouldn't add much. --
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I've reworked this, the statement did not appear to be supported by the refs given. Somewhat predictably, there are a range of reported binding affinities. General range is about right though.
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As mentioned to Praseodymium-141 on their talk-page. I feel that I've completed all of the improvements requested. It would be regrettable if the review stalled this late into the process.
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However, I've realised that you've put your comments before the text on my signing, so please can you try to move your future comments after the  ? That would be great.
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SciFinder leading me off in the wrong direction there. It's gratifying to see that most of those key points are already in the article but it leaves the question of
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A primary source but with over 200 citations. I can't find a good secondary ref but I've added some additional refs ones showing that it's common in dental cements.
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In the "Pharmacology" section, the last image is merely a repeat of one of the chembox images, and does the one about "diethylstilbestrol" fit in this context?
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The article presents a readable description of a highly topical and sometimes controversial chemical. Some thoughts that occurred to me but are not crucial:
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Ref #32 (doi 10.1002/14356007.a21_449.pub4) is indeed a review of solid acid-catalyzed condensations from a ChemE perspective. BPA is mentioned 43x. --
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solubility of 300 g/ton of water (I like those practical units!) seems about right, in fact fairly high owing to the hydrophilic OH groups.
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Abiotic degradation (from Smokefoot): I've added a review ref which has a section on this. Did you want to know what it degraded into?
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Density: I still don't have a reference for this. I suspect it might be included in the crystal data refs, but I can't access those.
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The article is not about polyetherimides (why would it be?). It is about hydroxymethylations and a lot about BPA. Some tidbits:
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Hello there, I will be reviewing this article. Note that I won't come Knowledge very often, so I might take a while to respond.
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Maybe you could add a bit more of the suggestions from Graeme Bartlett (e.g. solubility in other solvents)? Also check
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Yes. It's the website for the relevant Australian statutory authority. I have modified the ref to try and clarify this.
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The crystal structure has been reported 5x (an indication of the compound's signficance, most are reported only once)
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Yes. It's the website for the relevant Canadian statutory authority. I have modified the ref to try and clarify this.
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Sorry for the delay, but I might not come back on this for a while. By the way I changed my username from Bli231957.
2523: 2156:-Butylphenol. I would advise you to change "Para tertiary butyl phenol" to "4-tert-Butylphenol" in the piped link. 2130: 1941:
In the "History" section, what does this sentence mean: "He found BPA to be 1 / 37,000 as effective as estradiol"?
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That's ok, any improvements might take a while to push through anyhow. Thanks for accepting the job! Editors at
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I've checked the source code, and I didn't find a way to do that. Please could you open a new line instead?
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unresolved. They clearly contain a BPA unit, and they have been made from BPA in the past, but are they
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In the "Production" section, how does "para selective" have to do with "Arene substitution pattern"?
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articles on environment-related topics, as well as to ensure that environment articles are properly
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on Knowledge. If you would like to participate, please visit the project page, where you can join
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on Knowledge. If you would like to participate, please visit the project page, where you can join
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The structures of 20 solvates have been reported (further evidence of some intense interest, BTW)
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This article was the subject of a Wiki Education Foundation-supported course assignment, between
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I've made a start. I don't actually have access the the crystal data beyond what CCDC shows. --
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A fancy drawing of the Xray structure could be produced. It doesnt tell the reader much.
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The section "Toxicity" is too short. Maybe expand it or merge it with the main section?
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for more suggestions with the refs. The comments from Smokefoot might also be helpful.
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I don't feel like there's anything that could be added. I'll mark this as a pass.
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I hope that this helps a little! Congrats on all the hard work on this article!
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can you verify if this this secondary source supports synthesis being from BPA?
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I'll do this GA review quite quickly, so it'll hopefully finish before July.
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https://www.foodstandards.gov.au/consumer/chemicals/bpa/Pages/default.aspx
1208:- Primary but supporting a primary measurement (that's allowed isn't it?) 179: 2471: 1222: 586:, a collaborative effort to improve the coverage of articles related to 454: 2727:
There is a doi for the article in Berichte: 10.1002/cber.18920250333 --
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This page gets quite a lot of pageviews, so I might be quite strict.
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I would say maybe remove the last picture, but keep the other two.
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https://www.jstage.jst.go.jp/article/jec1991/14/1/14_1_57/_article
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Many thanks... is it mentioned in relation to polyetherimides? --
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I had though that straightforward but I have tried to clarify.
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but I don't have access to it. Are there any other issues? --
2152:-Butylpheol is a piped link, but the link is a redirect to 4- 697:, which recommends that medicine-related articles follow the 750: 453: 1872:
https://laws-lois.justice.gc.ca/eng/acts/C-1.68/index.html
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Yeah, I've also become derailed by real life. No worries!
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Ref 66 is a news article about a study and would not meet
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I've had a crack at improving it first. Any opinions? --
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High-importance Occupational Safety and Health articles
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ylphenol, which is recycled. Your faithful servant, --
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I see you've straighten it all out. Thanks for that. --
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Wiki Education Foundation-supported course assignment
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https://news.ncsu.edu/2012/09/wms-patisaul-amygdala/
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https://news.ncsu.edu/2012/09/wms-patisaul-amygdala/
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Knowledge:WikiProject Occupational Safety and Health
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This is a core article in the WikiProject Chemicals
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WikiProject Occupational Safety and Health articles
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Template:WikiProject Occupational Safety and Health
2474:. I'm not a pharmacologist. It appears well cited. 2857:Articles copy edited by the Guild of Copy Editors 1654:and other media, where possible and appropriate: 1160:to identify sources that potentially do not meet 2792:GA-Class Occupational Safety and Health articles 517:, a project which is currently considered to be 404:, which aims to improve Knowledge's coverage of 87:for general discussion of the article's subject. 45:. If it no longer meets these criteria, you can 1904:https://www.ehn.org/bisphenol-a-2639174350.html 1227:- More of a binding study really. I'm not sure. 701:and that biomedical information in any article 1178:Ref #32 also may be a primary study from 1985 1664:(images are tagged and non-free content have 699:Manual of Style for medicine-related articles 251: 211: 8: 1747:might also be able to provide some input. -- 1180:https://doi.org/10.1002%2Fpol.1985.170230616 1043:Knowledge:WikiProject Guild of Copy Editors 2313:the prep of BPA is a premier example of a 1261: 1046:Template:WikiProject Guild of Copy Editors 994: 905: 778: 637: 583:WikiProject Occupational Safety and Health 548: 477: 352: 1130:Template:Dashboard.wikiedu.org assignment 1233:https://doi.org/10.5194%2Fdwes-9-27-2016 1170:https://pubmed.ncbi.nlm.nih.gov/19627357 1292: 1264: 1128:Above undated message substituted from 996: 907: 836:to improve Knowledge's coverage of the 780: 639: 606:Occupational Safety and Health articles 550: 479: 354: 2852:Low-importance Science Policy articles 2431: 1915: 2048:Looks like an attempt at showing the 1918:for some sources that might not meet 1223:https://doi.org/10.1093%2Fjb%2Fmvm158 237: 7: 2842:High-importance Environment articles 2099:I've redone it as a single image. -- 957:Knowledge:WikiProject Science Policy 937:This article is within the scope of 691:This article is within the scope of 580:This article is within the scope of 513:This article is within the scope of 390:This article is within the scope of 326: 324: 2822:High-importance toxicology articles 1902:Ref 66 points to a different site ( 960:Template:WikiProject Science Policy 708:Knowledge talk:WikiProject Medicine 343:It is of interest to the following 77:for discussing improvements to the 2782:High-importance chemicals articles 2184:I've restructured it a bit too. -- 2140:are related to Bisphenol A in the 1085: 1081: 14: 2787:GA-Class WPChem worklist articles 868:Knowledge:WikiProject Environment 41:. If you can improve it further, 2847:GA-Class Science Policy articles 2812:Low-importance medicine articles 2481: 2413:Template:Chembox Thermochemistry 2411:) looks to have information for 2175: 2050:structure–activity relationships 2014: 1714: 1691: 1671: 1655: 1635: 1624: 1606: 1603:Fair representation without bias 1595: 1574: 1558: 1542: 1524: 1504: 1488: 1472: 1456: 1432: 1396: 1384: 1152:Hi, there was a request made by 1088:. 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Peer reviewers: 1090:on the course page 1031:, a member of the 821:Environment portal 756: 459: 426:chemicals articles 339:content assessment 183: 140:dispute resolution 101: 2633:made that way? -- 2472:10.1093/jb/mvm158 2451:Solubility (from 2409:10.1021/jp503567c 2198:Looks great now. 1686:suitable captions 1467:reference section 1320: 1319: 1148:Secondary sources 1082:23 September 2019 1065: 1064: 1061: 1060: 1057: 1056: 1037:, on 28 May 2022. 1023:This article was 993: 992: 989: 988: 904: 903: 900: 899: 860:project talk page 777: 776: 773: 772: 723:medicine articles 636: 635: 632: 631: 547: 546: 543: 542: 535:Polymers articles 476: 475: 472: 471: 319: 318: 182:Source guidelines 181: 120:Assume good faith 97: 68: 67: 64: 2864: 2489: 2485: 2484: 2458: 2183: 2179: 2178: 2022: 2018: 2017: 1820:Praseodymium-141 1791:Praseodymium-141 1718: 1717: 1695: 1694: 1675: 1674: 1659: 1658: 1639: 1638: 1628: 1627: 1610: 1609: 1599: 1598: 1578: 1577: 1562: 1561: 1546: 1545: 1528: 1527: 1508: 1507: 1492: 1491: 1483:reliable sources 1476: 1475: 1460: 1459: 1436: 1435: 1400: 1399: 1388: 1387: 1274:Copyvio detector 1262: 1190: 1159: 1144: 1087: 1086:13 December 2019 1083: 1079: 1051: 1050: 1047: 1044: 1041: 1029:TheRealSerenaJoy 1020: 1013: 1012: 1002: 995: 965: 964: 961: 958: 955: 934: 927: 926: 921: 913: 906: 876: 875: 872: 869: 866: 823: 818: 817: 807: 800: 799: 794: 786: 779: 725: 724: 721: 718: 715: 688: 683: 682: 681: 672: 665: 664: 659: 656: 645: 638: 608: 607: 604: 601: 598: 577: 570: 569: 564: 556: 549: 537: 536: 533: 530: 527: 510: 503: 502: 497: 485: 478: 428: 427: 424: 421: 418: 387: 380: 379: 374: 371: 360: 353: 336: 330: 329: 328: 321: 313: 299: 298: 289: 256: 255: 241: 215: 207: 199: 185: 149:Article policies 70: 62: 60:Reviewed version 51: 23: 16: 2872: 2871: 2867: 2866: 2865: 2863: 2862: 2861: 2757: 2756: 2725: 2670: 2627:polyetherimides 2574:checking ....-- 2543: 2482: 2480: 2455:Graeme Bartlett 2452: 2400: 2369:Graeme Bartlett 2315:green chemistry 2304: 2220: 2176: 2174: 2144:section. Also, 2015: 2013: 1844: 1682:appropriate use 1587:It follows the 1324:This review is 1316: 1288: 1260: 1184: 1153: 1150: 1127: 1073: 1048: 1045: 1042: 1039: 1038: 962: 959: 956: 953: 952: 919: 890:High-importance 873: 870: 867: 864: 863: 846:well-referenced 819: 812: 793:High‑importance 792: 767:High-importance 722: 719: 716: 713: 712: 686:Medicine portal 684: 679: 677: 657: 651: 622:High-importance 605: 602: 599: 596: 595: 563:High‑importance 562: 534: 531: 528: 525: 524: 491: 442:High-importance 425: 422: 419: 416: 415: 373:High‑importance 372: 366: 337:on Knowledge's 334: 315: 314: 309: 286: 175: 170: 169: 168: 145: 115: 58: 12: 11: 5: 2870: 2868: 2860: 2859: 2854: 2849: 2844: 2839: 2834: 2829: 2824: 2819: 2814: 2809: 2804: 2799: 2794: 2789: 2784: 2779: 2774: 2769: 2759: 2758: 2755: 2754: 2744:Project Osprey 2724: 2721: 2720: 2719: 2709:Project Osprey 2690: 2689: 2688: 2687: 2684: 2681: 2678: 2669: 2666: 2665: 2664: 2663: 2662: 2661: 2660: 2635:Project Osprey 2620: 2619: 2601: 2598: 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1936: 1914:Maybe check 1901: 1881: 1861: 1845: 1727: 1710: 1704: 1679: 1663: 1649: 1631: 1620: 1602: 1588: 1566: 1550: 1538: 1512: 1496: 1480: 1464: 1450: 1446: 1404: 1392: 1380: 1360: 1347: 1337: 1336: 1323: 1312:Instructions 1240: 1235: 1226: 1216: 1207: 1182: 1173: 1151: 1126: 1074: 1066: 1032: 978: 938: 889: 831: 760: 738: 706: 692: 621: 581: 518: 462: 441: 412:project page 405: 399: 392: 391: 345:WikiProjects 291: 261: 248: 242: 234: 228: 222: 216: 208: 200: 192: 186: 176: 148: 73:This is the 52: 43:please do so 31: 30: 26: 2648:sulfone".-- 2398:Checking in 1419:word choice 1326:transcluded 1098:Lexjennifer 1025:copy edited 865:Environment 850:categorized 838:environment 790:Environment 85:not a forum 79:Bisphenol A 27:Bisphenol A 2761:Categories 2142:"See also" 1519:plagiarism 1452:verifiable 1279:Authorship 1265:GA toolbox 1168:Ref # 30- 1110:Lucy H Ahn 654:Toxicology 37:under the 2694:Smokefoot 2650:Smokefoot 2609:Smokefoot 2576:Smokefoot 2548:Smokefoot 2436:Bli231957 2337:Smokefoot 2268:Bli231957 2254:Bli231957 2240:Bli231957 2200:Bli231957 2158:Bli231957 2087:Bli231957 2058:Bli231957 2031:Bli231957 1997:Bli231957 1970:Bli231957 1943:Bli231957 1937:Others: 1924:Bli231957 1777:Bli231957 1763:Bli231957 1730:Bli231957 1711:Pass/Fail 1341:Bli231957 1338:Reviewer: 1302:Templates 1293:Reviewing 1258:GA Review 1245:JenOttawa 1236:- Removed 1221:Ref # 67 1217:- Removed 1187:Smokefoot 1118:Chang2021 417:Chemicals 407:chemicals 364:Chemicals 142:if needed 125:Be polite 75:talk page 2218:Response 1920:WP:MEDRS 1842:Comments 1351:contribs 1307:Criteria 1231:Ref #73 1162:WP:MEDRS 1134:PrimeBOT 1102:Amunoz18 714:Medicine 649:Medicine 526:Polymers 520:inactive 494:inactive 489:Polymers 465:worklist 335:GA-class 263:Archives 232:Springer 197:Cochrane 110:get help 83:This is 81:article. 47:reassess 2668:Density 2448:OK:... 1745:WP:Chem 1705:Overall 1569:focused 1515:copyvio 1423:fiction 1203:Ref 45 1122:Jsodhi1 1106:Ebang21 981:on the 892:on the 842:neutral 741:on the 624:on the 444:on the 292:90 days 2723:Ref 24 2631:mostly 2541:Ref 32 1651:images 1621:stable 1619:It is 1592:policy 1537:It is 1445:It is 1425:, and 1415:layout 1379:It is 1364:review 1114:Ghuynh 1094:Hbhat3 341:scale. 220:OpenMD 190:PubMed 54:Review 2729:Stone 1684:with 1427:lists 1366:(see 1328:from 854:Read 826:This 268:Index 246:Wiley 138:Seek 2748:talk 2733:talk 2713:talk 2698:talk 2654:talk 2639:talk 2613:talk 2580:talk 2566:talk 2552:talk 2514:talk 2500:talk 2487:Done 2440:talk 2432:here 2421:talk 2388:talk 2373:talk 2357:talk 2341:talk 2286:talk 2272:talk 2258:talk 2244:talk 2229:talk 2204:talk 2190:talk 2181:Done 2162:talk 2154:tert 2150:tert 2136:tert 2129:and 2105:talk 2091:talk 2076:talk 2062:talk 2035:talk 2020:Done 2001:talk 1974:talk 1947:talk 1928:talk 1916:here 1824:talk 1810:talk 1795:talk 1781:talk 1767:talk 1753:talk 1734:talk 1517:and 1449:and 1411:lead 1409:for 1372:here 1368:here 1345:talk 1249:talk 1138:talk 1084:and 884:High 844:and 616:High 436:High 369:Core 239:Trip 213:Gale 205:DOAJ 127:and 2468:doi 2405:doi 1890:Is 1870:Is 1850:Is 1407:MoS 1193:doi 1132:by 1027:by 973:Low 733:Low 253:TWL 49:it. 2763:: 2750:) 2735:) 2715:) 2700:) 2692:-- 2656:) 2641:) 2615:) 2605:en 2582:) 2568:) 2554:) 2526:Pr 2516:) 2502:) 2494:-- 2442:) 2423:) 2390:) 2375:) 2359:) 2343:) 2335:-- 2288:) 2274:) 2260:) 2246:) 2231:) 2223:-- 2206:) 2192:) 2164:) 2107:) 2093:) 2078:) 2064:) 2037:) 2003:) 1976:) 1949:) 1930:) 1922:. 1826:) 1812:) 1797:) 1783:) 1769:) 1755:) 1736:) 1713:: 1707:: 1690:: 1678:b 1670:: 1662:a 1634:: 1623:: 1605:: 1594:: 1573:: 1565:b 1557:: 1549:a 1541:: 1523:: 1511:d 1503:: 1499:OR 1495:c 1487:: 1479:b 1471:: 1463:a 1455:: 1431:: 1421:, 1417:, 1413:, 1403:b 1395:: 1391:a 1383:: 1362:GA 1353:) 1251:) 1172:- 1140:) 1124:. 1120:, 1116:, 1108:, 1104:, 1100:, 1096:, 769:). 652:: 367:: 290:: 282:, 278:, 274:, 270:, 108:; 63:). 2746:( 2731:( 2711:( 2696:( 2652:( 2637:( 2611:( 2578:( 2564:( 2550:( 2512:( 2498:( 2470:: 2457:: 2453:@ 2438:( 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