[{"data":1,"prerenderedAt":-1},["ShallowReactive",2],{"detail-sidebar-cat-0-en-105":3,"doc-seo-291172-105":59,"doc-detail-291172-en":131},{"code":4,"msg":5,"data":6},0,"success",[7,13,18,23,28,33,38,43,48,51,55],{"id":8,"doc_module":4,"doc_module_name":9,"category_name":10,"show_sort_weight":11,"slug":12},1,"Document","Story & Novel",90,"story-novel",{"id":14,"doc_module":4,"doc_module_name":9,"category_name":15,"show_sort_weight":16,"slug":17},2,"Literature",80,"literature",{"id":19,"doc_module":4,"doc_module_name":9,"category_name":20,"show_sort_weight":21,"slug":22},4,"Exam",70,"exam",{"id":24,"doc_module":4,"doc_module_name":9,"category_name":25,"show_sort_weight":26,"slug":27},5,"Comic",60,"comic",{"id":29,"doc_module":4,"doc_module_name":9,"category_name":30,"show_sort_weight":31,"slug":32},6,"Technology",50,"technology",{"id":34,"doc_module":4,"doc_module_name":9,"category_name":35,"show_sort_weight":36,"slug":37},7,"Healthcare",40,"healthcare",{"id":39,"doc_module":4,"doc_module_name":9,"category_name":40,"show_sort_weight":41,"slug":42},8,"Research & Report",30,"research-report",{"id":44,"doc_module":4,"doc_module_name":9,"category_name":45,"show_sort_weight":46,"slug":47},9,"Religion & Spirituality",20,"religion-spirituality",{"id":46,"doc_module":4,"doc_module_name":9,"category_name":49,"show_sort_weight":46,"slug":50},"World Cup","world-cup",{"id":52,"doc_module":4,"doc_module_name":9,"category_name":53,"show_sort_weight":52,"slug":54},10,"Lifestyle","lifestyle",{"id":56,"doc_module":4,"doc_module_name":9,"category_name":57,"show_sort_weight":24,"slug":58},19,"General","general",{"code":4,"msg":60,"data":61},"ok",{"site_id":62,"language":63,"slug":64,"title":65,"keywords":66,"description":67,"schema_data":68,"social_meta":124,"head_meta":126,"extra_data":128,"updated_unix":130},105,"en","evans-pka-table-pka-hodmso-and-substrate-values","Evans pKa Table - pKa H₂O(DMSO) and Substrate Values","","Evans pKa tables compile experimentally based and extrapolated pKa values across multiple chemical classes, reporting both aqueous (H₂O) and DMSO solvent conditions. The tables organize inorganic acids, carboxylic acids, alcohols, and numerous protonated species, then extend to nitrogen acids/related protonated nitrogen derivatives and additional groups such as amines, amides, and hydrocarbons/carbonyl compounds. Notes clarify that negative values in H₂O/DMSO and high values for water/DMSO were extrapolated by several methods, and that earlier literature numbers can be erroneous.",{"@graph":69,"@context":123},[70,84,106],{"@type":71,"itemListElement":72},"BreadcrumbList",[73,77,79,82],{"item":74,"name":75,"@type":76,"position":8},"https://docshare.wps.com","Home","ListItem",{"item":78,"name":9,"@type":76,"position":14},"https://docshare.wps.com/document/",{"item":80,"name":40,"@type":76,"position":81},"https://docshare.wps.com/document/research-report/",3,{"item":83,"name":65,"@type":76,"position":19},"https://docshare.wps.com/document/evans-pka-table-pka-hodmso-and-substrate-values/291172/",{"url":83,"name":65,"@type":85,"image":86,"author":91,"headline":65,"publisher":94,"fileFormat":97,"inLanguage":63,"description":67,"dateModified":98,"datePublished":99,"encodingFormat":97,"isAccessibleForFree":100,"interactionStatistic":101},"DigitalDocument",{"url":87,"@type":88,"width":89,"height":90},"https://docshare.wps.com/thumbnails/evans-pka-table-pka-hodmso-and-substrate-values/291172.png","ImageObject",300,407,{"name":92,"@type":93},"Riley West","Person",{"url":74,"name":95,"@type":96},"DocShare","Organization","application/pdf","2026-11-11","2026-09-17",true,{"@type":102,"interactionType":103,"userInteractionCount":105},"InteractionCounter",{"@type":104},"ViewAction",34,{"@type":107,"mainEntity":108},"FAQPage",[109,115,119],{"name":110,"@type":111,"acceptedAnswer":112},"What do the tables report for each substrate or species?","Question",{"text":113,"@type":114},"They present pKa values under two solvent conditions, including H₂O and H₂O(DMSO), along with related substrate and protonated-species entries.","Answer",{"name":116,"@type":111,"acceptedAnswer":117},"Are all pKa values measured experimentally?",{"text":118,"@type":114},"The notes indicate that values below 0 for H₂O and DMSO, and values above 14 for water and above 35 for DMSO, were extrapolated using various methods.",{"name":120,"@type":111,"acceptedAnswer":121},"Do the tables address potential errors in earlier literature pKa values?",{"text":122,"@type":114},"Yes. The text states that earlier reported pKa values for water and H₃O+ can be erroneous and cites specific references where those numbers were proposed.","https://schema.org",{"og:url":83,"og:type":125,"og:title":65,"og:site_name":95,"og:description":67},"article",{"robots":127,"canonical":83},"index,follow",{"doc_id":129,"site_id":62},291172,1789643591,{"code":4,"msg":5,"data":132},{"doc_id":129,"user_id":133,"nickname":92,"user_avatar":134,"doc_module":4,"category_id":39,"category_name":40,"doc_title":65,"doc_description":67,"doc_content":135,"file_id":136,"file_url":137,"file_type":138,"file_size":139,"view_count":105,"is_deleted":4,"is_public":8,"is_downloadable":8,"audit_status":8,"page_count":29,"language":140,"language_code":63,"site_id":62,"html_lang":63,"table_of_contents":141,"faqs":142,"seo_title":143,"seo_description":67,"update_tm":130,"read_time":144,"preview_page_count":8,"preview_urls":145},1099523885074,"https://ap-avatar.wpscdn.com/davatar_9964176cb1d06d4a9deccf72a44ae3dc","pKa H₂O(DMSO)  \nH₂O(DMSO)  \npKa  \npKa H₂O(DMSO)  \nSubstrate  \nSubstrate pKa H2O(DMSO)  \nSubstrate  \nSubstrate  \n\n| INORGANIC ACIDS   | CARBOXYLIC ACIDS   | ALCOHOLS   | PROTONATED SPECIES   |\n| --- | --- | --- | --- |\n| 14.0  \u003Cbr>H₂O  \u003Cbr>(32)  \u003Cbr>0.0  \u003Cbr>H₃O+  \u003Cbr>H₂S  \u003Cbr>7.00  \u003Cbr>HBr  \u003Cbr>-9.00(0.9)  \u003Cbr>HCI  \u003Cbr>(1.8)  \u003Cbr>-8.0  \u003Cbr>HF  \u003Cbr>(15)  \u003Cbr>3.17  \u003Cbr>7.5  \u003Cbr>HOCI  \u003Cbr>HCIO₄  \u003Cbr>-10  \u003Cbr>(12.9)  \u003Cbr>9.4  \u003Cbr>HCN  \u003Cbr>HN₃  \u003Cbr>4.72 (7.9)  \u003Cbr>4.00  \u003Cbr>HSCN  \u003Cbr>1.9,7.21  \u003Cbr>H₂SO₃  \u003Cbr>H₂SO₄  \u003Cbr>-3.0,1.99  \u003Cbr>2.12,7.21,  \u003Cbr>H₃PO₄  \u003Cbr>12.32  \u003Cbr>-1.3  \u003Cbr>HNO₃  \u003Cbr>3.29  \u003Cbr>HNO₂  \u003Cbr>-0.98,6.50  \u003Cbr>H₂CrO₄  \u003Cbr>-2.6 (1.6)  \u003Cbr>CH₃SO₃H  \u003Cbr>CF₃SO₃H  \u003Cbr>-14 (0.3)  \u003Cbr>NH₄Cl  \u003Cbr>9.24  \u003Cbr>9.23  \u003Cbr>B(OH)₃  \u003Cbr>11.6  \u003Cbr>HOOH   | 4.76(12.3)  \u003Cbr>CH₂NO₂  \u003Cbr>1.68  \u003Cbr>CH₂F  \u003Cbr>2.66  \u003Cbr>CH₂Cl  \u003Cbr>2.86  \u003Cbr>2.86  \u003Cbr>CH₂I  \u003Cbr>3.12  \u003Cbr>CHCl₂  \u003Cbr>1.29  \u003Cbr>CCl₃  \u003Cbr>0.65  \u003Cbr>CF₃  \u003Cbr>-0.25  \u003Cbr>H  \u003Cbr>3.77  \u003Cbr>3.6,10.3  \u003Cbr>HO  \u003Cbr>4.2(11.1)  \u003Cbr>C₆H₅  \u003Cbr>2.17  \u003Cbr>o-O₂NC₆H₄  \u003Cbr>m-O₂NC₆H₄  \u003Cbr>2.45  \u003Cbr>p-O₂NC₆H₄  \u003Cbr>3.44  \u003Cbr>o-CIC₆H₄  \u003Cbr>2.94  \u003Cbr>m-CIC₆H₄  \u003Cbr>3.83  \u003Cbr>p-CIC₆H₄  \u003Cbr>3.99  \u003Cbr>o-(CH₃)₃N+C₆H₄1.37  \u003Cbr>p-(CH₃)₃N+C₆H₄3.43  \u003Cbr>p-OMeC₆H₄  \u003Cbr>4.47  \u003Cbr>4.25  \u003Cbr>R=H  \u003Cbr>3.02,4.38  \u003Cbr>trans-CO₂H  \u003Cbr>cis-CO₂H  \u003Cbr>1.92,6.23   | (31.2)  \u003Cbr>14.0  \u003Cbr>HOH  \u003Cbr>MeOH  \u003Cbr>(27.9)  \u003Cbr>15.5  \u003Cbr>i-PrOH  \u003Cbr>(29.3)  \u003Cbr>16.5  \u003Cbr>(29.4)  \u003Cbr>t-BuOH  \u003Cbr>17.0  \u003Cbr>c-hex₃COH  \u003Cbr>24.0  \u003Cbr>CF₃CH₂OH  \u003Cbr>12.5   (23.5)  \u003Cbr>(CF₃)₂CHOH  \u003Cbr>(18.2)  \u003Cbr>9.3  \u003Cbr>(18.0)  \u003Cbr>C₆H₅OH  \u003Cbr>9.95  \u003Cbr>m-O₂NC₆H₄OH  \u003Cbr>8.4  \u003Cbr>(10.8)  \u003Cbr>p-O₂NC₆H₄OH  \u003Cbr>7.1  \u003Cbr>p-OMeC₆H₄OH  \u003Cbr>10.2  \u003Cbr>(19.1)  \u003Cbr>(17.1)  \u003Cbr>2-napthol  \u003Cbr>OXIMES&HYDROXAMIC ACIDS  \u003Cbr>11.3(20.1)  \u003Cbr>8.88(13.7)  \u003Cbr>(NH)  \u003Cbr>(18.5)  \u003Cbr>PEROXIDES  \u003Cbr>11.5  \u003Cbr>MeOOH  \u003Cbr>8.2  \u003Cbr>CH₃CO₃H   | -12.4  \u003Cbr>-7.8  \u003Cbr>-6.2  \u003Cbr>-6.5  \u003Cbr>-3.8  \u003Cbr>-2.05  \u003Cbr>-2.2  \u003Cbr>-1.8  \u003Cbr>0.79 (+1.6  \u003Cbr>(+5.5  \u003Cbr>SULFINIC&SULFONIC ACIDS   |\n|  |  |  | -2.6  \u003Cbr>2.1   |\n\n3)  \n5)  \n*Values\u003C0 for H₂O and DMSO,and values>14 for water and>35 for DMSO were extrapolated using various methods.  \nThe pka of water and H₃O+have been experimentally determined to be 14.0 and 0.0,respectively.Earlier values of 15.7 and  \n-1.74,respectively are erroneous numbers proposed by scientists who made some errors in the calculated “\"rational\"values.See:1)Helv.Chim.Acta 2014,97,1.and 2)J.Chem.Educ.2017,94,690.  \n\n| D.H.Ripin,D.A.   | Evans   |  |  | pKa's of N   | itrogen Acids   |  |\n| --- | --- | --- | --- | --- | --- | --- |\n| Substrate   | pKa H₂O   | (DMSO   | Substrate pka H₂O(DMSO)  \u003Cbr>)Substrate  \u003Cbr>pka H₂O(DMSO)  \u003Cbr>Substrate pka H₂O (DMSO)   |  |  |  |\n| PROTONATED NITROGEN   |  |  | AMINES   |  | IMIDES   | HYDROXAMIC ACID&AMIDINES   |\n| N+H₄  \u003Cbr>EtN+H₃  \u003Cbr>i-Pr₂N+H₂  \u003Cbr>Et₃N+H   | 9.2  \u003Cbr>10.6  \u003Cbr>11.05  \u003Cbr>10.75   | (10.5)  \u003Cbr>(9.00)   | HN₃  \u003Cbr>4.7(7.9)  \u003Cbr>NH₃  \u003Cbr>38 (41)  \u003Cbr>i-Pr₂NH  \u003Cbr>(36 THF))  \u003Cbr>26(THF)(30)  \u003Cbr>TMS₂NH  \u003Cbr>PhNH₂(30.6)   |  | (14.7)  \u003Cbr>Ac₂NH  \u003Cbr>(17.9)   | R=Me    (  \u003Cbr>Ph   |\n| PhN+H₃   | 4.6   | (3.6)   |  |  | SULFONAMIDE   |  |\n| PhN+(Me)₂H   | 5.20   | (2.50)   |  |  |  | HETEROCYCLES   |\n| Ph₂N+H₂  \u003Cbr>2-napthal-N+H₃   | 0.78  \u003Cbr>4.16   |  | (37)   |  |  |  |\n|  | 8.12   |  | (26.5)   |  | GUANIDINIUM,  \u003Cbr>HYRDAZONES,-IDES,&-INES  \u003Cbr>(21.6)  \u003Cbr>(17.2)  \u003Cbr>PhSO₂NHNH₂  \u003Cbr>PhNHNHPh  \u003Cbr>(26.1)   |  |\n|  | 5.96  \u003Cbr>11.0   | (9.80)   | AMIDES&CARBAMATES   |  |  |  |\n|  |  |  |  |  |  |  |\n|  |  |  |  |  |  |  |\n| N-Me morpholin   | e  \u003Cbr>7.38  \u003Cbr>-9.3  \u003Cbr>2.97,   | 8.82   | (17.2)   |  |  |  |\n|  |  |  |  | (26.9)  \u003Cbr>OEt  \u003Cbr>(24.8)   |  |  |\n|  |  |  | (20.5)   |  | PROTONATED HETEROCYCLES  \u003Cbr>)   |  |\n|  |  |  |  |  |  |  |\n| (2.97,8.93)  \u003Cbr>6.90,9.95   |  |  |  |  | 6.95   | (165)   |\n| -9.0,12.0  \u003Cbr>(-,7.50)   |  |  |  |  | R R=  \u003Cbr>5.21(3.4)  \u003Cbr>4.95(0.90)  \u003Cbr>6.75(4.46)   |  |\n| PhCN+H   | -10   |  |  |  | 0.72   |  |\n| *Values\u003C0 for H₂O and DMSO,and values>14 for water and>35 for DMS","cbCaijQcWkoVSoz4","https://ap.wps.com/l/cbCaijQcWkoVSoz4","pdf",1024214,"English","# pKa H₂O(DMSO)\n## Inorganic acids and protonated species\n## Substrate pKa for nitrogen acids\n## pKa of C–H bonds and carbonyl compounds","[{\"question\":\"What do the tables report for each substrate or species?\",\"answer\":\"They present pKa values under two solvent conditions, including H₂O and H₂O(DMSO), along with related substrate and protonated-species entries.\"},{\"question\":\"Are all pKa values measured experimentally?\",\"answer\":\"The notes indicate that values below 0 for H₂O and DMSO, and values above 14 for water and above 35 for DMSO, were extrapolated using various methods.\"},{\"question\":\"Do the tables address potential errors in earlier literature pKa values?\",\"answer\":\"Yes. The text states that earlier reported pKa values for water and H₃O+ can be erroneous and cites specific references where those numbers were proposed.\"}]","Evans pKa Table - pKa H₂O(DMSO) and Substrate Values | PDF",15,[146],{"page_no":8,"url":147,"width":148,"height":149},"https://res-academy.cache.wpscdn.com/upload/kdocshare/2026-11-08/02563c06e927e9579364fb5acbac082d.webp",983,759]