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Hydroxide - Wikipedia

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id="toc-Hydroxide_ion-sublist" class="vector-toc-list"> <li id="toc-Vibrational_spectra" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Vibrational_spectra"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Vibrational spectra</span> </div> </a> <ul id="toc-Vibrational_spectra-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Applications" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Applications"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Applications</span> </div> </a> <ul id="toc-Applications-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Inorganic_hydroxides" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Inorganic_hydroxides"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Inorganic hydroxides</span> </div> </a> <button aria-controls="toc-Inorganic_hydroxides-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Inorganic hydroxides subsection</span> </button> <ul id="toc-Inorganic_hydroxides-sublist" class="vector-toc-list"> <li id="toc-Alkali_metals" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Alkali_metals"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.1</span> <span>Alkali metals</span> </div> </a> <ul id="toc-Alkali_metals-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Alkaline_earth_metals" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Alkaline_earth_metals"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.2</span> <span>Alkaline earth metals</span> </div> </a> <ul id="toc-Alkaline_earth_metals-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Boron_group_elements" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Boron_group_elements"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.3</span> <span>Boron group elements</span> </div> </a> <ul id="toc-Boron_group_elements-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Carbon_group_elements" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Carbon_group_elements"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.4</span> <span>Carbon group elements</span> </div> </a> <ul id="toc-Carbon_group_elements-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_main-group_elements" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Other_main-group_elements"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.5</span> <span>Other main-group elements</span> </div> </a> <ul id="toc-Other_main-group_elements-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Transition_and_post-transition_metals" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Transition_and_post-transition_metals"> <div class="vector-toc-text"> <span class="vector-toc-numb">3.6</span> <span>Transition and post-transition metals</span> </div> </a> <ul id="toc-Transition_and_post-transition_metals-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Basic_salts_containing_hydroxide" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Basic_salts_containing_hydroxide"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Basic salts containing hydroxide</span> </div> </a> <ul id="toc-Basic_salts_containing_hydroxide-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Structural_chemistry" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Structural_chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Structural chemistry</span> </div> </a> <ul id="toc-Structural_chemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Organic_reactions" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Organic_reactions"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Organic reactions</span> </div> </a> <button aria-controls="toc-Organic_reactions-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Organic reactions subsection</span> </button> <ul id="toc-Organic_reactions-sublist" class="vector-toc-list"> <li id="toc-Base_catalysis" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Base_catalysis"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.1</span> <span>Base catalysis</span> </div> </a> <ul id="toc-Base_catalysis-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-As_a_nucleophilic_reagent" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#As_a_nucleophilic_reagent"> <div class="vector-toc-text"> <span class="vector-toc-numb">6.2</span> <span>As a nucleophilic reagent</span> </div> </a> <ul id="toc-As_a_nucleophilic_reagent-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Notes" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Notes"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Notes</span> </div> </a> <ul id="toc-Notes-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">8</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Bibliography" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Bibliography"> <div class="vector-toc-text"> <span class="vector-toc-numb">9</span> <span>Bibliography</span> </div> </a> <ul id="toc-Bibliography-sublist" class="vector-toc-list"> </ul> </li> </ul> </div> </div> </nav> </div> </div> <div class="mw-content-container"> <main id="content" class="mw-body"> <header class="mw-body-header vector-page-titlebar"> <nav aria-label="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" title="Table of Contents" > <input type="checkbox" id="vector-page-titlebar-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-titlebar-toc" class="vector-dropdown-checkbox " aria-label="Toggle the table of contents" > <label id="vector-page-titlebar-toc-label" for="vector-page-titlebar-toc-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only " aria-hidden="true" ><span class="vector-icon mw-ui-icon-listBullet mw-ui-icon-wikimedia-listBullet"></span> <span class="vector-dropdown-label-text">Toggle the table of contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Hydroxide</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. Available in 61 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-61" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">61 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Hidroksied" title="Hidroksied – Afrikaans" lang="af" hreflang="af" data-title="Hidroksied" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%87%D9%8A%D8%AF%D8%B1%D9%88%D9%83%D8%B3%D9%8A%D8%AF" title="هيدروكسيد – Arabic" lang="ar" hreflang="ar" data-title="هيدروكسيد" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-ast mw-list-item"><a href="https://ast.wikipedia.org/wiki/Hidr%C3%B3xidu" title="Hidróxidu – Asturian" lang="ast" hreflang="ast" data-title="Hidróxidu" data-language-autonym="Asturianu" data-language-local-name="Asturian" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%87%DB%8C%D8%AF%D8%B1%D9%88%DA%A9%D8%B3%DB%8C%D8%AF" title="هیدروکسید – South Azerbaijani" lang="azb" hreflang="azb" data-title="هیدروکسید" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%B9%E0%A6%BE%E0%A6%87%E0%A6%A1%E0%A7%8D%E0%A6%B0%E0%A7%8B%E0%A6%95%E0%A7%8D%E0%A6%B8%E0%A6%BE%E0%A6%87%E0%A6%A1" title="হাইড্রোক্সাইড – Bangla" lang="bn" hreflang="bn" data-title="হাইড্রোক্সাইড" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-be mw-list-item"><a href="https://be.wikipedia.org/wiki/%D0%93%D1%96%D0%B4%D1%80%D0%B0%D0%BA%D1%81%D1%96%D0%B4%D1%8B" title="Гідраксіды – Belarusian" lang="be" hreflang="be" data-title="Гідраксіды" data-language-autonym="Беларуская" data-language-local-name="Belarusian" class="interlanguage-link-target"><span>Беларуская</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%A5%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Хидроксид – Bulgarian" lang="bg" hreflang="bg" data-title="Хидроксид" data-language-autonym="Български" data-language-local-name="Bulgarian" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bs mw-list-item"><a href="https://bs.wikipedia.org/wiki/Hidroksid" title="Hidroksid – Bosnian" lang="bs" hreflang="bs" data-title="Hidroksid" data-language-autonym="Bosanski" data-language-local-name="Bosnian" class="interlanguage-link-target"><span>Bosanski</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Hidr%C3%B2xid" title="Hidròxid – Catalan" lang="ca" hreflang="ca" data-title="Hidròxid" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Hydroxidy" title="Hydroxidy – Czech" lang="cs" hreflang="cs" data-title="Hydroxidy" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Hydroxid" title="Hydroxid – Danish" lang="da" hreflang="da" data-title="Hydroxid" data-language-autonym="Dansk" data-language-local-name="Danish" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Hydroxide" title="Hydroxide – German" lang="de" hreflang="de" data-title="Hydroxide" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/H%C3%BCdroksiidid" title="Hüdroksiidid – Estonian" lang="et" hreflang="et" data-title="Hüdroksiidid" data-language-autonym="Eesti" data-language-local-name="Estonian" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%A5%CE%B4%CF%81%CE%BF%CE%BE%CE%B5%CE%AF%CE%B4%CE%B9%CE%BF" title="Υδροξείδιο – Greek" lang="el" hreflang="el" data-title="Υδροξείδιο" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Hidr%C3%B3xido" title="Hidróxido – Spanish" lang="es" hreflang="es" data-title="Hidróxido" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Hidroksido" title="Hidroksido – Esperanto" lang="eo" hreflang="eo" data-title="Hidroksido" data-language-autonym="Esperanto" data-language-local-name="Esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Hidroxido" title="Hidroxido – Basque" lang="eu" hreflang="eu" data-title="Hidroxido" data-language-autonym="Euskara" data-language-local-name="Basque" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%87%DB%8C%D8%AF%D8%B1%D9%88%DA%A9%D8%B3%DB%8C%D8%AF" title="هیدروکسید – Persian" lang="fa" hreflang="fa" data-title="هیدروکسید" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Hydroxyde" title="Hydroxyde – French" lang="fr" hreflang="fr" data-title="Hydroxyde" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ga mw-list-item"><a href="https://ga.wikipedia.org/wiki/Hiodrocsa%C3%ADd" title="Hiodrocsaíd – Irish" lang="ga" hreflang="ga" data-title="Hiodrocsaíd" data-language-autonym="Gaeilge" data-language-local-name="Irish" class="interlanguage-link-target"><span>Gaeilge</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Hidr%C3%B3xido" title="Hidróxido – Galician" lang="gl" hreflang="gl" data-title="Hidróxido" data-language-autonym="Galego" data-language-local-name="Galician" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%88%98%EC%82%B0%ED%99%94%EB%AC%BC" title="수산화물 – Korean" lang="ko" hreflang="ko" data-title="수산화물" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%80%D5%AB%D5%A4%D6%80%D6%85%D6%84%D5%BD%D5%AB%D5%A4%D5%B6%D5%A5%D6%80" title="Հիդրօքսիդներ – Armenian" lang="hy" hreflang="hy" data-title="Հիդրօքսիդներ" data-language-autonym="Հայերեն" data-language-local-name="Armenian" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Hidroksidi" title="Hidroksidi – Croatian" lang="hr" hreflang="hr" data-title="Hidroksidi" data-language-autonym="Hrvatski" data-language-local-name="Croatian" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Hidroksida" title="Hidroksida – Indonesian" lang="id" hreflang="id" data-title="Hidroksida" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Idrossido" title="Idrossido – Italian" lang="it" hreflang="it" data-title="Idrossido" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%94%D7%99%D7%93%D7%A8%D7%95%D7%A7%D7%A1%D7%99%D7%93" title="הידרוקסיד – Hebrew" lang="he" hreflang="he" data-title="הידרוקסיד" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-jv mw-list-item"><a href="https://jv.wikipedia.org/wiki/Hidroksida" title="Hidroksida – Javanese" lang="jv" hreflang="jv" data-title="Hidroksida" data-language-autonym="Jawa" data-language-local-name="Javanese" class="interlanguage-link-target"><span>Jawa</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%B0%E1%83%98%E1%83%93%E1%83%A0%E1%83%9D%E1%83%A5%E1%83%A1%E1%83%98%E1%83%93%E1%83%98" title="ჰიდროქსიდი – Georgian" lang="ka" hreflang="ka" data-title="ჰიდროქსიდი" data-language-autonym="ქართული" data-language-local-name="Georgian" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%93%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4%D1%82%D0%B5%D1%80" title="Гидроксидтер – Kazakh" lang="kk" hreflang="kk" data-title="Гидроксидтер" data-language-autonym="Қазақша" data-language-local-name="Kazakh" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Hydroxidum" title="Hydroxidum – Latin" lang="la" hreflang="la" data-title="Hydroxidum" data-language-autonym="Latina" data-language-local-name="Latin" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Hidroks%C4%ABdi" title="Hidroksīdi – Latvian" lang="lv" hreflang="lv" data-title="Hidroksīdi" data-language-autonym="Latviešu" data-language-local-name="Latvian" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Hidroksidas" title="Hidroksidas – Lithuanian" lang="lt" hreflang="lt" data-title="Hidroksidas" data-language-autonym="Lietuvių" data-language-local-name="Lithuanian" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%A5%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Хидроксид – Macedonian" lang="mk" hreflang="mk" data-title="Хидроксид" data-language-autonym="Македонски" data-language-local-name="Macedonian" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-mg mw-list-item"><a href="https://mg.wikipedia.org/wiki/Hidr%C3%B4ksida" title="Hidrôksida – Malagasy" lang="mg" hreflang="mg" data-title="Hidrôksida" data-language-autonym="Malagasy" data-language-local-name="Malagasy" class="interlanguage-link-target"><span>Malagasy</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Hidroksida" title="Hidroksida – Malay" lang="ms" hreflang="ms" data-title="Hidroksida" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Hydroxide" title="Hydroxide – Dutch" lang="nl" hreflang="nl" data-title="Hydroxide" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E6%B0%B4%E9%85%B8%E5%8C%96%E7%89%A9" title="水酸化物 – Japanese" lang="ja" hreflang="ja" data-title="水酸化物" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-frr mw-list-item"><a href="https://frr.wikipedia.org/wiki/H%C3%BCdroksiid" title="Hüdroksiid – Northern Frisian" lang="frr" hreflang="frr" data-title="Hüdroksiid" data-language-autonym="Nordfriisk" data-language-local-name="Northern Frisian" class="interlanguage-link-target"><span>Nordfriisk</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Hydroksid" title="Hydroksid – Norwegian Bokmål" lang="nb" hreflang="nb" data-title="Hydroksid" data-language-autonym="Norsk bokmål" data-language-local-name="Norwegian Bokmål" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-uz mw-list-item"><a href="https://uz.wikipedia.org/wiki/Gidroksidlar" title="Gidroksidlar – Uzbek" lang="uz" hreflang="uz" data-title="Gidroksidlar" data-language-autonym="Oʻzbekcha / ўзбекча" data-language-local-name="Uzbek" class="interlanguage-link-target"><span>Oʻzbekcha / ўзбекча</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Wodorotlenki" title="Wodorotlenki – Polish" lang="pl" hreflang="pl" data-title="Wodorotlenki" data-language-autonym="Polski" data-language-local-name="Polish" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Hidr%C3%B3xido" title="Hidróxido – Portuguese" lang="pt" hreflang="pt" data-title="Hidróxido" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ro mw-list-item"><a href="https://ro.wikipedia.org/wiki/Hidroxid" title="Hidroxid – Romanian" lang="ro" hreflang="ro" data-title="Hidroxid" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-qu mw-list-item"><a href="https://qu.wikipedia.org/wiki/Yakumuksi" title="Yakumuksi – Quechua" lang="qu" hreflang="qu" data-title="Yakumuksi" data-language-autonym="Runa Simi" data-language-local-name="Quechua" class="interlanguage-link-target"><span>Runa Simi</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%93%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4%D1%8B" title="Гидроксиды – Russian" lang="ru" hreflang="ru" data-title="Гидроксиды" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sco mw-list-item"><a href="https://sco.wikipedia.org/wiki/Hydroxide" title="Hydroxide – Scots" lang="sco" hreflang="sco" data-title="Hydroxide" data-language-autonym="Scots" data-language-local-name="Scots" class="interlanguage-link-target"><span>Scots</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Hydroxide" title="Hydroxide – Simple English" lang="en-simple" hreflang="en-simple" data-title="Hydroxide" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Hydroxid" title="Hydroxid – Slovak" lang="sk" hreflang="sk" data-title="Hydroxid" data-language-autonym="Slovenčina" data-language-local-name="Slovak" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-so mw-list-item"><a href="https://so.wikipedia.org/wiki/Haaydarogsaydh" title="Haaydarogsaydh – Somali" lang="so" hreflang="so" data-title="Haaydarogsaydh" data-language-autonym="Soomaaliga" data-language-local-name="Somali" class="interlanguage-link-target"><span>Soomaaliga</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/%D0%A5%D0%B8%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4" title="Хидроксид – Serbian" lang="sr" hreflang="sr" data-title="Хидроксид" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Hidroksid" title="Hidroksid – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Hidroksid" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Hydroksidi" title="Hydroksidi – Finnish" lang="fi" hreflang="fi" data-title="Hydroksidi" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-tl mw-list-item"><a href="https://tl.wikipedia.org/wiki/Idroksido" title="Idroksido – Tagalog" lang="tl" hreflang="tl" data-title="Idroksido" data-language-autonym="Tagalog" data-language-local-name="Tagalog" class="interlanguage-link-target"><span>Tagalog</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%90%E0%AE%A4%E0%AE%B0%E0%AE%BE%E0%AE%95%E0%AF%8D%E0%AE%9A%E0%AF%88%E0%AE%9F%E0%AF%81" title="ஐதராக்சைடு – Tamil" lang="ta" hreflang="ta" data-title="ஐதராக்சைடு" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-th mw-list-item"><a href="https://th.wikipedia.org/wiki/%E0%B9%84%E0%B8%AE%E0%B8%94%E0%B8%A3%E0%B8%AD%E0%B8%81%E0%B9%84%E0%B8%8B%E0%B8%94%E0%B9%8C" title="ไฮดรอกไซด์ – Thai" lang="th" hreflang="th" data-title="ไฮดรอกไซด์" data-language-autonym="ไทย" data-language-local-name="Thai" class="interlanguage-link-target"><span>ไทย</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Hidroksit" title="Hidroksit – Turkish" lang="tr" hreflang="tr" data-title="Hidroksit" data-language-autonym="Türkçe" data-language-local-name="Turkish" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%93%D1%96%D0%B4%D1%80%D0%BE%D0%BA%D1%81%D0%B8%D0%B4%D0%B8" title="Гідроксиди – Ukrainian" lang="uk" hreflang="uk" data-title="Гідроксиди" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Hydroxide" title="Hydroxide – Vietnamese" lang="vi" hreflang="vi" data-title="Hydroxide" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E6%B0%AB%E6%B0%A7%E5%8C%96%E7%89%A9" 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</div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="en" dir="ltr"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <style data-mw-deduplicate="TemplateStyles:r1268415487">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> <table class="infobox ib-chembox"> <caption>Hydroxide </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center skin-invert-image" typeof="mw:File"><a href="/wiki/File:Hydroxide_lone_pairs-2D.svg" class="mw-file-description"><img alt="Lewis structure of the hydroxide ion showing three lone pairs on the oxygen atom" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Hydroxide_lone_pairs-2D.svg/250px-Hydroxide_lone_pairs-2D.svg.png" decoding="async" width="170" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Hydroxide_lone_pairs-2D.svg/330px-Hydroxide_lone_pairs-2D.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Hydroxide_lone_pairs-2D.svg/340px-Hydroxide_lone_pairs-2D.svg.png 2x" data-file-width="340" data-file-height="160" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center bg-transparent" typeof="mw:File"><a href="/wiki/File:Hydroxide-3D-vdW.png" class="mw-file-description"><img alt="Space-filling representation of the hydroxide ion" src="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/Hydroxide-3D-vdW.png/120px-Hydroxide-3D-vdW.png" decoding="async" width="110" height="90" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/5a/Hydroxide-3D-vdW.png/250px-Hydroxide-3D-vdW.png 1.5x" data-file-width="1100" data-file-height="904" /></a><figcaption></figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center bg-transparent" typeof="mw:File"><a href="/wiki/File:Hydroxide-3D-balls.png" class="mw-file-description"><img alt="Ball-and-stick model of the hydroxide ion" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Hydroxide-3D-balls.png/110px-Hydroxide-3D-balls.png" decoding="async" width="110" height="67" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Hydroxide-3D-balls.png/165px-Hydroxide-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/07/Hydroxide-3D-balls.png/220px-Hydroxide-3D-balls.png 2x" data-file-width="1100" data-file-height="673" /></a><figcaption></figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Hydroxide</div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Oxidanide <i>(not recommended)</i></div></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=14280-30-9">14280-30-9</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=%5BOH-%5D">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=16234">CHEBI:16234</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.936.html">936</a></span></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/961">961</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409" /><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/9159UV381P">9159UV381P</a></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/H2O/h1H2/p-1</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">[OH-]</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span class="chemf nowrap">OH<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:0.8em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sub></span></span></span>&#x20; </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001170070000000000♠"></span>17.007</span>&#160;g·mol<sup>−1</sup> &#x20; </td></tr> <tr> <td><a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">Basicity</a> (p<i>K</i><sub>b</sub>) </td> <td>0.0 <sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Conjugate_acid" class="mw-redirect" title="Conjugate acid">Conjugate acid</a> </td> <td><a href="/wiki/Properties_of_water" title="Properties of water">Water</a> </td></tr> <tr> <td><a href="/wiki/Conjugate_base" class="mw-redirect" title="Conjugate base">Conjugate base</a> </td> <td><a href="/wiki/Oxide_anion" class="mw-redirect" title="Oxide anion">Oxide anion</a> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related compounds</div> </td> <td><a href="/wiki/Dioxidanylium" title="Dioxidanylium">O<sub>2</sub>H<sup>+</sup></a><br /><a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">OH<sup>•</sup></a><br /><a href="/wiki/Peroxide" title="Peroxide">O<sub>2</sub><sup>2−</sup></a><br /><a href="/wiki/Water" title="Water">H<sub>2</sub>O</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25&#160;°C [77&#160;°F], 100&#160;kPa).</div> <div style="margin-top: 0.3em;"></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Hydroxide</b> is a <a href="/wiki/Polyatomic_ion" title="Polyatomic ion">diatomic anion</a> with <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> OH<sup>−</sup>. It consists of an <a href="/wiki/Oxygen" title="Oxygen">oxygen</a> and <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a> <a href="/wiki/Atom" title="Atom">atom</a> held together by a single <a href="/wiki/Covalent_bond" title="Covalent bond">covalent bond</a>, and carries a negative <a href="/wiki/Electric_charge" title="Electric charge">electric charge</a>. It is an important but usually <a href="/wiki/Self-ionization_of_water" title="Self-ionization of water">minor constituent of water</a>. It functions as a <a href="/wiki/Base_(chemistry)" title="Base (chemistry)">base</a>, a <a href="/wiki/Ligand" title="Ligand">ligand</a>, a <a href="/wiki/Nucleophile" title="Nucleophile">nucleophile</a>, and a <a href="/wiki/Catalyst" class="mw-redirect" title="Catalyst">catalyst</a>. The hydroxide ion forms <a href="/wiki/Salt_(chemistry)" title="Salt (chemistry)">salts</a>, some of which <a href="/wiki/Dissociation_(chemistry)" title="Dissociation (chemistry)">dissociate</a> in aqueous solution, liberating solvated hydroxide ions. <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">Sodium hydroxide</a> is a multi-million-ton per annum <a href="/wiki/Commodity_chemicals" title="Commodity chemicals">commodity chemical</a>. The corresponding <a href="/wiki/Electrically_neutral" class="mw-redirect" title="Electrically neutral">electrically neutral</a> compound&#160;HO<sup>•</sup> is the <a href="/wiki/Hydroxyl_radical" title="Hydroxyl radical">hydroxyl radical</a>. The corresponding <a href="/wiki/Covalent_bond" title="Covalent bond">covalently</a> bound <a href="/wiki/Functional_group" title="Functional group">group</a>&#160;<style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap">−OH</span> of atoms is the <a href="/wiki/Hydroxy_group" title="Hydroxy group">hydroxy group</a>. Both the hydroxide ion and hydroxy group are <a href="/wiki/Nucleophile" title="Nucleophile">nucleophiles</a> and can act as catalysts in <a href="/wiki/Organic_chemistry" title="Organic chemistry">organic chemistry</a>. </p><p>Many <a href="/wiki/Inorganic" class="mw-redirect" title="Inorganic">inorganic</a> substances which bear the word <i>hydroxide</i> in their names are not <a href="/wiki/Ionic_compound" class="mw-redirect" title="Ionic compound">ionic compounds</a> of the hydroxide ion, but covalent compounds which contain <a href="/wiki/Hydroxy_group" title="Hydroxy group">hydroxy groups</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Hydroxide_ion">Hydroxide ion</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=1" title="Edit section: Hydroxide ion"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The hydroxide ion is naturally produced from <a href="/wiki/Water" title="Water">water</a> by the <a href="/wiki/Self-ionization_of_water" title="Self-ionization of water">self-ionization</a> reaction:<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup> </p> <dl><dd><a href="/wiki/Hydronium" title="Hydronium">H<sub>3</sub>O<sup>+</sup></a> + OH<sup>−</sup> ⇌ 2H<sub>2</sub>O</dd></dl> <p>The <a href="/wiki/Equilibrium_constant" title="Equilibrium constant">equilibrium constant</a> for this reaction, defined as </p> <dl><dd><i>K</i><sub>w</sub> = [H<sup>+</sup>][OH<sup>−</sup>]<sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">&#91;</span>note 1<span class="cite-bracket">&#93;</span></a></sup></dd></dl> <p>has a value close to 10<sup>−14</sup> at 25&#160;°C, so the <a href="/wiki/Concentration" title="Concentration">concentration</a> of hydroxide ions in pure water is close to 10<sup>−7</sup>&#160;mol∙dm<sup>−3</sup>, to satisfy the equal charge constraint. The <a href="/wiki/PH" title="PH">pH</a> of a solution is equal to the decimal <a href="/wiki/Cologarithm" class="mw-redirect" title="Cologarithm">cologarithm</a> of the <a href="/wiki/Hydron_(chemistry)" title="Hydron (chemistry)">hydrogen cation</a> concentration;<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">&#91;</span>note 2<span class="cite-bracket">&#93;</span></a></sup> the pH of pure water is close to 7 at ambient temperatures. The concentration of hydroxide ions can be expressed in terms of <a href="/wiki/PH#pOH" title="PH">pOH</a>, which is close to (14&#160;−&#160;pH),<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">&#91;</span>note 3<span class="cite-bracket">&#93;</span></a></sup> so the pOH of pure water is also close to 7. Addition of a base to water will reduce the hydrogen cation concentration and therefore increase the hydroxide ion concentration (decrease pH, increase pOH) even if the base does not itself contain hydroxide. For example, <a href="/wiki/Ammonia" title="Ammonia">ammonia</a> solutions have a pH greater than 7 due to the reaction NH<sub>3</sub> + H<sup>+</sup> ⇌ <span class="chemf nowrap">NH<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span>, which decreases the hydrogen cation concentration, which increases the hydroxide ion concentration. pOH can be kept at a nearly constant value with various <a href="/wiki/Buffer_solution" title="Buffer solution">buffer solutions</a>. </p> <figure typeof="mw:File/Thumb"><a href="/wiki/File:Bihydoxide.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/81/Bihydoxide.png/150px-Bihydoxide.png" decoding="async" width="150" height="187" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/8/81/Bihydoxide.png 1.5x" data-file-width="176" data-file-height="219" /></a><figcaption>Schematic representation of the bihydroxide ion<sup id="cite_ref-ARF_6-0" class="reference"><a href="#cite_note-ARF-6"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup></figcaption></figure> <p>In an <a href="/wiki/Aqueous_solution" title="Aqueous solution">aqueous solution</a><sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">&#91;</span>4<span class="cite-bracket">&#93;</span></a></sup> the hydroxide ion is a <a href="/wiki/Base_(chemistry)" title="Base (chemistry)">base</a> in the <a href="/wiki/Br%C3%B8nsted%E2%80%93Lowry_acid%E2%80%93base_theory" title="Brønsted–Lowry acid–base theory">Brønsted–Lowry</a> sense as it can accept a proton<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">&#91;</span>note 4<span class="cite-bracket">&#93;</span></a></sup> from a Brønsted–Lowry acid to form a water molecule. It can also act as a <a href="/wiki/Lewis_base" class="mw-redirect" title="Lewis base">Lewis base</a> by donating a pair of electrons to a Lewis acid. In aqueous solution both hydrogen ions and hydroxide ions are strongly solvated, with <a href="/wiki/Hydrogen_bond" title="Hydrogen bond">hydrogen bonds</a> between oxygen and hydrogen atoms. Indeed, the bihydroxide ion <span class="chemf nowrap">H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span> has been characterized in the solid state. This compound is centrosymmetric and has a very short hydrogen bond (114.5&#160;<a href="/wiki/Picometre" title="Picometre">pm</a>) that is similar to the length in the <a href="/wiki/Bifluoride" title="Bifluoride">bifluoride</a> ion <span class="chemf nowrap">HF<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span> (114&#160;pm).<sup id="cite_ref-ARF_6-1" class="reference"><a href="#cite_note-ARF-6"><span class="cite-bracket">&#91;</span>3<span class="cite-bracket">&#93;</span></a></sup> In aqueous solution the hydroxide ion forms strong hydrogen bonds with water molecules. A consequence of this is that concentrated solutions of sodium hydroxide have high <a href="/wiki/Viscosity" title="Viscosity">viscosity</a> due to the formation of an extended network of hydrogen bonds as in <a href="/wiki/Hydrogen_fluoride" title="Hydrogen fluoride">hydrogen fluoride</a> solutions. </p><p>In solution, exposed to air, the hydroxide ion reacts rapidly with atmospheric <a href="/wiki/Carbon_dioxide" title="Carbon dioxide">carbon dioxide</a>, which acts as a lewis acid, to form, initially, the <a href="/wiki/Bicarbonate" title="Bicarbonate">bicarbonate</a> ion. </p> <dl><dd>OH<sup>−</sup> + CO<sub>2</sub> ⇌ <span class="chemf nowrap">HCO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span></dd></dl> <p>The <a href="/wiki/Equilibrium_constant" title="Equilibrium constant">equilibrium constant</a> for this reaction can be specified either as a reaction with dissolved carbon dioxide or as a reaction with carbon dioxide gas (see <a href="/wiki/Carbonic_acid" title="Carbonic acid">Carbonic acid</a> for values and details). At neutral or acid pH, the reaction is slow, but is catalyzed by the <a href="/wiki/Enzyme" title="Enzyme">enzyme</a> <a href="/wiki/Carbonic_anhydrase" title="Carbonic anhydrase">carbonic anhydrase</a>, which effectively creates hydroxide ions at the active site. </p><p>Solutions containing the hydroxide ion attack <a href="/wiki/Glass" title="Glass">glass</a>. In this case, the <a href="/wiki/Silicate" title="Silicate">silicates</a> in glass are acting as acids. Basic hydroxides, whether solids or in solution, are stored in <a href="/wiki/Airtight" class="mw-redirect" title="Airtight">airtight</a> plastic containers. </p><p>The hydroxide ion can function as a typical electron-pair donor <a href="/wiki/Ligand" title="Ligand">ligand</a>, forming such complexes as tetrahydroxoaluminate/tetrahydroxido<a href="/wiki/Aluminate" title="Aluminate">aluminate</a> [Al(OH)<sub>4</sub>]<sup>−</sup>. It is also often found in mixed-ligand complexes of the type [ML<sub><i>x</i></sub>(OH)<sub><i>y</i></sub>]<sup><i>z</i>+</sup>, where L is a ligand. The hydroxide ion often serves as a <a href="/wiki/Bridging_ligand" title="Bridging ligand">bridging ligand</a>, donating one pair of electrons to each of the atoms being bridged. As illustrated by [Pb<sub>2</sub>(OH)]<sup>3+</sup>, metal hydroxides are often written in a simplified format. It can even act as a 3-electron-pair donor, as in the tetramer [PtMe<sub>3</sub>(OH)]<sub>4</sub>.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">&#91;</span>5<span class="cite-bracket">&#93;</span></a></sup> </p><p>When bound to a strongly electron-withdrawing metal centre, hydroxide ligands tend to <a href="/wiki/Dissociation_(chemistry)" title="Dissociation (chemistry)">ionise</a> into oxide ligands. For example, the bichromate ion [HCrO<sub>4</sub>]<sup>−</sup> dissociates according to </p> <dl><dd>[O<sub>3</sub>CrO–H]<sup>−</sup> ⇌ [CrO<sub>4</sub>]<sup>2−</sup> + H<sup>+</sup></dd></dl> <p>with a p<i>K</i><sub>a</sub> of about 5.9.<sup id="cite_ref-scdb_10-0" class="reference"><a href="#cite_note-scdb-10"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Vibrational_spectra">Vibrational spectra</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=2" title="Edit section: Vibrational spectra"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The <a href="/wiki/Infrared_spectrum" class="mw-redirect" title="Infrared spectrum">infrared spectra</a> of compounds containing the OH <a href="/wiki/Functional_group" title="Functional group">functional group</a> have strong <a href="/wiki/Spectral_line" title="Spectral line">absorption bands</a> in the region centered around 3500&#160;cm<sup>−1</sup>.<sup id="cite_ref-nakamoto_11-0" class="reference"><a href="#cite_note-nakamoto-11"><span class="cite-bracket">&#91;</span>7<span class="cite-bracket">&#93;</span></a></sup> The high frequency of <a href="/wiki/Molecular_vibration" title="Molecular vibration">molecular vibration</a> is a consequence of the small mass of the hydrogen atom as compared to the mass of the oxygen atom, and this makes detection of hydroxyl groups by <a href="/wiki/Infrared_spectroscopy" title="Infrared spectroscopy">infrared spectroscopy</a> relatively easy. A band due to an OH group tends to be sharp. However, the <a href="/wiki/Spectral_linewidth" class="mw-redirect" title="Spectral linewidth">band width</a> increases when the OH group is involved in hydrogen bonding. A water molecule has an HOH bending mode at about 1600&#160;cm<sup>−1</sup>, so the absence of this band can be used to distinguish an OH group from a water molecule. </p><p>When the OH group is bound to a metal ion in a <a href="/wiki/Coordination_complex" title="Coordination complex">coordination complex</a>, an M−OH bending mode can be observed. For example, in [Sn(OH)<sub>6</sub>]<sup>2−</sup> it occurs at 1065&#160;cm<sup>−1</sup>. The bending mode for a bridging hydroxide tends to be at a lower frequency as in [(<a href="/wiki/Bipyridine" title="Bipyridine">bipyridine</a>)Cu(OH)<sub>2</sub>Cu(<a href="/wiki/Bipyridine" title="Bipyridine">bipyridine</a>)]<sup>2+</sup> (955&#160;cm<sup>−1</sup>).<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">&#91;</span>8<span class="cite-bracket">&#93;</span></a></sup> M−OH stretching vibrations occur below about 600&#160;cm<sup>−1</sup>. For example, the <a href="/wiki/Tetrahedron" title="Tetrahedron">tetrahedral</a> ion [Zn(OH)<sub>4</sub>]<sup>2−</sup> has bands at 470&#160;cm<sup>−1</sup> (<a href="/wiki/Raman_spectroscopy" title="Raman spectroscopy">Raman</a>-active, polarized) and 420&#160;cm<sup>−1</sup> (infrared). The same ion has a (HO)–Zn–(OH) bending vibration at 300&#160;cm<sup>−1</sup>.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">&#91;</span>9<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Applications">Applications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=3" title="Edit section: Applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">Sodium hydroxide</a> solutions, also known as <a href="/wiki/Lye" title="Lye">lye</a> and caustic soda, are used in the manufacture of <a href="/wiki/Wood_pulp" class="mw-redirect" title="Wood pulp">pulp</a> and <a href="/wiki/Paper" title="Paper">paper</a>, <a href="/wiki/Textile" title="Textile">textiles</a>, <a href="/wiki/Drinking_water" title="Drinking water">drinking water</a>, <a href="/wiki/Soap" title="Soap">soaps</a> and <a href="/wiki/Detergent" title="Detergent">detergents</a>, and as a <a href="/wiki/Drain_cleaner" title="Drain cleaner">drain cleaner</a>. Worldwide production in 2004 was approximately 60&#160;million <a href="/wiki/Tonne" title="Tonne">tonnes</a>.<sup id="cite_ref-Ullmann_14-0" class="reference"><a href="#cite_note-Ullmann-14"><span class="cite-bracket">&#91;</span>10<span class="cite-bracket">&#93;</span></a></sup> The principal method of manufacture is the <a href="/wiki/Chloralkali_process" title="Chloralkali process">chloralkali process</a>. </p><p>Solutions containing the hydroxide ion are generated when a salt of a <a href="/wiki/Weak_acid" class="mw-redirect" title="Weak acid">weak acid</a> is dissolved in water. <a href="/wiki/Sodium_carbonate" title="Sodium carbonate">Sodium carbonate</a> is used as an alkali, for example, by virtue of the <a href="/wiki/Hydrolysis" title="Hydrolysis">hydrolysis</a> reaction </p> <dl><dd><span class="chemf nowrap">CO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + H<sub>2</sub>O ⇌ <span class="chemf nowrap">HCO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + OH<sup>−</sup> <span class="nowrap">&#160;&#160;&#160;&#160;&#160;</span> (<a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">p<i>K</i><sub>a2</sub></a> = 10.33 at 25 °C and zero <a href="/wiki/Ionic_strength" title="Ionic strength">ionic strength</a>)</dd></dl> <p>An example of the use of sodium carbonate as an alkali is when <a href="/wiki/Washing_soda" class="mw-redirect" title="Washing soda">washing soda</a> (another name for sodium carbonate) acts on insoluble <a href="/wiki/Ester" title="Ester">esters</a>, such as <a href="/wiki/Triglyceride" title="Triglyceride">triglycerides</a>, commonly known as fats, to hydrolyze them and make them soluble. </p><p><a href="/wiki/Bauxite" title="Bauxite">Bauxite</a>, a basic hydroxide of <a href="/wiki/Aluminium" title="Aluminium">aluminium</a>, is the principal ore from which the metal is manufactured.<sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">&#91;</span>11<span class="cite-bracket">&#93;</span></a></sup> Similarly, <a href="/wiki/Goethite" title="Goethite">goethite</a> (α-FeO(OH)) and <a href="/wiki/Lepidocrocite" title="Lepidocrocite">lepidocrocite</a> (γ-FeO(OH)), basic hydroxides of <a href="/wiki/Iron" title="Iron">iron</a>, are among the principal ores used for the manufacture of metallic iron.<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">&#91;</span>12<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Inorganic_hydroxides">Inorganic hydroxides</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=4" title="Edit section: Inorganic hydroxides"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Alkali_metals">Alkali metals</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=5" title="Edit section: Alkali metals"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Aside from NaOH and KOH, which enjoy very large scale applications, the hydroxides of the other alkali metals also are useful. <a href="/wiki/Lithium_hydroxide" title="Lithium hydroxide">Lithium hydroxide</a> (LiOH) is used in <a href="/wiki/Breathing_gas" title="Breathing gas">breathing gas</a> purification systems for <a href="/wiki/Spacecraft" title="Spacecraft">spacecraft</a>, <a href="/wiki/Submarine" title="Submarine">submarines</a>, and <a href="/wiki/Rebreather" title="Rebreather">rebreathers</a> to remove <a href="/wiki/Carbon_dioxide" title="Carbon dioxide">carbon dioxide</a> from exhaled gas.<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">&#91;</span>13<span class="cite-bracket">&#93;</span></a></sup> </p> <dl><dd>2 LiOH + CO<sub>2</sub> → Li<sub>2</sub>CO<sub>3</sub> + H<sub>2</sub>O</dd></dl> <p>The hydroxide of lithium is preferred to that of sodium because of its lower mass. <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">Sodium hydroxide</a>, <a href="/wiki/Potassium_hydroxide" title="Potassium hydroxide">potassium hydroxide</a>, and the hydroxides of the other <a href="/wiki/Alkali_metal" title="Alkali metal">alkali metals</a> are also <a href="/wiki/Strong_base" class="mw-redirect" title="Strong base">strong bases</a>.<sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">&#91;</span>14<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Alkaline_earth_metals">Alkaline earth metals</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=6" title="Edit section: Alkaline earth metals"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Beryllium_trimer.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c5/Beryllium_trimer.svg/130px-Beryllium_trimer.svg.png" decoding="async" width="130" height="144" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c5/Beryllium_trimer.svg/195px-Beryllium_trimer.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c5/Beryllium_trimer.svg/260px-Beryllium_trimer.svg.png 2x" data-file-width="91" data-file-height="101" /></a><figcaption>Trimeric hydrolysis product of beryllium dication<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">&#91;</span>note 5<span class="cite-bracket">&#93;</span></a></sup></figcaption></figure> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:BeHydrolysis.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/1f/BeHydrolysis.png/250px-BeHydrolysis.png" decoding="async" width="220" height="218" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/1/1f/BeHydrolysis.png 1.5x" data-file-width="282" data-file-height="280" /></a><figcaption>Beryllium hydrolysis as a function of pH. Water molecules attached to Be are omitted.</figcaption></figure> <p><a href="/wiki/Beryllium_hydroxide" title="Beryllium hydroxide">Beryllium hydroxide</a> Be(OH)<sub>2</sub> is <a href="/wiki/Amphoteric" class="mw-redirect" title="Amphoteric">amphoteric</a>.<sup id="cite_ref-amph_20-0" class="reference"><a href="#cite_note-amph-20"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> The hydroxide itself is <a href="/wiki/Insoluble" class="mw-redirect" title="Insoluble">insoluble</a> in water, with a <a href="/wiki/Solubility_product" class="mw-redirect" title="Solubility product">solubility product</a> log&#160;<i>K</i>*<sub>sp</sub> of −11.7. Addition of acid gives soluble <a href="/wiki/Hydrolysis" title="Hydrolysis">hydrolysis</a> products, including the trimeric ion [Be<sub>3</sub>(OH)<sub>3</sub>(H<sub>2</sub>O)<sub>6</sub>]<sup>3+</sup>, which has OH groups bridging between pairs of beryllium ions making a 6-membered ring.<sup id="cite_ref-21" class="reference"><a href="#cite_note-21"><span class="cite-bracket">&#91;</span>16<span class="cite-bracket">&#93;</span></a></sup> At very low pH the <a href="/wiki/Metal_ions_in_aqueous_solution" title="Metal ions in aqueous solution">aqua ion</a> [Be(H<sub>2</sub>O)<sub>4</sub>]<sup>2+</sup> is formed. Addition of hydroxide to Be(OH)<sub>2</sub> gives the soluble tetrahydroxoberyllate or tetrahydroxido<a href="/wiki/Beryllate" title="Beryllate">beryllate</a> anion, [Be(OH)<sub>4</sub>]<sup>2−</sup>. </p><p>The solubility in water of the other hydroxides in this group increases with increasing <a href="/wiki/Atomic_number" title="Atomic number">atomic number</a>.<sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">&#91;</span>17<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Magnesium_hydroxide" title="Magnesium hydroxide">Magnesium hydroxide</a> Mg(OH)<sub>2</sub> is a strong base (up to the limit of its solubility, which is very low in pure water), as are the hydroxides of the heavier alkaline earths: <a href="/wiki/Calcium_hydroxide" title="Calcium hydroxide">calcium hydroxide</a>, <a href="/wiki/Strontium_hydroxide" title="Strontium hydroxide">strontium hydroxide</a>, and <a href="/wiki/Barium_hydroxide" title="Barium hydroxide">barium hydroxide</a>. A solution or suspension of calcium hydroxide is known as <a href="/wiki/Limewater" class="mw-redirect" title="Limewater">limewater</a> and can be used to test for the <a href="/wiki/Weak_acid" class="mw-redirect" title="Weak acid">weak acid</a> carbon dioxide. The reaction Ca(OH)<sub>2</sub> + CO<sub>2</sub> ⇌ Ca<sup>2+</sup> + <span class="chemf nowrap">HCO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + OH<sup>−</sup> illustrates the basicity of calcium hydroxide. <a href="/wiki/Soda_lime" title="Soda lime">Soda lime</a>, which is a mixture of the strong bases NaOH and KOH with Ca(OH)<sub>2</sub>, is used as a CO<sub>2</sub> absorbent. </p> <div class="mw-heading mw-heading3"><h3 id="Boron_group_elements">Boron group elements</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=7" title="Edit section: Boron group elements"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:AlHydrolysis.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/83/AlHydrolysis.png/220px-AlHydrolysis.png" decoding="async" width="220" height="222" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/8/83/AlHydrolysis.png 1.5x" data-file-width="278" data-file-height="281" /></a><figcaption>Aluminium hydrolysis as a function of pH. Water molecules attached to Al are omitted</figcaption></figure> <p>The simplest hydroxide of boron B(OH)<sub>3</sub>, known as <a href="/wiki/Boric_acid" title="Boric acid">boric acid</a>, is an acid. Unlike the hydroxides of the alkali and alkaline earth hydroxides, it does not dissociate in aqueous solution. Instead, it reacts with water molecules acting as a Lewis acid, releasing protons. </p> <dl><dd>B(OH)<sub>3</sub> + H<sub>2</sub>O ⇌ <a href="/wiki/Tetrahydroxyborate" title="Tetrahydroxyborate"><span class="chemf nowrap">B(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span></a> + H<sup>+</sup></dd></dl> <p>A variety of <a href="/wiki/Oxyanion" title="Oxyanion">oxyanions</a> of boron are known, which, in the protonated form, contain hydroxide groups.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">&#91;</span>18<span class="cite-bracket">&#93;</span></a></sup> </p> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Tetrahydroxoaluminate_ion.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/9d/Tetrahydroxoaluminate_ion.svg/120px-Tetrahydroxoaluminate_ion.svg.png" decoding="async" width="100" height="68" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/9d/Tetrahydroxoaluminate_ion.svg/150px-Tetrahydroxoaluminate_ion.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/9d/Tetrahydroxoaluminate_ion.svg/200px-Tetrahydroxoaluminate_ion.svg.png 2x" data-file-width="205" data-file-height="140" /></a><figcaption>Tetrahydroxo-<br />aluminate(III) ion</figcaption></figure> <p><a href="/wiki/Aluminium_hydroxide" title="Aluminium hydroxide">Aluminium hydroxide</a> Al(OH)<sub>3</sub> is amphoteric and dissolves in alkaline solution.<sup id="cite_ref-amph_20-1" class="reference"><a href="#cite_note-amph-20"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> </p> <dl><dd>Al(OH)<sub>3</sub> (solid) + OH<sup>−</sup>&#160;(aq) ⇌ <a href="/wiki/Aluminate" title="Aluminate"><span class="chemf nowrap">Al(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span></a>&#160;(aq)</dd></dl> <p>In the <a href="/wiki/Bayer_process" title="Bayer process">Bayer process</a><sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">&#91;</span>19<span class="cite-bracket">&#93;</span></a></sup> for the production of pure aluminium oxide from <a href="/wiki/Bauxite" title="Bauxite">bauxite</a> minerals this equilibrium is manipulated by careful control of temperature and alkali concentration. In the first phase, aluminium dissolves in hot alkaline solution as <span class="chemf nowrap">Al(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span>, but other hydroxides usually present in the mineral, such as iron hydroxides, do not dissolve because they are not amphoteric. After removal of the insolubles, the so-called <a href="/wiki/Red_mud" title="Red mud">red mud</a>, pure aluminium hydroxide is made to precipitate by reducing the temperature and adding water to the extract, which, by diluting the alkali, lowers the pH of the solution. Basic aluminium hydroxide AlO(OH), which may be present in bauxite, is also amphoteric. </p><p>In mildly acidic solutions, the hydroxo/hydroxido complexes formed by aluminium are somewhat different from those of boron, reflecting the greater size of Al(III) vs. B(III). The concentration of the species [Al<sub>13</sub>(OH)<sub>32</sub>]<sup>7+</sup> is very dependent on the total aluminium concentration. Various other hydroxo complexes are found in crystalline compounds. Perhaps the most important is the basic hydroxide AlO(OH), a polymeric material known by the names of the mineral forms <a href="/wiki/Boehmite" title="Boehmite">boehmite</a> or <a href="/wiki/Diaspore" title="Diaspore">diaspore</a>, depending on crystal structure. <a href="/wiki/Gallium_hydroxide" class="mw-redirect" title="Gallium hydroxide">Gallium hydroxide</a>,<sup id="cite_ref-amph_20-2" class="reference"><a href="#cite_note-amph-20"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Indium_hydroxide" class="mw-redirect" title="Indium hydroxide">indium hydroxide</a>, and <a href="/wiki/Thallium(III)_hydroxide" title="Thallium(III) hydroxide">thallium(III) hydroxide</a> are also amphoteric. <a href="/wiki/Thallium(I)_hydroxide" title="Thallium(I) hydroxide">Thallium(I) hydroxide</a> is a strong base.<sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">&#91;</span>20<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Carbon_group_elements">Carbon group elements</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=8" title="Edit section: Carbon group elements"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Carbon forms no simple hydroxides. The <a href="/wiki/Hypothetical_compound" class="mw-redirect" title="Hypothetical compound">hypothetical compound</a> C(OH)<sub>4</sub> (<a href="/wiki/Orthocarbonic_acid" title="Orthocarbonic acid">orthocarbonic acid</a> or methanetetrol) is unstable in aqueous solution:<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">&#91;</span>21<span class="cite-bracket">&#93;</span></a></sup> </p> <dl><dd>C(OH)<sub>4</sub> → <span class="chemf nowrap">HCO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + H<sub>3</sub>O<sup>+</sup></dd> <dd><span class="chemf nowrap">HCO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> + H<sup>+</sup> ⇌ H<sub>2</sub>CO<sub>3</sub></dd></dl> <p><a href="/wiki/Carbon_dioxide" title="Carbon dioxide">Carbon dioxide</a> is also known as carbonic anhydride, meaning that it forms by dehydration of <a href="/wiki/Carbonic_acid" title="Carbonic acid">carbonic acid</a> H<sub>2</sub>CO<sub>3</sub> (OC(OH)<sub>2</sub>).<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">&#91;</span>22<span class="cite-bracket">&#93;</span></a></sup> </p><p><a href="/wiki/Silicic_acid" title="Silicic acid">Silicic acid</a> is the name given to a variety of compounds with a generic formula [SiO<sub><i>x</i></sub>(OH)<sub>4−2<i>x</i></sub>]<sub><i>n</i></sub>.<sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">&#91;</span>23<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">&#91;</span>24<span class="cite-bracket">&#93;</span></a></sup> Orthosilicic acid has been identified in very dilute aqueous solution. It is a weak acid with p<i>K</i><sub>a1</sub>&#160;=&#160;9.84, p<i>K</i><sub>a2</sub>&#160;=&#160;13.2 at 25&#160;°C. It is usually written as H<sub>4</sub>SiO<sub>4</sub>, but the formula Si(OH)<sub>4</sub> is generally accepted.<sup id="cite_ref-scdb_10-1" class="reference"><a href="#cite_note-scdb-10"><span class="cite-bracket">&#91;</span>6<span class="cite-bracket">&#93;</span></a></sup><sup class="noprint Inline-Template" style="white-space:nowrap;">&#91;<i><a href="/wiki/Wikipedia:Accuracy_dispute#Disputed_statement" title="Wikipedia:Accuracy dispute"><span title="The material near this tag is possibly inaccurate or nonfactual. (November 2014)">dubious</span></a>&#32;&#8211; <a href="/wiki/Talk:Hydroxide#discuss" title="Talk:Hydroxide">discuss</a></i>&#93;</sup> Other silicic acids such as metasilicic acid (H<sub>2</sub>SiO<sub>3</sub>), disilicic acid (H<sub>2</sub>Si<sub>2</sub>O<sub>5</sub>), and pyrosilicic acid (H<sub>6</sub>Si<sub>2</sub>O<sub>7</sub>) have been characterized. These acids also have hydroxide groups attached to the silicon; the formulas suggest that these acids are protonated forms of poly<a href="/wiki/Oxyanion" title="Oxyanion">oxyanions</a>. </p><p>Few hydroxo complexes of <a href="/wiki/Germanium" title="Germanium">germanium</a> have been characterized. <a href="/wiki/Tin(II)_hydroxide" title="Tin(II) hydroxide">Tin(II) hydroxide</a> Sn(OH)<sub>2</sub> was prepared in anhydrous media. When <a href="/wiki/Tin(II)_oxide" title="Tin(II) oxide">tin(II) oxide</a> is treated with alkali the pyramidal hydroxo complex <span class="chemf nowrap">Sn(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span></span> is formed. When solutions containing this ion are acidified, the ion [Sn<sub>3</sub>(OH)<sub>4</sub>]<sup>2+</sup> is formed together with some basic hydroxo complexes. The structure of [Sn<sub>3</sub>(OH)<sub>4</sub>]<sup>2+</sup> has a triangle of tin atoms connected by bridging hydroxide groups.<sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">&#91;</span>25<span class="cite-bracket">&#93;</span></a></sup> Tin(IV) hydroxide is unknown but can be regarded as the hypothetical acid from which <a href="/wiki/Stannate" title="Stannate">stannates</a>, with a formula [Sn(OH)<sub>6</sub>]<sup>2−</sup>, are derived by reaction with the (Lewis) basic hydroxide ion.<sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">&#91;</span>26<span class="cite-bracket">&#93;</span></a></sup> </p><p>Hydrolysis of Pb<sup>2+</sup> in aqueous solution is accompanied by the formation of various hydroxo-containing complexes, some of which are insoluble. The basic hydroxo complex [Pb<sub>6</sub>O(OH)<sub>6</sub>]<sup>4+</sup> is a cluster of six lead centres with metal–metal bonds surrounding a central oxide ion. The six hydroxide groups lie on the faces of the two external Pb<sub>4</sub> tetrahedra. In strongly alkaline solutions soluble <a href="/wiki/Plumbate" title="Plumbate">plumbate</a> ions are formed, including [Pb(OH)<sub>6</sub>]<sup>2−</sup>.<sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">&#91;</span>27<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Other_main-group_elements">Other main-group elements</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=9" title="Edit section: Other main-group elements"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable" style="text-align:center"> <tbody><tr> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Phosphonic-acid-2D-dimensions-vector.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/Phosphonic-acid-2D-dimensions-vector.svg/250px-Phosphonic-acid-2D-dimensions-vector.svg.png" decoding="async" width="150" height="131" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e3/Phosphonic-acid-2D-dimensions-vector.svg/330px-Phosphonic-acid-2D-dimensions-vector.svg.png 2x" data-file-width="1100" data-file-height="959" /></a><figcaption></figcaption></figure> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Phosphoric-acid-2D-dimensions.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/98/Phosphoric-acid-2D-dimensions.svg/250px-Phosphoric-acid-2D-dimensions.svg.png" decoding="async" width="180" height="125" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/98/Phosphoric-acid-2D-dimensions.svg/330px-Phosphoric-acid-2D-dimensions.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/98/Phosphoric-acid-2D-dimensions.svg/500px-Phosphoric-acid-2D-dimensions.svg.png 2x" data-file-width="1100" data-file-height="765" /></a><figcaption></figcaption></figure> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Sulfuric-acid-2D-dimensions.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Sulfuric-acid-2D-dimensions.svg/180px-Sulfuric-acid-2D-dimensions.svg.png" decoding="async" width="180" height="120" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Sulfuric-acid-2D-dimensions.svg/270px-Sulfuric-acid-2D-dimensions.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/8b/Sulfuric-acid-2D-dimensions.svg/360px-Sulfuric-acid-2D-dimensions.svg.png 2x" data-file-width="228" data-file-height="152" /></a><figcaption></figcaption></figure> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Telluric_acid.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/Telluric_acid.svg/250px-Telluric_acid.svg.png" decoding="async" width="150" height="114" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/fc/Telluric_acid.svg/330px-Telluric_acid.svg.png 2x" data-file-width="620" data-file-height="471" /></a><figcaption></figcaption></figure> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Ortho-Periods%C3%A4ure.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/9/96/Ortho-Periods%C3%A4ure.svg/150px-Ortho-Periods%C3%A4ure.svg.png" decoding="async" width="150" height="123" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/96/Ortho-Periods%C3%A4ure.svg/225px-Ortho-Periods%C3%A4ure.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/96/Ortho-Periods%C3%A4ure.svg/300px-Ortho-Periods%C3%A4ure.svg.png 2x" data-file-width="118" data-file-height="97" /></a><figcaption></figcaption></figure> </td> <td><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Xenic_acid.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Xenic_acid.png/150px-Xenic_acid.png" decoding="async" width="150" height="110" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/66/Xenic_acid.png/225px-Xenic_acid.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/66/Xenic_acid.png/300px-Xenic_acid.png 2x" data-file-width="2000" data-file-height="1467" /></a><figcaption></figcaption></figure> </td></tr> <tr> <td><a href="/wiki/Phosphorous_acid" title="Phosphorous acid">Phosphorous acid</a> </td> <td><a href="/wiki/Phosphoric_acid" title="Phosphoric acid">Phosphoric acid</a> </td> <td><a href="/wiki/Sulfuric_acid" title="Sulfuric acid">Sulfuric acid</a> </td> <td><a href="/wiki/Telluric_acid" title="Telluric acid">Telluric acid</a> </td> <td><a href="/wiki/Orthoperiodic_acid" class="mw-redirect" title="Orthoperiodic acid">Orthoperiodic acid</a> </td> <td><a href="/wiki/Xenic_acid" title="Xenic acid">Xenic acid</a> </td></tr></tbody></table> <p>In the higher oxidation states of the <a href="/wiki/Pnictogen" title="Pnictogen">pnictogens</a>, <a href="/wiki/Chalcogen" title="Chalcogen">chalcogens</a>, <a href="/wiki/Halogen" title="Halogen">halogens</a>, and <a href="/wiki/Noble_gas" title="Noble gas">noble gases</a> there are oxoacids in which the central atom is attached to oxide ions and hydroxide ions. Examples include <a href="/wiki/Phosphoric_acid" title="Phosphoric acid">phosphoric acid</a> H<sub>3</sub>PO<sub>4</sub>, and <a href="/wiki/Sulfuric_acid" title="Sulfuric acid">sulfuric acid</a> H<sub>2</sub>SO<sub>4</sub>. In these compounds one or more hydroxide groups can <a href="/wiki/Dissociation_(chemistry)" title="Dissociation (chemistry)">dissociate</a> with the liberation of hydrogen cations as in a standard <a href="/wiki/Br%C3%B8nsted%E2%80%93Lowry_acid%E2%80%93base_theory" title="Brønsted–Lowry acid–base theory">Brønsted–Lowry</a> acid. Many oxoacids of sulfur are known and all feature OH groups that can dissociate.<sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">&#91;</span>28<span class="cite-bracket">&#93;</span></a></sup> </p><p><a href="/wiki/Telluric_acid" title="Telluric acid">Telluric acid</a> is often written with the formula H<sub>2</sub>TeO<sub>4</sub>·2H<sub>2</sub>O but is better described structurally as Te(OH)<sub>6</sub>.<sup id="cite_ref-34" class="reference"><a href="#cite_note-34"><span class="cite-bracket">&#91;</span>29<span class="cite-bracket">&#93;</span></a></sup> </p><p>Orthoperiodic acid<sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">&#91;</span>note 6<span class="cite-bracket">&#93;</span></a></sup> can lose all its protons, eventually forming the periodate ion [IO<sub>4</sub>]<sup>−</sup>. It can also be protonated in strongly acidic conditions to give the octahedral ion [I(OH)<sub>6</sub>]<sup>+</sup>, completing the <a href="/wiki/Isoelectronic" class="mw-redirect" title="Isoelectronic">isoelectronic</a> series, [E(OH)<sub>6</sub>]<sup><i>z</i></sup>, E = Sn, Sb, Te, I; <i>z</i> = −2, −1, 0, +1. Other acids of iodine(VII) that contain hydroxide groups are known, in particular in salts such as the mesoperiodate ion that occurs in K<sub>4</sub>[I<sub>2</sub>O<sub>8</sub>(OH)<sub>2</sub>]·8H<sub>2</sub>O.<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">&#91;</span>30<span class="cite-bracket">&#93;</span></a></sup> </p><p>As is common outside of the alkali metals, hydroxides of the elements in lower oxidation states are complicated. For example, <a href="/wiki/Phosphorous_acid" title="Phosphorous acid">phosphorous acid</a> H<sub>3</sub>PO<sub>3</sub> predominantly has the structure OP(H)(OH)<sub>2</sub>, in equilibrium with a small amount of P(OH)<sub>3</sub>.<sup id="cite_ref-37" class="reference"><a href="#cite_note-37"><span class="cite-bracket">&#91;</span>31<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">&#91;</span>32<span class="cite-bracket">&#93;</span></a></sup> </p><p>The oxoacids of <a href="/wiki/Chlorine" title="Chlorine">chlorine</a>, <a href="/wiki/Bromine" title="Bromine">bromine</a>, and <a href="/wiki/Iodine" title="Iodine">iodine</a> have the formula O<sub><style data-mw-deduplicate="TemplateStyles:r1214402035">.mw-parser-output .sfrac{white-space:nowrap}.mw-parser-output .sfrac.tion,.mw-parser-output .sfrac .tion{display:inline-block;vertical-align:-0.5em;font-size:85%;text-align:center}.mw-parser-output .sfrac .num{display:block;line-height:1em;margin:0.0em 0.1em;border-bottom:1px solid}.mw-parser-output .sfrac .den{display:block;line-height:1em;margin:0.1em 0.1em}.mw-parser-output .sr-only{border:0;clip:rect(0,0,0,0);clip-path:polygon(0px 0px,0px 0px,0px 0px);height:1px;margin:-1px;overflow:hidden;padding:0;position:absolute;width:1px}</style><span class="sfrac">&#8288;<span class="tion"><span class="num"><i>n</i>−1</span><span class="sr-only">/</span><span class="den">2</span></span>&#8288;</span></sub>A(OH), where <i>n</i> is the <a href="/wiki/Oxidation_number" class="mw-redirect" title="Oxidation number">oxidation number</a>: +1, +3, +5, or +7, and A = Cl, Br, or I. The only oxoacid of <a href="/wiki/Fluorine" title="Fluorine">fluorine</a> is F(OH), <a href="/wiki/Hypofluorous_acid" title="Hypofluorous acid">hypofluorous acid</a>. When these acids are neutralized the hydrogen atom is removed from the hydroxide group.<sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">&#91;</span>33<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Transition_and_post-transition_metals">Transition and post-transition metals</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=10" title="Edit section: Transition and post-transition metals"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The hydroxides of the <a href="/wiki/Transition_metal" title="Transition metal">transition metals</a> and <a href="/wiki/Post-transition_metal" title="Post-transition metal">post-transition metals</a> usually have the metal in the +2 (M = Mn, Fe, Co, Ni, Cu, Zn) or +3 (M = Fe, Ru, Rh, Ir) oxidation state. None are soluble in water, and many are poorly defined. One complicating feature of the hydroxides is their tendency to undergo further condensation to the oxides, a process called <a href="/wiki/Olation" title="Olation">olation</a>. Hydroxides of metals in the +1 oxidation state are also poorly defined or unstable. For example, <a href="/wiki/Silver_hydroxide" class="mw-redirect" title="Silver hydroxide">silver hydroxide</a> Ag(OH) decomposes spontaneously to the oxide (Ag<sub>2</sub>O). Copper(I) and gold(I) hydroxides are also unstable, although stable adducts of CuOH and AuOH are known.<sup id="cite_ref-40" class="reference"><a href="#cite_note-40"><span class="cite-bracket">&#91;</span>34<span class="cite-bracket">&#93;</span></a></sup> The polymeric compounds M(OH)<sub>2</sub> and M(OH)<sub>3</sub> are in general prepared by increasing the pH of an aqueous solution of the corresponding metal cation until the hydroxide <a href="/wiki/Precipitate" class="mw-redirect" title="Precipitate">precipitates</a> out of solution. On the converse, the hydroxides dissolve in acidic solution. <a href="/wiki/Zinc_hydroxide" title="Zinc hydroxide">Zinc hydroxide</a> Zn(OH)<sub>2</sub> is amphoteric, forming the tetrahydroxido<a href="/wiki/Zincate" title="Zincate">zincate</a> ion <span class="chemf nowrap">Zn(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></span> in strongly alkaline solution.<sup id="cite_ref-amph_20-3" class="reference"><a href="#cite_note-amph-20"><span class="cite-bracket">&#91;</span>15<span class="cite-bracket">&#93;</span></a></sup> </p><p>Numerous mixed ligand complexes of these metals with the hydroxide ion exist. In fact, these are in general better defined than the simpler derivatives. Many can be made by deprotonation of the corresponding <a href="/wiki/Metal_aquo_complex" title="Metal aquo complex">metal aquo complex</a>. </p> <dl><dd>L<sub><i>n</i></sub>M(OH<sub>2</sub>) + B ⇌ L<sub><i>n</i></sub>M(OH)<sup>–</sup> + BH<sup>+</sup> (L = ligand, B = base)</dd></dl> <p><a href="/wiki/Vanadic_acid" class="mw-redirect" title="Vanadic acid">Vanadic acid</a> H<sub>3</sub>VO<sub>4</sub> <a href="/wiki/Acid_dissociation_constant#Polyprotic_acids" title="Acid dissociation constant">shows similarities</a> with phosphoric acid H<sub>3</sub>PO<sub>4</sub> though it has a much more complex <a href="/wiki/Vanadate" title="Vanadate">vanadate</a> oxoanion chemistry. <a href="/wiki/Chromic_acid" title="Chromic acid">Chromic acid</a> H<sub>2</sub>CrO<sub>4</sub>, has similarities with sulfuric acid H<sub>2</sub>SO<sub>4</sub>; for example, both form <a href="/wiki/Acid_salt" title="Acid salt">acid salts</a> A<sup>+</sup>[HMO<sub>4</sub>]<sup>−</sup>. Some metals, e.g. V, Cr, Nb, Ta, Mo, W, tend to exist in high oxidation states. Rather than forming hydroxides in aqueous solution, they convert to oxo clusters by the process of <a href="/wiki/Olation" title="Olation">olation</a>, forming <a href="/wiki/Polyoxometalate" title="Polyoxometalate">polyoxometalates</a>.<sup id="cite_ref-41" class="reference"><a href="#cite_note-41"><span class="cite-bracket">&#91;</span>35<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Basic_salts_containing_hydroxide">Basic salts containing hydroxide</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=11" title="Edit section: Basic salts containing hydroxide"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>In some cases, the products of partial hydrolysis of metal ion, described above, can be found in crystalline compounds. A striking example is found with <a href="/wiki/Zirconium" title="Zirconium">zirconium</a>(IV). Because of the high oxidation state, salts of Zr<sup>4+</sup> are extensively hydrolyzed in water even at low pH. The compound originally formulated as ZrOCl<sub>2</sub>·8H<sub>2</sub>O was found to be the chloride salt of a <a href="/wiki/Tetrameric" class="mw-redirect" title="Tetrameric">tetrameric</a> cation [Zr<sub>4</sub>(OH)<sub>8</sub>(H<sub>2</sub>O)<sub>16</sub>]<sup>8+</sup> in which there is a square of Zr<sup>4+</sup> ions with two hydroxide groups bridging between Zr atoms on each side of the square and with four water molecules attached to each Zr atom.<sup id="cite_ref-wells561_42-0" class="reference"><a href="#cite_note-wells561-42"><span class="cite-bracket">&#91;</span>36<span class="cite-bracket">&#93;</span></a></sup> </p><p>The mineral <a href="/wiki/Malachite" title="Malachite">malachite</a> is a typical example of a basic carbonate. The formula, Cu<sub>2</sub>CO<sub>3</sub>(OH)<sub>2</sub> shows that it is halfway between <a href="/wiki/Basic_copper_carbonate" title="Basic copper carbonate">copper carbonate</a> and <a href="/wiki/Copper_hydroxide" class="mw-redirect" title="Copper hydroxide">copper hydroxide</a>. Indeed, in the past the formula was written as CuCO<sub>3</sub>·Cu(OH)<sub>2</sub>. The <a href="/wiki/Crystal_structure" title="Crystal structure">crystal structure</a> is made up of copper, carbonate and hydroxide ions.<sup id="cite_ref-wells561_42-1" class="reference"><a href="#cite_note-wells561-42"><span class="cite-bracket">&#91;</span>36<span class="cite-bracket">&#93;</span></a></sup> The mineral <a href="/wiki/Atacamite" title="Atacamite">atacamite</a> is an example of a basic chloride. It has the formula Cu<sub>2</sub>Cl(OH)<sub>3</sub>. In this case the composition is nearer to that of the hydroxide than that of the chloride: CuCl<sub>2</sub>·3Cu(OH)<sub>2</sub>.<sup id="cite_ref-43" class="reference"><a href="#cite_note-43"><span class="cite-bracket">&#91;</span>37<span class="cite-bracket">&#93;</span></a></sup> Copper forms hydroxyphosphate (<a href="/wiki/Libethenite" title="Libethenite">libethenite</a>), arsenate (<a href="/wiki/Olivenite" title="Olivenite">olivenite</a>), sulfate (<a href="/wiki/Brochantite" title="Brochantite">brochantite</a>), and nitrate compounds. <a href="/wiki/White_lead" title="White lead">White lead</a> is a basic <a href="/wiki/Lead" title="Lead">lead</a> carbonate, (PbCO<sub>3</sub>)<sub>2</sub>·Pb(OH)<sub>2</sub>, which has been used as a white <a href="/wiki/Pigment" title="Pigment">pigment</a> because of its opaque quality, though its use is now restricted because it can be a source for <a href="/wiki/Lead_poisoning" title="Lead poisoning">lead poisoning</a>.<sup id="cite_ref-wells561_42-2" class="reference"><a href="#cite_note-wells561-42"><span class="cite-bracket">&#91;</span>36<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Structural_chemistry">Structural chemistry</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=12" title="Edit section: Structural chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The hydroxide ion appears to rotate freely in crystals of the heavier alkali metal hydroxides at higher temperatures so as to present itself as a spherical ion, with an effective <a href="/wiki/Ionic_radius" title="Ionic radius">ionic radius</a> of about 153&#160;pm.<sup id="cite_ref-wells548_44-0" class="reference"><a href="#cite_note-wells548-44"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup> Thus, the high-temperature forms of KOH and NaOH have the <a href="/wiki/Sodium_chloride#Crystal_structure" title="Sodium chloride">sodium chloride</a> structure,<sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">&#91;</span>39<span class="cite-bracket">&#93;</span></a></sup> which gradually freezes in a monoclinically distorted sodium chloride structure at temperatures below about 300&#160;°C. The OH groups still rotate even at room temperature around their symmetry axes and, therefore, cannot be detected by <a href="/wiki/X-ray_diffraction" title="X-ray diffraction">X-ray diffraction</a>.<sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">&#91;</span>40<span class="cite-bracket">&#93;</span></a></sup> The room-temperature form of NaOH has the <a href="/wiki/Thallium(I)_iodide" title="Thallium(I) iodide">thallium iodide</a> structure. LiOH, however, has a layered structure, made up of tetrahedral Li(OH)<sub>4</sub> and (OH)Li<sub>4</sub> units.<sup id="cite_ref-wells548_44-1" class="reference"><a href="#cite_note-wells548-44"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup> This is consistent with the weakly basic character of LiOH in solution, indicating that the Li–OH bond has much covalent character. </p><p>The hydroxide ion displays cylindrical symmetry in hydroxides of divalent metals Ca, Cd, Mn, Fe, and Co. For example, magnesium hydroxide Mg(OH)<sub>2</sub> (<a href="/wiki/Brucite" title="Brucite">brucite</a>) crystallizes with the <a href="/wiki/Cadmium_iodide" title="Cadmium iodide">cadmium iodide</a> layer structure, with a kind of close-packing of magnesium and hydroxide ions.<sup id="cite_ref-wells548_44-2" class="reference"><a href="#cite_note-wells548-44"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup><sup id="cite_ref-47" class="reference"><a href="#cite_note-47"><span class="cite-bracket">&#91;</span>41<span class="cite-bracket">&#93;</span></a></sup> </p><p>The <a href="/wiki/Amphoterism" title="Amphoterism">amphoteric</a> hydroxide Al(OH)<sub>3</sub> has four major crystalline forms: <a href="/wiki/Gibbsite" title="Gibbsite">gibbsite</a> (most stable), <a href="/wiki/Bayerite" class="mw-redirect" title="Bayerite">bayerite</a>, <a href="/w/index.php?title=Nordstrandite&amp;action=edit&amp;redlink=1" class="new" title="Nordstrandite (page does not exist)">nordstrandite</a>, and <a href="/wiki/Doyleite" title="Doyleite">doyleite</a>.<sup id="cite_ref-48" class="reference"><a href="#cite_note-48"><span class="cite-bracket">&#91;</span>note 7<span class="cite-bracket">&#93;</span></a></sup> All these <a href="/wiki/Polymorphism_(materials_science)" class="mw-redirect" title="Polymorphism (materials science)">polymorphs</a> are built up of double layers of hydroxide ions—the aluminium atoms on two-thirds of the octahedral holes between the two layers—and differ only in the stacking sequence of the layers.<sup id="cite_ref-49" class="reference"><a href="#cite_note-49"><span class="cite-bracket">&#91;</span>42<span class="cite-bracket">&#93;</span></a></sup> The structures are similar to the brucite structure. However, whereas the brucite structure can be described as a close-packed structure, in gibbsite the OH groups on the underside of one layer rest on the groups of the layer below. This arrangement led to the suggestion that there are directional bonds between OH groups in adjacent layers.<sup id="cite_ref-50" class="reference"><a href="#cite_note-50"><span class="cite-bracket">&#91;</span>43<span class="cite-bracket">&#93;</span></a></sup> This is an unusual form of <a href="/wiki/Hydrogen_bond" title="Hydrogen bond">hydrogen bonding</a> since the two hydroxide ions involved would be expected to point away from each other. The hydrogen atoms have been located by <a href="/wiki/Neutron_diffraction" title="Neutron diffraction">neutron diffraction</a> experiments on α-AlO(OH) (<a href="/wiki/Diaspore" title="Diaspore">diaspore</a>). The O–H–O distance is very short, at 265&#160;pm; the hydrogen is not equidistant between the oxygen atoms and the short OH bond makes an angle of 12° with the O–O line.<sup id="cite_ref-51" class="reference"><a href="#cite_note-51"><span class="cite-bracket">&#91;</span>44<span class="cite-bracket">&#93;</span></a></sup> A similar type of hydrogen bond has been proposed for other amphoteric hydroxides, including Be(OH)<sub>2</sub>, Zn(OH)<sub>2</sub>, and Fe(OH)<sub>3</sub>.<sup id="cite_ref-wells548_44-3" class="reference"><a href="#cite_note-wells548-44"><span class="cite-bracket">&#91;</span>38<span class="cite-bracket">&#93;</span></a></sup> </p><p>A number of mixed hydroxides are known with stoichiometry A<sub>3</sub>M<sup>III</sup>(OH)<sub>6</sub>, A<sub>2</sub>M<sup>IV</sup>(OH)<sub>6</sub>, and AM<sup>V</sup>(OH)<sub>6</sub>. As the formula suggests these substances contain M(OH)<sub>6</sub> octahedral structural units.<sup id="cite_ref-52" class="reference"><a href="#cite_note-52"><span class="cite-bracket">&#91;</span>45<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Layered_double_hydroxides" title="Layered double hydroxides">Layered double hydroxides</a> may be represented by the formula <span class="chemf nowrap">[M<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"><i>z</i>+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">1−<i>x</i></sub></span></span>M<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">3+</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline"><i>x</i></sub></span></span>(OH)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>]<sup><i>q</i>+</sup>(X<sup><i>n</i>−</sup>)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline"><style data-mw-deduplicate="TemplateStyles:r1154941027">.mw-parser-output .frac{white-space:nowrap}.mw-parser-output .frac .num,.mw-parser-output .frac .den{font-size:80%;line-height:0;vertical-align:super}.mw-parser-output .frac .den{vertical-align:sub}.mw-parser-output .sr-only{border:0;clip:rect(0,0,0,0);clip-path:polygon(0px 0px,0px 0px,0px 0px);height:1px;margin:-1px;overflow:hidden;padding:0;position:absolute;width:1px}</style><span class="frac"><span class="num"><i>q</i></span>&#8260;<span class="den"><i>n</i></span></span></sub></span></span>·<i>y</i>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span>O</span>. Most commonly, <i>z</i>&#160;=&#160;2, and M<sup>2+</sup> = Ca<sup>2+</sup>, Mg<sup>2+</sup>, Mn<sup>2+</sup>, Fe<sup>2+</sup>, Co<sup>2+</sup>, Ni<sup>2+</sup>, Cu<sup>2+</sup>, or Zn<sup>2+</sup>; hence <i>q</i>&#160;=&#160;<i>x</i>. </p> <div class="mw-heading mw-heading2"><h2 id="Organic_reactions">Organic reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=13" title="Edit section: Organic reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Potassium_hydroxide" title="Potassium hydroxide">Potassium hydroxide</a> and <a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">sodium hydroxide</a> are two well-known <a href="/wiki/Reagent" title="Reagent">reagents</a> in <a href="/wiki/Organic_chemistry" title="Organic chemistry">organic chemistry</a>. </p> <div class="mw-heading mw-heading3"><h3 id="Base_catalysis">Base catalysis</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=14" title="Edit section: Base catalysis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The hydroxide ion may act as a <a href="/wiki/Base_catalyst" class="mw-redirect" title="Base catalyst">base catalyst</a>.<sup id="cite_ref-53" class="reference"><a href="#cite_note-53"><span class="cite-bracket">&#91;</span>46<span class="cite-bracket">&#93;</span></a></sup> The base abstracts a proton from a weak acid to give an intermediate that goes on to react with another reagent. Common substrates for proton abstraction are <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohols</a>, <a href="/wiki/Phenol" title="Phenol">phenols</a>, <a href="/wiki/Amine" title="Amine">amines</a>, and <a href="/wiki/Carbon_acid" class="mw-redirect" title="Carbon acid">carbon acids</a>. The <a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">p<i>K</i><sub>a</sub></a> value for dissociation of a C–H bond is extremely high, but the pK<sub>a</sub> <a href="/wiki/Alpha_hydrogen" class="mw-redirect" title="Alpha hydrogen">alpha hydrogens</a> of a carbonyl compound are about 3 log units lower. Typical p<i>K</i><sub>a</sub> values are 16.7 for <a href="/wiki/Acetaldehyde" title="Acetaldehyde">acetaldehyde</a> and 19 for <a href="/wiki/Acetone" title="Acetone">acetone</a>.<sup id="cite_ref-54" class="reference"><a href="#cite_note-54"><span class="cite-bracket">&#91;</span>47<span class="cite-bracket">&#93;</span></a></sup> Dissociation can occur in the presence of a suitable base. </p> <dl><dd>RC(O)CH<sub>2</sub>R' + B ⇌ RC(O)CH<sup>−</sup>R' + BH<sup>+</sup></dd></dl> <p>The base should have a p<i>K</i><sub>a</sub> value not less than about 4 log units smaller, or the equilibrium will lie almost completely to the left. </p><p>The hydroxide ion by itself is not a strong enough base, but it can be converted to one by adding sodium hydroxide to <a href="/wiki/Ethanol" title="Ethanol">ethanol</a> </p> <dl><dd>OH<sup>−</sup> + EtOH ⇌ EtO<sup>−</sup> + H<sub>2</sub>O</dd></dl> <p>to produce the <a href="/wiki/Ethoxide" class="mw-redirect" title="Ethoxide">ethoxide</a> ion. The <a href="/wiki/Acid_dissociation_constant" title="Acid dissociation constant">pK<sub>a</sub></a> for self-dissociation of ethanol is about 16, so the alkoxide ion is a strong enough base.<sup id="cite_ref-55" class="reference"><a href="#cite_note-55"><span class="cite-bracket">&#91;</span>48<span class="cite-bracket">&#93;</span></a></sup> The addition of an alcohol to an <a href="/wiki/Aldehyde" title="Aldehyde">aldehyde</a> to form a <a href="/wiki/Hemiacetal" title="Hemiacetal">hemiacetal</a> is an example of a reaction that can be catalyzed by the presence of hydroxide. Hydroxide can also act as a Lewis-base catalyst.<sup id="cite_ref-56" class="reference"><a href="#cite_note-56"><span class="cite-bracket">&#91;</span>49<span class="cite-bracket">&#93;</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="As_a_nucleophilic_reagent">As a nucleophilic reagent</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=15" title="Edit section: As a nucleophilic reagent"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure typeof="mw:File/Thumb"><a href="/wiki/File:AcylSubstitution.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/AcylSubstitution.svg/330px-AcylSubstitution.svg.png" decoding="async" width="300" height="98" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f6/AcylSubstitution.svg/450px-AcylSubstitution.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f6/AcylSubstitution.svg/600px-AcylSubstitution.svg.png 2x" data-file-width="351" data-file-height="115" /></a><figcaption>Nucleophilic acyl substitution with an anionic <a href="/wiki/Nucleophile" title="Nucleophile">nucleophile</a> (Nu<sup>&#8722;</sup>) and <a href="/wiki/Leaving_group" title="Leaving group">leaving group</a> (L<sup>&#8722;</sup>)</figcaption></figure> <p>The hydroxide ion is intermediate in <a href="/wiki/Nucleophilicity" class="mw-redirect" title="Nucleophilicity">nucleophilicity</a> between the <a href="/wiki/Fluoride" title="Fluoride">fluoride</a> ion F<sup>−</sup>, and the <a href="/wiki/Azanide" title="Azanide">amide</a> ion <span class="chemf nowrap">NH<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>.<sup id="cite_ref-57" class="reference"><a href="#cite_note-57"><span class="cite-bracket">&#91;</span>50<span class="cite-bracket">&#93;</span></a></sup> <a href="/wiki/Ester_hydrolysis" title="Ester hydrolysis">Ester hydrolysis</a> under alkaline conditions (also known as <a href="/wiki/Base_hydrolysis" class="mw-redirect" title="Base hydrolysis">base hydrolysis</a>) </p> <dl><dd>R<sup>1</sup>C(O)OR<sup>2</sup> + OH<sup>&#8722;</sup> ⇌ R<sup>1</sup>CO(O)H + <sup>&#8722;</sup>OR<sup>2</sup> ⇌ R<sup>1</sup>CO<sub>2</sub><sup>&#8722;</sup> + HOR<sup>2</sup></dd></dl> <p>is an example of a hydroxide ion serving as a nucleophile.<sup id="cite_ref-Hardinger_58-0" class="reference"><a href="#cite_note-Hardinger-58"><span class="cite-bracket">&#91;</span>51<span class="cite-bracket">&#93;</span></a></sup> </p><p>Early methods for <a href="/wiki/Saponification" title="Saponification">manufacturing soap</a> treated <a href="/wiki/Triglyceride" title="Triglyceride">triglycerides</a> from animal fat (the ester) with <a href="/wiki/Lye" title="Lye">lye</a>. </p><p>Other cases where hydroxide can act as a nucleophilic reagent are <a href="/wiki/Amide" title="Amide">amide</a> hydrolysis, the <a href="/wiki/Cannizzaro_reaction" title="Cannizzaro reaction">Cannizzaro reaction</a>, <a href="/wiki/Nucleophilic_aliphatic_substitution" class="mw-redirect" title="Nucleophilic aliphatic substitution">nucleophilic aliphatic substitution</a>, <a href="/wiki/Nucleophilic_aromatic_substitution" title="Nucleophilic aromatic substitution">nucleophilic aromatic substitution</a>, and in <a href="/wiki/Elimination_reaction" title="Elimination reaction">elimination reactions</a>. The reaction medium for KOH and NaOH is usually water but with a <a href="/wiki/Phase-transfer_catalyst" title="Phase-transfer catalyst">phase-transfer catalyst</a> the hydroxide anion can be shuttled into an organic solvent as well, for example in the generation of the reactive intermediate <a href="/wiki/Dichlorocarbene" title="Dichlorocarbene">dichlorocarbene</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Notes">Notes</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=16" title="Edit section: Notes"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text">[H<sup>+</sup>] denotes the concentration of <a href="/wiki/Hydron_(chemistry)" title="Hydron (chemistry)">hydrogen cations</a> and [OH<sup>−</sup>] the concentration of hydroxide ions</span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text">Strictly speaking pH is the cologarithm of the hydrogen cation <a href="/wiki/Activity_(chemistry)" class="mw-redirect" title="Activity (chemistry)">activity</a></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text">pOH signifies the negative logarithm to base 10 of [OH<sup>−</sup>], alternatively the logarithm of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1214402035" /><span class="sfrac">&#8288;<span class="tion"><span class="num">1</span><span class="sr-only">/</span><span class="den">[OH<sup>−</sup>]</span></span>&#8288;</span></span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text">In this context proton is the term used for a solvated hydrogen cation</span> </li> <li id="cite_note-19"><span class="mw-cite-backlink"><b><a href="#cite_ref-19">^</a></b></span> <span class="reference-text">In aqueous solution the ligands L are water molecules, but they may be replaced by other ligands</span> </li> <li id="cite_note-35"><span class="mw-cite-backlink"><b><a href="#cite_ref-35">^</a></b></span> <span class="reference-text">The name is <b>not</b> derived from "period", but from "iodine": periodic acid (compare <a href="/wiki/Iodic_acid" title="Iodic acid">iodic acid</a>, <a href="/wiki/Perchloric_acid" title="Perchloric acid">perchloric acid</a>), and it is thus pronounced per-iodic <span class="rt-commentedText nowrap"><span class="IPA nopopups noexcerpt" lang="en-fonipa"><a href="/wiki/Help:IPA/English" title="Help:IPA/English">/<span style="border-bottom:1px dotted"><span title="/ˌ/: secondary stress follows">ˌ</span><span title="&#39;p&#39; in &#39;pie&#39;">p</span><span title="/ɜːr/: &#39;ur&#39; in &#39;fur&#39;">ɜːr</span><span title="/aɪ/: &#39;i&#39; in &#39;tide&#39;">aɪ</span><span title="/ˈ/: primary stress follows">ˈ</span><span title="/ɒ/: &#39;o&#39; in &#39;body&#39;">ɒ</span><span title="&#39;d&#39; in &#39;dye&#39;">d</span><span title="/ɪ/: &#39;i&#39; in &#39;kit&#39;">ɪ</span><span title="&#39;k&#39; in &#39;kind&#39;">k</span></span>/</a></span></span> <a href="/wiki/Help:Pronunciation_respelling_key" title="Help:Pronunciation respelling key"><i title="English pronunciation respelling"><span style="font-size:90%">PUR</span>-eye-<span style="font-size:90%">OD</span>-ik</i></a>, and not as <span class="rt-commentedText nowrap"><span class="IPA nopopups noexcerpt" lang="en-fonipa"><a href="/wiki/Help:IPA/English" title="Help:IPA/English">/<span style="border-bottom:1px dotted"><span title="/ˌ/: secondary stress follows">ˌ</span><span title="&#39;p&#39; in &#39;pie&#39;">p</span><span title="/ɪər/: &#39;ear&#39; in &#39;near&#39;">ɪər</span><span title="/ɪ/: &#39;i&#39; in &#39;kit&#39;">ɪ</span></span>-/</a></span></span> <a href="/wiki/Help:Pronunciation_respelling_key" title="Help:Pronunciation respelling key"><i title="English pronunciation respelling"><span style="font-size:90%">PEER</span>-ee-</i></a>.</span> </li> <li id="cite_note-48"><span class="mw-cite-backlink"><b><a href="#cite_ref-48">^</a></b></span> <span class="reference-text">Crystal structures are illustrated at Web mineral: <a rel="nofollow" class="external text" href="http://webmineral.com/data/Gibbsite.shtml">Gibbsite</a>, <a rel="nofollow" class="external text" href="http://webmineral.com/data/Bayerite.shtml">Bayerite</a>, <a rel="nofollow" class="external text" href="http://webmineral.com/data/Nordstrandite.shtml">Norstrandite</a> and <a rel="nofollow" class="external text" href="http://webmineral.com/data/Doyleite.shtml">Doyleite</a></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=17" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239543626" /><div class="reflist reflist-columns references-column-width" style="column-width: 30em;"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFNeils,_T.L.;_Schaertel,_S._and_Silverstein,_T.P.2024" class="citation journal cs1">Neils, T.L.; Schaertel, S. and Silverstein, T.P. (2024). <a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fhlca.202400103">"The pKa of Water and the Fundamental Laws Describing Solution Equilibria: An Appeal for a Consistent Thermodynamic Pedagogy"</a>. <i>Helv. Chim. Acta</i>. <b>107</b> (11). <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fhlca.202400103">10.1002/hlca.202400103</a></span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Helv.+Chim.+Acta&amp;rft.atitle=The+pKa+of+Water+and+the+Fundamental+Laws+Describing+Solution+Equilibria%3A+An+Appeal+for+a+Consistent+Thermodynamic+Pedagogy&amp;rft.volume=107&amp;rft.issue=11&amp;rft.date=2024&amp;rft_id=info%3Adoi%2F10.1002%2Fhlca.202400103&amp;rft.au=Neils%2C+T.L.%3B+Schaertel%2C+S.+and+Silverstein%2C+T.P.&amp;rft_id=https%3A%2F%2Fdoi.org%2F10.1002%252Fhlca.202400103&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span><span class="cs1-maint citation-comment"><code class="cs1-code">{{<a href="/wiki/Template:Cite_journal" title="Template:Cite journal">cite journal</a>}}</code>: CS1 maint: multiple names: authors list (<a href="/wiki/Category:CS1_maint:_multiple_names:_authors_list" title="Category:CS1 maint: multiple names: authors list">link</a>)</span></span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFGeissler,_P._L.Dellago,_C.Chandler,_D.Hutter,_J.2001" class="citation journal cs1">Geissler, P. L.; <a href="/w/index.php?title=Christoph_Dellago&amp;action=edit&amp;redlink=1" class="new" title="Christoph Dellago (page does not exist)">Dellago, C.</a>; Chandler, D.; Hutter, J.; Parrinello, M. (2001). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20070625233942/http://gold.cchem.berkeley.edu:8080/Pubs/DC174.pdf">"Autoionization in liquid water"</a> <span class="cs1-format">(PDF)</span>. <i><a href="/wiki/Science_(journal)" title="Science (journal)">Science</a></i>. <b>291</b> (5511): <span class="nowrap">2121–</span>2124. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2001Sci...291.2121G">2001Sci...291.2121G</a>. <a href="/wiki/CiteSeerX_(identifier)" class="mw-redirect" title="CiteSeerX (identifier)">CiteSeerX</a>&#160;<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://citeseerx.ist.psu.edu/viewdoc/summary?doi=10.1.1.6.4964">10.1.1.6.4964</a></span>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1126%2Fscience.1056991">10.1126/science.1056991</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/11251111">11251111</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a>&#160;<a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:1081091">1081091</a>. Archived from <a rel="nofollow" class="external text" href="http://gold.cchem.berkeley.edu:8080/Pubs/DC174.pdf">the original</a> <span class="cs1-format">(PDF)</span> on 2007-06-25<span class="reference-accessdate">. Retrieved <span class="nowrap">2017-10-25</span></span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Science&amp;rft.atitle=Autoionization+in+liquid+water&amp;rft.volume=291&amp;rft.issue=5511&amp;rft.pages=%3Cspan+class%3D%22nowrap%22%3E2121-%3C%2Fspan%3E2124&amp;rft.date=2001&amp;rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A1081091%23id-name%3DS2CID&amp;rft_id=info%3Abibcode%2F2001Sci...291.2121G&amp;rft_id=https%3A%2F%2Fciteseerx.ist.psu.edu%2Fviewdoc%2Fsummary%3Fdoi%3D10.1.1.6.4964%23id-name%3DCiteSeerX&amp;rft_id=info%3Apmid%2F11251111&amp;rft_id=info%3Adoi%2F10.1126%2Fscience.1056991&amp;rft.au=Geissler%2C+P.+L.&amp;rft.au=Dellago%2C+C.&amp;rft.au=Chandler%2C+D.&amp;rft.au=Hutter%2C+J.&amp;rft.au=Parrinello%2C+M.&amp;rft_id=http%3A%2F%2Fgold.cchem.berkeley.edu%3A8080%2FPubs%2FDC174.pdf&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-ARF-6"><span class="mw-cite-backlink">^ <a href="#cite_ref-ARF_6-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ARF_6-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFKamal_Abu-DariKenneth_N._RaymondDerek_P._Freyberg1979" class="citation journal cs1">Kamal Abu-Dari; Kenneth N. Raymond; Derek P. Freyberg (1979). "The bihydroxide (<span class="chemf nowrap">H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">3</sub></span></span>O<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">2</sub></span></span></span>) anion. A very short, symmetric hydrogen bond". <i><a href="/wiki/J._Am._Chem._Soc." class="mw-redirect" title="J. Am. Chem. Soc.">J. Am. Chem. Soc.</a></i> <b>101</b> (13): <span class="nowrap">3688–</span>3689. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja00507a059">10.1021/ja00507a059</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=J.+Am.+Chem.+Soc.&amp;rft.atitle=The+bihydroxide+%28%3Cspan+class%3D%22chemf+nowrap%22%3EH%3Cspan+class%3D%22nowrap%22%3E%3Cspan+style%3D%22display%3Ainline-block%3Bmargin-bottom%3A-0.3em%3Bvertical-align%3A-0.4em%3Bline-height%3A1em%3Bfont-size%3A80%25%3Btext-align%3Aleft%22%3E%3Csup+style%3D%22font-size%3Ainherit%3Bline-height%3Ainherit%3Bvertical-align%3Abaseline%22%3E%3C%2Fsup%3E%3Cbr+%2F%3E%3Csub+style%3D%22font-size%3Ainherit%3Bline-height%3Ainherit%3Bvertical-align%3Abaseline%22%3E3%3C%2Fsub%3E%3C%2Fspan%3E%3C%2Fspan%3EO%3Cspan+class%3D%22nowrap%22%3E%3Cspan+style%3D%22display%3Ainline-block%3Bmargin-bottom%3A-0.3em%3Bvertical-align%3A-0.4em%3Bline-height%3A1em%3Bfont-size%3A80%25%3Btext-align%3Aleft%22%3E%3Csup+style%3D%22font-size%3Ainherit%3Bline-height%3Ainherit%3Bvertical-align%3Abaseline%22%3E%E2%88%92%3C%2Fsup%3E%3Cbr+%2F%3E%3Csub+style%3D%22font-size%3Ainherit%3Bline-height%3Ainherit%3Bvertical-align%3Abaseline%22%3E2%3C%2Fsub%3E%3C%2Fspan%3E%3C%2Fspan%3E%3C%2Fspan%3E%29+anion.+A+very+short%2C+symmetric+hydrogen+bond&amp;rft.volume=101&amp;rft.issue=13&amp;rft.pages=%3Cspan+class%3D%22nowrap%22%3E3688-%3C%2Fspan%3E3689&amp;rft.date=1979&amp;rft_id=info%3Adoi%2F10.1021%2Fja00507a059&amp;rft.au=Kamal+Abu-Dari&amp;rft.au=Kenneth+N.+Raymond&amp;rft.au=Derek+P.+Freyberg&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-7"><span class="mw-cite-backlink"><b><a href="#cite_ref-7">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFMarxChandra,_ATuckerman,_M.E.2010" class="citation journal cs1">Marx, D.; Chandra, A; Tuckerman, M.E. (2010). "Aqueous Basic Solutions: Hydroxide Solvation, Structural Diffusion, and Comparison to the Hydrated Proton". <i>Chem. Rev</i>. <b>110</b> (4): <span class="nowrap">2174–</span>2216. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fcr900233f">10.1021/cr900233f</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a>&#160;<a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/20170203">20170203</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=Chem.+Rev.&amp;rft.atitle=Aqueous+Basic+Solutions%3A+Hydroxide+Solvation%2C+Structural+Diffusion%2C+and+Comparison+to+the+Hydrated+Proton&amp;rft.volume=110&amp;rft.issue=4&amp;rft.pages=%3Cspan+class%3D%22nowrap%22%3E2174-%3C%2Fspan%3E2216&amp;rft.date=2010&amp;rft_id=info%3Adoi%2F10.1021%2Fcr900233f&amp;rft_id=info%3Apmid%2F20170203&amp;rft.aulast=Marx&amp;rft.aufirst=D.&amp;rft.au=Chandra%2C+A&amp;rft.au=Tuckerman%2C+M.E.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-9">^</a></b></span> <span class="reference-text">Greenwood, p.&#160;1168</span> </li> <li id="cite_note-scdb-10"><span class="mw-cite-backlink">^ <a href="#cite_ref-scdb_10-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-scdb_10-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.acadsoft.co.uk/scdbase/scdbase.htm">IUPAC SC-Database</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20170619235720/http://www.acadsoft.co.uk/scdbase/scdbase.htm">Archived</a> 2017-06-19 at the <a href="/wiki/Wayback_Machine" title="Wayback Machine">Wayback Machine</a> A comprehensive database of published data on equilibrium constants of metal complexes and ligands</span> </li> <li id="cite_note-nakamoto-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-nakamoto_11-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFNakamoto1997" class="citation book cs1">Nakamoto, K. (1997). <i>Infrared and Raman spectra of Inorganic and Coordination compounds</i>. Part A (5th&#160;ed.). Wiley. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-471-16394-7" title="Special:BookSources/978-0-471-16394-7"><bdi>978-0-471-16394-7</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Infrared+and+Raman+spectra+of+Inorganic+and+Coordination+compounds&amp;rft.series=Part+A&amp;rft.edition=5th&amp;rft.pub=Wiley&amp;rft.date=1997&amp;rft.isbn=978-0-471-16394-7&amp;rft.aulast=Nakamoto&amp;rft.aufirst=K.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-12">^</a></b></span> <span class="reference-text">Nakamoto, Part B, p.&#160;57</span> </li> <li id="cite_note-13"><span class="mw-cite-backlink"><b><a href="#cite_ref-13">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFAdams1967" class="citation book cs1">Adams, D.M. (1967). <i>Metal–Ligand and Related Vibrations</i>. London: Edward Arnold.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Metal%E2%80%93Ligand+and+Related+Vibrations&amp;rft.place=London&amp;rft.pub=Edward+Arnold&amp;rft.date=1967&amp;rft.aulast=Adams&amp;rft.aufirst=D.M.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span> Chapter 5.</span> </li> <li id="cite_note-Ullmann-14"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ullmann_14-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFCetin_Kurt,_Jürgen_Bittner" class="citation encyclopaedia cs1">Cetin Kurt, Jürgen Bittner. "Sodium Hydroxide". <i><a href="/wiki/Ullmann%27s_Encyclopedia_of_Industrial_Chemistry" title="Ullmann&#39;s Encyclopedia of Industrial Chemistry">Ullmann's Encyclopedia of Industrial Chemistry</a></i>. Weinheim: Wiley-VCH. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F14356007.a24_345.pub2">10.1002/14356007.a24_345.pub2</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-3-527-30673-2" title="Special:BookSources/978-3-527-30673-2"><bdi>978-3-527-30673-2</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Sodium+Hydroxide&amp;rft.btitle=Ullmann%27s+Encyclopedia+of+Industrial+Chemistry&amp;rft.place=Weinheim&amp;rft.pub=Wiley-VCH&amp;rft_id=info%3Adoi%2F10.1002%2F14356007.a24_345.pub2&amp;rft.isbn=978-3-527-30673-2&amp;rft.au=Cetin+Kurt%2C+J%C3%BCrgen+Bittner&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-15"><span class="mw-cite-backlink"><b><a href="#cite_ref-15">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFEmsley2001" class="citation book cs1">Emsley, John (2001). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=j-Xu07p3cKwC&amp;pg=PA24">"Aluminium"</a>. <a rel="nofollow" class="external text" href="https://archive.org/details/naturesbuildingb0000emsl/page/24"><i>Nature's Building Blocks: An A–Z Guide to the Elements</i></a>. Oxford, UK: Oxford University Press. p.&#160;<a rel="nofollow" class="external text" href="https://archive.org/details/naturesbuildingb0000emsl/page/24">24</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-19-850340-8" title="Special:BookSources/978-0-19-850340-8"><bdi>978-0-19-850340-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Aluminium&amp;rft.btitle=Nature%27s+Building+Blocks%3A+An+A%E2%80%93Z+Guide+to+the+Elements&amp;rft.place=Oxford%2C+UK&amp;rft.pages=24&amp;rft.pub=Oxford+University+Press&amp;rft.date=2001&amp;rft.isbn=978-0-19-850340-8&amp;rft.aulast=Emsley&amp;rft.aufirst=John&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dj-Xu07p3cKwC%26pg%3DPA24&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-16"><span class="mw-cite-backlink"><b><a href="#cite_ref-16">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFEmsley2001" class="citation book cs1">Emsley, John (2001). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=j-Xu07p3cKwC&amp;pg=PA209">"Aluminium"</a>. <a rel="nofollow" class="external text" href="https://archive.org/details/naturesbuildingb0000emsl/page/209"><i>Nature's Building Blocks: An A–Z Guide to the Elements</i></a>. Oxford, UK: Oxford University Press. p.&#160;<a rel="nofollow" class="external text" href="https://archive.org/details/naturesbuildingb0000emsl/page/209">209</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-19-850340-8" title="Special:BookSources/978-0-19-850340-8"><bdi>978-0-19-850340-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=bookitem&amp;rft.atitle=Aluminium&amp;rft.btitle=Nature%27s+Building+Blocks%3A+An+A%E2%80%93Z+Guide+to+the+Elements&amp;rft.place=Oxford%2C+UK&amp;rft.pages=209&amp;rft.pub=Oxford+University+Press&amp;rft.date=2001&amp;rft.isbn=978-0-19-850340-8&amp;rft.aulast=Emsley&amp;rft.aufirst=John&amp;rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3Dj-Xu07p3cKwC%26pg%3DPA209&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> <li id="cite_note-17"><span class="mw-cite-backlink"><b><a href="#cite_ref-17">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFJaunsen1989" class="citation journal cs1 cs1-prop-long-vol cs1-prop-unfit">Jaunsen, JR (1989). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20090824104846/http://archive.rubicon-foundation.org/4998">"The Behavior and Capabilities of Lithium Hydroxide Carbon Dioxide Scrubbers in a Deep Sea Environment"</a>. <i>US Naval Academy Technical Report</i>. 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Dulski <a rel="nofollow" class="external text" href="https://books.google.com/books?id=ViOMjoLKB1gC&amp;pg=PA100">A manual for the chemical analysis of metals</a>, ASTM International, 1996, <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/0-8031-2066-4" title="Special:BookSources/0-8031-2066-4">0-8031-2066-4</a> p.&#160;100</span> </li> <li id="cite_note-21"><span class="mw-cite-backlink"><b><a href="#cite_ref-21">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFAlderighiDominguez,_S.Gans,_P.Midollini,_S.2009" class="citation journal cs1">Alderighi, L; Dominguez, S.; Gans, P.; Midollini, S.; Sabatini, A.; Vacca, A. (2009). "Beryllium binding to adenosine 5'-phosphates in aqueous solution at 25°C". <i>J. Coord. 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House <a rel="nofollow" class="external text" href="https://books.google.com/books?id=ocKWuxOur-kC&amp;pg=PA764">Inorganic chemistry</a>, Academic Press, 2008, <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/0-12-356786-6" title="Special:BookSources/0-12-356786-6">0-12-356786-6</a>, p.&#160;764</span> </li> <li id="cite_note-26"><span class="mw-cite-backlink"><b><a href="#cite_ref-26">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFBöhmAntipovaKuthan1997" class="citation journal cs1">Böhm, Stanislav; Antipova, Diana; Kuthan, Josef (1997). 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Iler, <i>The Chemistry of Silica</i>, Wiley, New York, 1979 <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/0-471-02404-X" title="Special:BookSources/0-471-02404-X">0-471-02404-X</a></span> </li> <li id="cite_note-30"><span class="mw-cite-backlink"><b><a href="#cite_ref-30">^</a></b></span> <span class="reference-text">Greenwood, p.&#160;384</span> </li> <li id="cite_note-31"><span class="mw-cite-backlink"><b><a href="#cite_ref-31">^</a></b></span> <span class="reference-text">Greenwood, pp.&#160;383–384</span> </li> <li id="cite_note-32"><span class="mw-cite-backlink"><b><a href="#cite_ref-32">^</a></b></span> <span class="reference-text">Greenwood, p.&#160;395</span> </li> <li id="cite_note-33"><span class="mw-cite-backlink"><b><a href="#cite_ref-33">^</a></b></span> <span class="reference-text">Greenwood, p.&#160;705</span> </li> <li id="cite_note-34"><span class="mw-cite-backlink"><b><a href="#cite_ref-34">^</a></b></span> <span class="reference-text">Greenwood, p.&#160;781</span> </li> <li id="cite_note-36"><span class="mw-cite-backlink"><b><a href="#cite_ref-36">^</a></b></span> <span class="reference-text">Greenwood, pp.&#160;873–874</span> </li> <li id="cite_note-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-37">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFM._N._SokolovE._V._ChubarovaK._A._KovalenkoI._V._Mironov2005" class="citation journal cs1">M. 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Educ.</a></i> <b>85</b> (1): 83. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2008JChEd..85...83M">2008JChEd..85...83M</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fed085p83">10.1021/ed085p83</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&amp;rft.genre=article&amp;rft.jtitle=J.+Chem.+Educ.&amp;rft.atitle=Six+Pillars+of+Organic+Chemistry&amp;rft.volume=85&amp;rft.issue=1&amp;rft.pages=83&amp;rft.date=2008&amp;rft_id=info%3Adoi%2F10.1021%2Fed085p83&amp;rft_id=info%3Abibcode%2F2008JChEd..85...83M&amp;rft.aulast=Mullins&amp;rft.aufirst=J.+J.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span><a rel="nofollow" class="external text" href="http://bastoslab.com/2010/wp-content/uploads/2010/09/ed085p83.pdf">pdf</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110707213623/http://bastoslab.com/2010/wp-content/uploads/2010/09/ed085p83.pdf">Archived</a> 2011-07-07 at the <a href="/wiki/Wayback_Machine" title="Wayback Machine">Wayback Machine</a></span> </li> <li id="cite_note-Hardinger-58"><span class="mw-cite-backlink"><b><a href="#cite_ref-Hardinger_58-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFHardinger2017" class="citation web cs1">Hardinger, Steven A. (2017). <a rel="nofollow" class="external text" href="http://www.chem.ucla.edu/~harding/IGOC/S/saponification.html">"Illustrated Glossary of Organic Chemistry: Saponification"</a>. <a href="/wiki/UCLA_College_of_Letters_and_Science" title="UCLA College of Letters and Science">Department of Chemistry &amp; Biochemistry, UCLA</a><span class="reference-accessdate">. Retrieved <span class="nowrap">April 10,</span> 2023</span>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=unknown&amp;rft.btitle=Illustrated+Glossary+of+Organic+Chemistry%3A+Saponification&amp;rft.pub=Department+of+Chemistry+%26+Biochemistry%2C+UCLA&amp;rft.date=2017&amp;rft.aulast=Hardinger&amp;rft.aufirst=Steven+A.&amp;rft_id=http%3A%2F%2Fwww.chem.ucla.edu%2F~harding%2FIGOC%2FS%2Fsaponification.html&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="Bibliography">Bibliography</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Hydroxide&amp;action=edit&amp;section=18" title="Edit section: Bibliography"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFHollemanWibergWiberg2001" class="citation book cs1">Holleman, A.F.; Wiberg, E.; Wiberg, N. (2001). <i>Inorganic Chemistry</i>. Academic press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-12-352651-9" title="Special:BookSources/978-0-12-352651-9"><bdi>978-0-12-352651-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Inorganic+Chemistry&amp;rft.pub=Academic+press&amp;rft.date=2001&amp;rft.isbn=978-0-12-352651-9&amp;rft.aulast=Holleman&amp;rft.aufirst=A.F.&amp;rft.au=Wiberg%2C+E.&amp;rft.au=Wiberg%2C+N.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFHousecroftSharpe2008" class="citation book cs1">Housecroft, C. E.; Sharpe, A. G. (2008). <i>Inorganic Chemistry</i> (3rd&#160;ed.). Prentice Hall. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-13-175553-6" title="Special:BookSources/978-0-13-175553-6"><bdi>978-0-13-175553-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Inorganic+Chemistry&amp;rft.edition=3rd&amp;rft.pub=Prentice+Hall&amp;rft.date=2008&amp;rft.isbn=978-0-13-175553-6&amp;rft.aulast=Housecroft&amp;rft.aufirst=C.+E.&amp;rft.au=Sharpe%2C+A.+G.&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFGreenwoodEarnshaw1997" class="citation book cs1"><a href="/wiki/Norman_Greenwood" title="Norman Greenwood">Greenwood, Norman N.</a>; Earnshaw, Alan (1997). <i>Chemistry of the Elements</i> (2nd&#160;ed.). <a href="/wiki/Butterworth-Heinemann" title="Butterworth-Heinemann">Butterworth-Heinemann</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-08-037941-8" title="Special:BookSources/978-0-08-037941-8"><bdi>978-0-08-037941-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Chemistry+of+the+Elements&amp;rft.edition=2nd&amp;rft.pub=Butterworth-Heinemann&amp;rft.date=1997&amp;rft.isbn=978-0-08-037941-8&amp;rft.aulast=Greenwood&amp;rft.aufirst=Norman+N.&amp;rft.au=Earnshaw%2C+Alan&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFShriverAtkins1999" class="citation book cs1">Shriver, D.F; Atkins, P.W (1999). <i>Inorganic Chemistry</i> (3rd&#160;ed.). Oxford: Oxford University Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-19-850330-9" title="Special:BookSources/978-0-19-850330-9"><bdi>978-0-19-850330-9</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Inorganic+Chemistry&amp;rft.place=Oxford&amp;rft.edition=3rd&amp;rft.pub=Oxford+University+Press&amp;rft.date=1999&amp;rft.isbn=978-0-19-850330-9&amp;rft.aulast=Shriver&amp;rft.aufirst=D.F&amp;rft.au=Atkins%2C+P.W&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222" /><cite id="CITEREFWells1962" class="citation book cs1">Wells, A.F (1962). <i>Structural Inorganic Chemistry</i> (3rd.&#160;ed.). Oxford: Clarendon Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a>&#160;<a href="/wiki/Special:BookSources/978-0-19-855125-6" title="Special:BookSources/978-0-19-855125-6"><bdi>978-0-19-855125-6</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&amp;rft.genre=book&amp;rft.btitle=Structural+Inorganic+Chemistry&amp;rft.place=Oxford&amp;rft.edition=3rd.&amp;rft.pub=Clarendon+Press&amp;rft.date=1962&amp;rft.isbn=978-0-19-855125-6&amp;rft.aulast=Wells&amp;rft.aufirst=A.F&amp;rfr_id=info%3Asid%2Fen.wikipedia.org%3AHydroxide" class="Z3988"></span></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output 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href="/wiki/Template:Hydroxides" title="Template:Hydroxides"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Hydroxides" title="Template talk:Hydroxides"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Hydroxides" title="Special:EditPage/Template:Hydroxides"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Hydroxides88" style="font-size:114%;margin:0 4em"><a class="mw-selflink selflink">Hydroxides</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;border-width:0;"><div style="padding:0"><div class="mw-collapsible-content" style="overflow-x:auto"> <table class="center"> <tbody><tr style="background-color:mistyrose"> <td><a href="/wiki/Properties_of_water" title="Properties of water">HOH</a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td style="background-color:white;color:inherit;border:none" colspan="11" rowspan="3"> </td> <td style="background-color:white;color:inherit;border:none" colspan="5"> </td> <td>He </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Lithium_hydroxide" title="Lithium hydroxide">LiOH</a> </td> <td><a href="/wiki/Beryllium_hydroxide" title="Beryllium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Be(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Boric_acid" title="Boric acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">B(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Orthocarbonic_acid" title="Orthocarbonic acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">C(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/w/index.php?title=Azorous_acid&amp;action=edit&amp;redlink=1" class="new" title="Azorous acid (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">N(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Ammonium_hydroxide" class="mw-redirect" title="Ammonium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">&#91;NH<sub class="template-chem2-sub">4</sub>]<sup class="template-chem2-sup">+</sup>OH<sup class="template-chem2-sup">−</sup></span></a> </td> <td><a href="/wiki/Trioxidane" title="Trioxidane"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">O(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Hypofluorous_acid" title="Hypofluorous acid">FOH</a> </td> <td>Ne </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Sodium_hydroxide" title="Sodium hydroxide">NaOH</a> </td> <td><a href="/wiki/Magnesium_hydroxide" title="Magnesium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Mg(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Aluminium_hydroxide" title="Aluminium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Al(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Orthosilicic_acid" title="Orthosilicic acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Si(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/wiki/Phosphorous_acid" title="Phosphorous acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">P(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Sulfur_dihydroxide" class="mw-redirect" title="Sulfur dihydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">S(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Hypochlorous_acid" title="Hypochlorous acid">ClOH</a> </td> <td>Ar </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Potassium_hydroxide" title="Potassium hydroxide">KOH</a> </td> <td><a href="/wiki/Calcium_hydroxide" title="Calcium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ca(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td><a href="/wiki/Scandium(III)_hydroxide" title="Scandium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sc(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Titanium(II)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Titanium(II) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ti(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Titanium(III)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Titanium(III) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ti(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Titanium(IV)_hydroxide" class="mw-redirect" title="Titanium(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ti(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/w/index.php?title=Vanadium(II)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Vanadium(II) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">V(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Vanadium(III)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Vanadium(III) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">V(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Chromium(II)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Chromium(II) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cr(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Chromium(III)_hydroxide" title="Chromium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cr(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Manganese(II)_hydroxide" title="Manganese(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Mn(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Iron(II)_hydroxide" title="Iron(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Fe(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Iron(III)_hydroxide" class="mw-redirect" title="Iron(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Fe(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Cobalt(II)_hydroxide" title="Cobalt(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Co(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Nickel(II)_hydroxide" title="Nickel(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ni(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Copper(I)_hydroxide" title="Copper(I) hydroxide">CuOH</a><br /><a href="/wiki/Copper(II)_hydroxide" title="Copper(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cu(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Zinc_hydroxide" title="Zinc hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Zn(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Gallium(III)_hydroxide" title="Gallium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ga(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Germanium(II)_hydroxide" title="Germanium(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ge(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Arsenous_acid" title="Arsenous acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">As(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Se </td> <td><a href="/wiki/Hypobromous_acid" title="Hypobromous acid">BrOH</a> </td> <td>Kr </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Rubidium_hydroxide" title="Rubidium hydroxide">RbOH</a> </td> <td><a href="/wiki/Strontium_hydroxide" title="Strontium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sr(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none"> </td> <td><a href="/wiki/Yttrium_hydroxide" title="Yttrium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Y(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Zirconium(IV)_hydroxide" title="Zirconium(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Zr(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td>Nb </td> <td>Mo </td> <td><a href="/wiki/Technetium(IV)_hydroxide" class="mw-redirect" title="Technetium(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Tc(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td>Ru </td> <td><a href="/wiki/Rhodium(III)_hydroxide" title="Rhodium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Rh(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Pd </td> <td><a href="/wiki/Silver_hydroxide" class="mw-redirect" title="Silver hydroxide">AgOH</a> </td> <td><a href="/wiki/Cadmium_hydroxide" title="Cadmium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cd(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Indium(III)_hydroxide" title="Indium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">In(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Tin(II)_hydroxide" title="Tin(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sn(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Tin(IV)_hydroxide" class="mw-redirect" title="Tin(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sn(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/w/index.php?title=Antimonous_acid&amp;action=edit&amp;redlink=1" class="new" title="Antimonous acid (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sb(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Telluric_acid" title="Telluric acid"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Te(OH)<sub class="template-chem2-sub">6</sub></span></a> </td> <td><a href="/wiki/Hypoiodous_acid" title="Hypoiodous acid">IOH</a> </td> <td>Xe </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Caesium_hydroxide" title="Caesium hydroxide">CsOH</a> </td> <td><a href="/wiki/Barium_hydroxide" title="Barium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ba(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none">* </td> <td><a href="/wiki/Lutetium(III)_hydroxide" title="Lutetium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Lu(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Hf </td> <td>Ta </td> <td>W </td> <td>Re </td> <td>Os </td> <td>Ir </td> <td>Pt </td> <td><a href="/wiki/Gold(III)_hydroxide" title="Gold(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Au(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Mercury(II)_hydroxide" title="Mercury(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Hg(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Thallium(I)_hydroxide" title="Thallium(I) hydroxide">TlOH</a><br /><a href="/wiki/Thallium(III)_hydroxide" title="Thallium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Tl(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Lead(II)_hydroxide" title="Lead(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pb(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Lead(IV)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Lead(IV) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pb(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/wiki/Bismuth_hydroxide" title="Bismuth hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Bi(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Po </td> <td>At </td> <td>Rn </td></tr> <tr style="background-color:mistyrose;color:black;"> <td><a href="/wiki/Francium_hydroxide" title="Francium hydroxide">FrOH</a> </td> <td><a href="/wiki/Radium_hydroxide" title="Radium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ra(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;color:inherit;border:none">** </td> <td>Lr </td> <td>Rf </td> <td>Db </td> <td>Sg </td> <td>Bh </td> <td>Hs </td> <td>Mt </td> <td>Ds </td> <td>Rg </td> <td>Cn </td> <td>Nh </td> <td>Fl </td> <td>Mc </td> <td>Lv </td> <td>Ts </td> <td>Og </td></tr> <tr> <td style="background-color:white;color:inherit;border:none" colspan="2" rowspan="3"> </td> <td style="background-color:white;color:inherit;border:none" colspan="20">&#160; </td></tr> <tr style="background-color:mistyrose;color:black;"> <td style="background-color:white;color:inherit;border:none">* </td> <td><a href="/wiki/Lanthanum_hydroxide" title="Lanthanum hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">La(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Cerium(III)_hydroxide" title="Cerium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ce(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Cerium(IV)_hydroxide" title="Cerium(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ce(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/wiki/Praseodymium(III)_hydroxide" title="Praseodymium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pr(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Neodymium(III)_hydroxide" title="Neodymium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Nd(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Promethium(III)_hydroxide" title="Promethium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pm(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Samarium(III)_hydroxide" title="Samarium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Sm(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Europium(II)_hydroxide" title="Europium(II) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Eu(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Europium(III)_hydroxide" title="Europium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Eu(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Gadolinium(III)_hydroxide" title="Gadolinium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Gd(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Terbium(III)_hydroxide" title="Terbium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Tb(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Dysprosium(III)_hydroxide" title="Dysprosium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Dy(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Holmium(III)_hydroxide" title="Holmium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ho(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Erbium(III)_hydroxide" title="Erbium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Er(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Thulium(III)_hydroxide" title="Thulium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Tm(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Ytterbium(III)_hydroxide" title="Ytterbium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Yb(OH)<sub class="template-chem2-sub">3</sub></span></a> </td></tr> <tr style="background-color:mistyrose;color:black;"> <td style="background-color:white;color:inherit;border:none">** </td> <td><a href="/wiki/Actinium(III)_hydroxide" title="Actinium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Ac(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Thorium(IV)_hydroxide" title="Thorium(IV) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Th(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td>Pa </td> <td><a href="/w/index.php?title=Uranium(II)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Uranium(II) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">U(OH)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Uranium(III)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Uranium(III) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">U(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Uranyl_hydroxide" title="Uranyl hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">UO<sub class="template-chem2-sub">2</sub>(OH)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Neptunium(III)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Neptunium(III) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Np(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/w/index.php?title=Neptunium(IV)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Neptunium(IV) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Np(OH)<sub class="template-chem2-sub">4</sub></span></a><br /><a href="/wiki/Neptunium(VII)_oxide-hydroxide" title="Neptunium(VII) oxide-hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">NpO<sub class="template-chem2-sub">2</sub>(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Plutonium(III)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Plutonium(III) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pu(OH)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/w/index.php?title=Plutonium(IV)_hydroxide&amp;action=edit&amp;redlink=1" class="new" title="Plutonium(IV) hydroxide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Pu(OH)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/wiki/Americium(III)_hydroxide" title="Americium(III) hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Am(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Curium_hydroxide" class="mw-redirect" title="Curium hydroxide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410" /><span class="chemf nowrap">Cm(OH)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Bk </td> <td>Cf </td> <td>Es </td> <td>Fm </td> <td>Md </td> <td>No </td></tr></tbody></table></div> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374" /><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235" /></div><div role="navigation" class="navbox authority-control" aria-label="Navbox711" style="padding:3px"><table class="nowraplinks hlist navbox-inner" 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