CINXE.COM

<!DOCTYPE html> <html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-sticky-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-toc-available" lang="en" dir="ltr"> <head> <meta charset="UTF-8"> <title>Bouveault–Blanc reduction - Wikipedia</title> <script>(function(){var className="client-js vector-feature-language-in-header-enabled vector-feature-language-in-main-page-header-disabled vector-feature-sticky-header-disabled vector-feature-page-tools-pinned-disabled vector-feature-toc-pinned-clientpref-1 vector-feature-main-menu-pinned-disabled vector-feature-limited-width-clientpref-1 vector-feature-limited-width-content-enabled vector-feature-custom-font-size-clientpref-1 vector-feature-appearance-pinned-clientpref-1 vector-feature-night-mode-enabled skin-theme-clientpref-day vector-toc-available";var cookie=document.cookie.match(/(?:^|; )enwikimwclientpreferences=([^;]+)/);if(cookie){cookie[1].split('%2C').forEach(function(pref){className=className.replace(new RegExp('(^| )'+pref.replace(/-clientpref-\w+$|[^\w-]+/g,'')+'-clientpref-\\w+( |$)'),'$1'+pref+'$2');});}document.documentElement.className=className;}());RLCONF={"wgBreakFrames":false,"wgSeparatorTransformTable":["",""],"wgDigitTransformTable":["",""],"wgDefaultDateFormat":"dmy", "wgMonthNames":["","January","February","March","April","May","June","July","August","September","October","November","December"],"wgRequestId":"54b68568-bd63-418c-8219-71bea5717b7b","wgCanonicalNamespace":"","wgCanonicalSpecialPageName":false,"wgNamespaceNumber":0,"wgPageName":"Bouveault–Blanc_reduction","wgTitle":"Bouveault–Blanc reduction","wgCurRevisionId":1229505999,"wgRevisionId":1229505999,"wgArticleId":2263974,"wgIsArticle":true,"wgIsRedirect":false,"wgAction":"view","wgUserName":null,"wgUserGroups":["*"],"wgCategories":["CS1 French-language sources (fr)","All articles with unsourced statements","Articles with unsourced statements from April 2024","Organic redox reactions","Free radical reactions","Name reactions"],"wgPageViewLanguage":"en","wgPageContentLanguage":"en","wgPageContentModel":"wikitext","wgRelevantPageName":"Bouveault–Blanc_reduction","wgRelevantArticleId":2263974,"wgIsProbablyEditable":true,"wgRelevantPageIsProbablyEditable":true,"wgRestrictionEdit":[], "wgRestrictionMove":[],"wgNoticeProject":"wikipedia","wgCiteReferencePreviewsActive":false,"wgFlaggedRevsParams":{"tags":{"status":{"levels":1}}},"wgMediaViewerOnClick":true,"wgMediaViewerEnabledByDefault":true,"wgPopupsFlags":0,"wgVisualEditor":{"pageLanguageCode":"en","pageLanguageDir":"ltr","pageVariantFallbacks":"en"},"wgMFDisplayWikibaseDescriptions":{"search":true,"watchlist":true,"tagline":false,"nearby":true},"wgWMESchemaEditAttemptStepOversample":false,"wgWMEPageLength":8000,"wgRelatedArticlesCompat":[],"wgCentralAuthMobileDomain":false,"wgEditSubmitButtonLabelPublish":true,"wgULSPosition":"interlanguage","wgULSisCompactLinksEnabled":false,"wgVector2022LanguageInHeader":true,"wgULSisLanguageSelectorEmpty":false,"wgWikibaseItemId":"Q895315","wgCheckUserClientHintsHeadersJsApi":["architecture","bitness","brands","fullVersionList","mobile","model","platform","platformVersion"],"GEHomepageSuggestedEditsEnableTopics":true,"wgGETopicsMatchModeEnabled":false, "wgGEStructuredTaskRejectionReasonTextInputEnabled":false,"wgGELevelingUpEnabledForUser":false};RLSTATE={"ext.globalCssJs.user.styles":"ready","site.styles":"ready","user.styles":"ready","ext.globalCssJs.user":"ready","user":"ready","user.options":"loading","ext.cite.styles":"ready","skins.vector.search.codex.styles":"ready","skins.vector.styles":"ready","skins.vector.icons":"ready","jquery.makeCollapsible.styles":"ready","ext.wikimediamessages.styles":"ready","ext.visualEditor.desktopArticleTarget.noscript":"ready","ext.uls.interlanguage":"ready","wikibase.client.init":"ready","ext.wikimediaBadges":"ready"};RLPAGEMODULES=["ext.cite.ux-enhancements","site","mediawiki.page.ready","jquery.makeCollapsible","mediawiki.toc","skins.vector.js","ext.centralNotice.geoIP","ext.centralNotice.startUp","ext.gadget.ReferenceTooltips","ext.gadget.switcher","ext.urlShortener.toolbar","ext.centralauth.centralautologin","mmv.bootstrap","ext.popups","ext.visualEditor.desktopArticleTarget.init", "ext.visualEditor.targetLoader","ext.echo.centralauth","ext.eventLogging","ext.wikimediaEvents","ext.navigationTiming","ext.uls.interface","ext.cx.eventlogging.campaigns","ext.cx.uls.quick.actions","wikibase.client.vector-2022","ext.checkUser.clientHints","ext.growthExperiments.SuggestedEditSession","wikibase.sidebar.tracking"];</script> <script>(RLQ=window.RLQ||[]).push(function(){mw.loader.impl(function(){return["user.options@12s5i",function($,jQuery,require,module){mw.user.tokens.set({"patrolToken":"+\\","watchToken":"+\\","csrfToken":"+\\"}); }];});});</script> <link rel="stylesheet" href="/w/load.php?lang=en&modules=ext.cite.styles%7Cext.uls.interlanguage%7Cext.visualEditor.desktopArticleTarget.noscript%7Cext.wikimediaBadges%7Cext.wikimediamessages.styles%7Cjquery.makeCollapsible.styles%7Cskins.vector.icons%2Cstyles%7Cskins.vector.search.codex.styles%7Cwikibase.client.init&only=styles&skin=vector-2022"> <script async="" src="/w/load.php?lang=en&modules=startup&only=scripts&raw=1&skin=vector-2022"></script> <meta name="ResourceLoaderDynamicStyles" content=""> <link rel="stylesheet" href="/w/load.php?lang=en&modules=site.styles&only=styles&skin=vector-2022"> <meta name="generator" content="MediaWiki 1.44.0-wmf.3"> <meta name="referrer" content="origin"> <meta name="referrer" content="origin-when-cross-origin"> <meta name="robots" content="max-image-preview:standard"> <meta name="format-detection" content="telephone=no"> <meta name="viewport" content="width=1120"> <meta property="og:title" content="Bouveault–Blanc reduction - Wikipedia"> <meta property="og:type" content="website"> <link rel="preconnect" href="//upload.wikimedia.org"> <link rel="alternate" media="only screen and (max-width: 640px)" href="//en.m.wikipedia.org/wiki/Bouveault%E2%80%93Blanc_reduction"> <link rel="alternate" type="application/x-wiki" title="Edit this page" href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit"> <link rel="apple-touch-icon" href="/static/apple-touch/wikipedia.png"> <link rel="icon" href="/static/favicon/wikipedia.ico"> <link rel="search" type="application/opensearchdescription+xml" href="/w/rest.php/v1/search" title="Wikipedia (en)"> <link rel="EditURI" type="application/rsd+xml" href="//en.wikipedia.org/w/api.php?action=rsd"> <link rel="canonical" href="https://en.wikipedia.org/wiki/Bouveault%E2%80%93Blanc_reduction"> <link rel="license" href="https://creativecommons.org/licenses/by-sa/4.0/deed.en"> <link rel="alternate" type="application/atom+xml" title="Wikipedia Atom feed" href="/w/index.php?title=Special:RecentChanges&feed=atom"> <link rel="dns-prefetch" href="//meta.wikimedia.org" /> <link rel="dns-prefetch" href="//login.wikimedia.org"> </head> <body class="skin--responsive skin-vector skin-vector-search-vue mediawiki ltr sitedir-ltr mw-hide-empty-elt ns-0 ns-subject mw-editable page-Bouveault–Blanc_reduction rootpage-Bouveault–Blanc_reduction skin-vector-2022 action-view"><a class="mw-jump-link" href="#bodyContent">Jump to content</a> <div class="vector-header-container"> <header class="vector-header mw-header"> <div class="vector-header-start"> <nav class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-dropdown" class="vector-dropdown vector-main-menu-dropdown vector-button-flush-left vector-button-flush-right" > <input type="checkbox" id="vector-main-menu-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-main-menu-dropdown" class="vector-dropdown-checkbox " aria-label="Main menu" > <label id="vector-main-menu-dropdown-label" for="vector-main-menu-dropdown-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-menu mw-ui-icon-wikimedia-menu"></span> <span class="vector-dropdown-label-text">Main menu</span> </label> <div class="vector-dropdown-content"> <div id="vector-main-menu-unpinned-container" class="vector-unpinned-container"> <div id="vector-main-menu" class="vector-main-menu vector-pinnable-element"> <div class="vector-pinnable-header vector-main-menu-pinnable-header vector-pinnable-header-unpinned" data-feature-name="main-menu-pinned" data-pinnable-element-id="vector-main-menu" data-pinned-container-id="vector-main-menu-pinned-container" data-unpinned-container-id="vector-main-menu-unpinned-container" > <div class="vector-pinnable-header-label">Main menu</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-main-menu.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-main-menu.unpin">hide</button> </div> <div id="p-navigation" class="vector-menu mw-portlet mw-portlet-navigation" > <div class="vector-menu-heading"> Navigation </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-mainpage-description" class="mw-list-item"><a href="/wiki/Main_Page" title="Visit the main page [z]" accesskey="z"><span>Main page</span></a></li><li id="n-contents" class="mw-list-item"><a href="/wiki/Wikipedia:Contents" title="Guides to browsing Wikipedia"><span>Contents</span></a></li><li id="n-currentevents" class="mw-list-item"><a href="/wiki/Portal:Current_events" title="Articles related to current events"><span>Current events</span></a></li><li id="n-randompage" class="mw-list-item"><a href="/wiki/Special:Random" title="Visit a randomly selected article [x]" accesskey="x"><span>Random article</span></a></li><li id="n-aboutsite" class="mw-list-item"><a href="/wiki/Wikipedia:About" title="Learn about Wikipedia and how it works"><span>About Wikipedia</span></a></li><li id="n-contactpage" class="mw-list-item"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us" title="How to contact Wikipedia"><span>Contact us</span></a></li> </ul> </div> </div> <div id="p-interaction" class="vector-menu mw-portlet mw-portlet-interaction" > <div class="vector-menu-heading"> Contribute </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-help" class="mw-list-item"><a href="/wiki/Help:Contents" title="Guidance on how to use and edit Wikipedia"><span>Help</span></a></li><li id="n-introduction" class="mw-list-item"><a href="/wiki/Help:Introduction" title="Learn how to edit Wikipedia"><span>Learn to edit</span></a></li><li id="n-portal" class="mw-list-item"><a href="/wiki/Wikipedia:Community_portal" title="The hub for editors"><span>Community portal</span></a></li><li id="n-recentchanges" class="mw-list-item"><a href="/wiki/Special:RecentChanges" title="A list of recent changes to Wikipedia [r]" accesskey="r"><span>Recent changes</span></a></li><li id="n-upload" class="mw-list-item"><a href="/wiki/Wikipedia:File_upload_wizard" title="Add images or other media for use on Wikipedia"><span>Upload file</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> <a href="/wiki/Main_Page" class="mw-logo"> <img class="mw-logo-icon" src="/static/images/icons/wikipedia.png" alt="" aria-hidden="true" height="50" width="50"> <span class="mw-logo-container skin-invert"> <img class="mw-logo-wordmark" alt="Wikipedia" src="/static/images/mobile/copyright/wikipedia-wordmark-en.svg" style="width: 7.5em; height: 1.125em;"> <img class="mw-logo-tagline" alt="The Free Encyclopedia" src="/static/images/mobile/copyright/wikipedia-tagline-en.svg" width="117" height="13" style="width: 7.3125em; height: 0.8125em;"> </span> </a> </div> <div class="vector-header-end"> <div id="p-search" role="search" class="vector-search-box-vue vector-search-box-collapses vector-search-box-show-thumbnail vector-search-box-auto-expand-width vector-search-box"> <a href="/wiki/Special:Search" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only search-toggle" title="Search Wikipedia [f]" accesskey="f"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Search</span> </a> <div class="vector-typeahead-search-container"> <div class="cdx-typeahead-search cdx-typeahead-search--show-thumbnail cdx-typeahead-search--auto-expand-width"> <form action="/w/index.php" id="searchform" class="cdx-search-input cdx-search-input--has-end-button"> <div id="simpleSearch" class="cdx-search-input__input-wrapper" data-search-loc="header-moved"> <div class="cdx-text-input cdx-text-input--has-start-icon"> <input class="cdx-text-input__input" type="search" name="search" placeholder="Search Wikipedia" aria-label="Search Wikipedia" autocapitalize="sentences" title="Search Wikipedia [f]" accesskey="f" id="searchInput" > <span class="cdx-text-input__icon cdx-text-input__start-icon"></span> </div> <input type="hidden" name="title" value="Special:Search"> </div> <button class="cdx-button cdx-search-input__end-button">Search</button> </form> </div> </div> </div> <nav class="vector-user-links vector-user-links-wide" aria-label="Personal tools"> <div class="vector-user-links-main"> <div id="p-vector-user-menu-preferences" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-userpage" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-dropdown" class="vector-dropdown " title="Change the appearance of the page's font size, width, and color" > <input type="checkbox" id="vector-appearance-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-appearance-dropdown" class="vector-dropdown-checkbox " aria-label="Appearance" > <label id="vector-appearance-dropdown-label" for="vector-appearance-dropdown-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-appearance mw-ui-icon-wikimedia-appearance"></span> <span class="vector-dropdown-label-text">Appearance</span> </label> <div class="vector-dropdown-content"> <div id="vector-appearance-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div id="p-vector-user-menu-notifications" class="vector-menu mw-portlet emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> <div id="p-vector-user-menu-overflow" class="vector-menu mw-portlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="https://donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_en.wikipedia.org&uselang=en" class=""><span>Donate</span></a> </li> <li id="pt-createaccount-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:CreateAccount&returnto=Bouveault%E2%80%93Blanc+reduction" title="You are encouraged to create an account and log in; however, it is not mandatory" class=""><span>Create account</span></a> </li> <li id="pt-login-2" class="user-links-collapsible-item mw-list-item user-links-collapsible-item"><a data-mw="interface" href="/w/index.php?title=Special:UserLogin&returnto=Bouveault%E2%80%93Blanc+reduction" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o" class=""><span>Log in</span></a> </li> </ul> </div> </div> </div> <div id="vector-user-links-dropdown" class="vector-dropdown vector-user-menu vector-button-flush-right vector-user-menu-logged-out" title="Log in and more options" > <input type="checkbox" id="vector-user-links-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-user-links-dropdown" class="vector-dropdown-checkbox " aria-label="Personal tools" > <label id="vector-user-links-dropdown-label" for="vector-user-links-dropdown-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-ellipsis mw-ui-icon-wikimedia-ellipsis"></span> <span class="vector-dropdown-label-text">Personal tools</span> </label> <div class="vector-dropdown-content"> <div id="p-personal" class="vector-menu mw-portlet mw-portlet-personal user-links-collapsible-item" title="User menu" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-sitesupport" class="user-links-collapsible-item mw-list-item"><a href="https://donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_en.wikipedia.org&uselang=en"><span>Donate</span></a></li><li id="pt-createaccount" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:CreateAccount&returnto=Bouveault%E2%80%93Blanc+reduction" title="You are encouraged to create an account and log in; however, it is not mandatory"><span class="vector-icon mw-ui-icon-userAdd mw-ui-icon-wikimedia-userAdd"></span> <span>Create account</span></a></li><li id="pt-login" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Special:UserLogin&returnto=Bouveault%E2%80%93Blanc+reduction" title="You're encouraged to log in; however, it's not mandatory. [o]" accesskey="o"><span class="vector-icon mw-ui-icon-logIn mw-ui-icon-wikimedia-logIn"></span> <span>Log in</span></a></li> </ul> </div> </div> <div id="p-user-menu-anon-editor" class="vector-menu mw-portlet mw-portlet-user-menu-anon-editor" > <div class="vector-menu-heading"> Pages for logged out editors <a href="/wiki/Help:Introduction" aria-label="Learn more about editing"><span>learn more</span></a> </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="pt-anoncontribs" class="mw-list-item"><a href="/wiki/Special:MyContributions" title="A list of edits made from this IP address [y]" accesskey="y"><span>Contributions</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Special:MyTalk" title="Discussion about edits from this IP address [n]" accesskey="n"><span>Talk</span></a></li> </ul> </div> </div> </div> </div> </nav> </div> </header> </div> <div class="mw-page-container"> <div class="mw-page-container-inner"> <div class="vector-sitenotice-container"> <div id="siteNotice"></div> </div> <div class="vector-column-start"> <div class="vector-main-menu-container"> <div id="mw-navigation"> <nav id="mw-panel" class="vector-main-menu-landmark" aria-label="Site"> <div id="vector-main-menu-pinned-container" class="vector-pinned-container"> </div> </nav> </div> </div> <div class="vector-sticky-pinned-container"> <nav id="mw-panel-toc" aria-label="Contents" data-event-name="ui.sidebar-toc" class="mw-table-of-contents-container vector-toc-landmark"> <div id="vector-toc-pinned-container" class="vector-pinned-container"> <div id="vector-toc" class="vector-toc vector-pinnable-element"> <div class="vector-pinnable-header vector-toc-pinnable-header vector-pinnable-header-pinned" data-feature-name="toc-pinned" data-pinnable-element-id="vector-toc" > <h2 class="vector-pinnable-header-label">Contents</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">hide</button> </div> <ul class="vector-toc-contents" id="mw-panel-toc-list"> <li id="toc-mw-content-text" class="vector-toc-list-item vector-toc-level-1"> <a href="#" class="vector-toc-link"> <div class="vector-toc-text">(Top)</div> </a> </li> <li id="toc-Reaction_mechanism" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Reaction_mechanism"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Reaction mechanism</span> </div> </a> <ul id="toc-Reaction_mechanism-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>See also</span> </div> </a> <ul id="toc-See_also-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">3</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>External links</span> </div> </a> <ul id="toc-External_links-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" > <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">Bouveault–Blanc reduction</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 14 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-14" 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">14 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D8%AA%D9%81%D8%A7%D8%B9%D9%84_%D8%A8%D9%88%D9%81%D9%88-%D8%A8%D9%84%D8%A7%D9%86%D9%83" title="تفاعل بوفو-بلانك – Arabic" lang="ar" hreflang="ar" data-title="تفاعل بوفو-بلانك" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%AC%E0%A7%81%E0%A6%81%E0%A6%AD%E0%A7%8B-%E0%A6%AC%E0%A7%8D%E0%A6%B2%E0%A6%BE%E0%A6%99%E0%A7%8D%E0%A6%95_%E0%A6%AC%E0%A6%BF%E0%A6%95%E0%A7%8D%E0%A6%B0%E0%A6%BF%E0%A6%AF%E0%A6%BC%E0%A6%BE" title="বুঁভো-ব্লাঙ্ক বিক্রিয়া – Bangla" lang="bn" hreflang="bn" data-title="বুঁভো-ব্লাঙ্ক বিক্রিয়া" data-language-autonym="বাংলা" data-language-local-name="Bangla" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Bouveault-Blanc-Reaktion" title="Bouveault-Blanc-Reaktion – German" lang="de" hreflang="de" data-title="Bouveault-Blanc-Reaktion" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Reducci%C3%B3n_de_Bouveault-Blanc" title="Reducción de Bouveault-Blanc – Spanish" lang="es" hreflang="es" data-title="Reducción de Bouveault-Blanc" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%DA%A9%D8%A7%D9%87%D8%B4_%D8%A8%D9%88%D9%88%D8%A7%D9%84%D8%AA%E2%80%93%D8%A8%D9%84%D8%A7%D9%86" title="کاهش بووالت–بلان – Persian" lang="fa" hreflang="fa" data-title="کاهش بووالت–بلان" 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/R%C3%A9duction_de_Bouveault_et_Blanc" title="Réduction de Bouveault et Blanc – French" lang="fr" hreflang="fr" data-title="Réduction de Bouveault et Blanc" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Reduksi_Bouveault%E2%80%93Blanc" title="Reduksi Bouveault–Blanc – Indonesian" lang="id" hreflang="id" data-title="Reduksi Bouveault–Blanc" 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-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Bouveault-Blanc-reductie" title="Bouveault-Blanc-reductie – Dutch" lang="nl" hreflang="nl" data-title="Bouveault-Blanc-reductie" 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/%E3%83%96%E3%83%BC%E3%83%9C%E3%83%BC%E3%83%BB%E3%83%96%E3%83%A9%E3%83%B3%E9%82%84%E5%85%83" title="ブーボー・ブラン還元 – Japanese" lang="ja" hreflang="ja" data-title="ブーボー・ブラン還元" 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-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Redu%C3%A7%C3%A3o_de_Bouveault-Blanc" title="Redução de Bouveault-Blanc – Portuguese" lang="pt" hreflang="pt" data-title="Redução de Bouveault-Blanc" 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/Reducere_Bouveault-Blanc" title="Reducere Bouveault-Blanc – Romanian" lang="ro" hreflang="ro" data-title="Reducere Bouveault-Blanc" data-language-autonym="Română" data-language-local-name="Romanian" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Bouveault%E2%80%93Blanc-pelkistys" title="Bouveault–Blanc-pelkistys – Finnish" lang="fi" hreflang="fi" data-title="Bouveault–Blanc-pelkistys" data-language-autonym="Suomi" data-language-local-name="Finnish" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%AA%E0%AF%8B%E0%AE%B5%E0%AE%BF%E0%AE%AF%E0%AE%BE%E0%AE%B2%E0%AF%8D%E0%AE%9F%E0%AF%8D%E0%AE%9F%E0%AF%81%E2%80%93%E0%AE%AA%E0%AE%BF%E0%AE%B3%E0%AE%BE%E0%AE%99%E0%AF%8D%E0%AE%95%E0%AF%81_%E0%AE%92%E0%AE%9F%E0%AF%81%E0%AE%95%E0%AF%8D%E0%AE%95%E0%AE%AE%E0%AF%8D" title="போவியால்ட்டு–பிளாங்கு ஒடுக்கம் – Tamil" lang="ta" hreflang="ta" data-title="போவியால்ட்டு–பிளாங்கு ஒடுக்கம்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E5%B8%83%E6%B2%83-%E5%B8%83%E6%9C%97%E8%BF%98%E5%8E%9F%E5%8F%8D%E5%BA%94" title="布沃-布朗还原反应 – Chinese" lang="zh" hreflang="zh" data-title="布沃-布朗还原反应" data-language-autonym="中文" data-language-local-name="Chinese" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q895315#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> </div> </div> </div> </header> <div class="vector-page-toolbar"> <div class="vector-page-toolbar-container"> <div id="left-navigation"> <nav aria-label="Namespaces"> <div id="p-associated-pages" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-associated-pages" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-nstab-main" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Bouveault%E2%80%93Blanc_reduction" title="View the content page [c]" accesskey="c"><span>Article</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Talk:Bouveault%E2%80%93Blanc_reduction" rel="discussion" title="Discuss improvements to the content page [t]" accesskey="t"><span>Talk</span></a></li> </ul> </div> </div> <div id="vector-variants-dropdown" class="vector-dropdown emptyPortlet" > <input type="checkbox" id="vector-variants-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-variants-dropdown" class="vector-dropdown-checkbox " aria-label="Change language variant" > <label id="vector-variants-dropdown-label" for="vector-variants-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">English</span> </label> <div class="vector-dropdown-content"> <div id="p-variants" class="vector-menu mw-portlet mw-portlet-variants emptyPortlet" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> </ul> </div> </div> </div> </div> </nav> </div> <div id="right-navigation" class="vector-collapsible"> <nav aria-label="Views"> <div id="p-views" class="vector-menu vector-menu-tabs mw-portlet mw-portlet-views" > <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-view" class="selected vector-tab-noicon mw-list-item"><a href="/wiki/Bouveault%E2%80%93Blanc_reduction"><span>Read</span></a></li><li id="ca-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=history" title="Past revisions of this page [h]" accesskey="h"><span>View history</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-dropdown" class="vector-dropdown vector-page-tools-dropdown" > <input type="checkbox" id="vector-page-tools-dropdown-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-page-tools-dropdown" class="vector-dropdown-checkbox " aria-label="Tools" > <label id="vector-page-tools-dropdown-label" for="vector-page-tools-dropdown-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet" aria-hidden="true" ><span class="vector-dropdown-label-text">Tools</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-tools-unpinned-container" class="vector-unpinned-container"> <div id="vector-page-tools" class="vector-page-tools vector-pinnable-element"> <div class="vector-pinnable-header vector-page-tools-pinnable-header vector-pinnable-header-unpinned" data-feature-name="page-tools-pinned" data-pinnable-element-id="vector-page-tools" data-pinned-container-id="vector-page-tools-pinned-container" data-unpinned-container-id="vector-page-tools-unpinned-container" > <div class="vector-pinnable-header-label">Tools</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">hide</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="More options" > <div class="vector-menu-heading"> Actions </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="ca-more-view" class="selected vector-more-collapsible-item mw-list-item"><a href="/wiki/Bouveault%E2%80%93Blanc_reduction"><span>Read</span></a></li><li id="ca-more-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit" title="Edit this page [e]" accesskey="e"><span>Edit</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=history"><span>View history</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> General </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Special:WhatLinksHere/Bouveault%E2%80%93Blanc_reduction" title="List of all English Wikipedia pages containing links to this page [j]" accesskey="j"><span>What links here</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Special:RecentChangesLinked/Bouveault%E2%80%93Blanc_reduction" rel="nofollow" title="Recent changes in pages linked from this page [k]" accesskey="k"><span>Related changes</span></a></li><li id="t-upload" class="mw-list-item"><a href="/wiki/Wikipedia:File_Upload_Wizard" title="Upload files [u]" accesskey="u"><span>Upload file</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Special:SpecialPages" title="A list of all special pages [q]" accesskey="q"><span>Special pages</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&oldid=1229505999" title="Permanent link to this revision of this page"><span>Permanent link</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=info" title="More information about this page"><span>Page information</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Special:CiteThisPage&page=Bouveault%E2%80%93Blanc_reduction&id=1229505999&wpFormIdentifier=titleform" title="Information on how to cite this page"><span>Cite this page</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Special:UrlShortener&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FBouveault%25E2%2580%2593Blanc_reduction"><span>Get shortened URL</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Special:QrCode&url=https%3A%2F%2Fen.wikipedia.org%2Fwiki%2FBouveault%25E2%2580%2593Blanc_reduction"><span>Download QR code</span></a></li> </ul> </div> </div> <div id="p-coll-print_export" class="vector-menu mw-portlet mw-portlet-coll-print_export" > <div class="vector-menu-heading"> Print/export </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Special:DownloadAsPdf&page=Bouveault%E2%80%93Blanc_reduction&action=show-download-screen" title="Download this page as a PDF file"><span>Download as PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&printable=yes" title="Printable version of this page [p]" accesskey="p"><span>Printable version</span></a></li> </ul> </div> </div> <div id="p-wikibase-otherprojects" class="vector-menu mw-portlet mw-portlet-wikibase-otherprojects" > <div class="vector-menu-heading"> In other projects </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="wb-otherproject-link wb-otherproject-commons mw-list-item"><a href="https://commons.wikimedia.org/wiki/Category:Bouveault-Blanc_reduction" hreflang="en"><span>Wikimedia Commons</span></a></li><li id="t-wikibase" class="wb-otherproject-link wb-otherproject-wikibase-dataitem mw-list-item"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q895315" title="Structured data on this page hosted by Wikidata [g]" accesskey="g"><span>Wikidata item</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> </div> </div> </div> <div class="vector-column-end"> <div class="vector-sticky-pinned-container"> <nav class="vector-page-tools-landmark" aria-label="Page tools"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Appearance"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Appearance</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </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"><style data-mw-deduplicate="TemplateStyles:r1049416944">.mw-parser-output .ib-reactionbox{border-collapse:collapse}.mw-parser-output .ib-reactionbox td,.mw-parser-output .ib-reactionbox th{border:1px solid #a2a9b1}</style> <table class="infobox ib-reactionbox"> <tbody><tr> <th style="width: 30%; background: #ACE1AF; text-align: center;" colspan="2">Bouveault-Blanc reduction </th></tr> <tr> <td>Named after </td> <td><a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Louis Bouveault</a> <br /> Gustave Louis Blanc </td></tr> <tr> <td>Reaction type </td> <td><a href="/wiki/Organic_redox_reaction" title="Organic redox reaction">Organic redox reaction</a> </td></tr> <tr> <th style="width: 30%; background: #ACE1AF; text-align: center;" colspan="2">Identifiers </th></tr> <tr> <td>Organic Chemistry Portal </td> <td><span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://www.organic-chemistry.org/namedreactions/bouveault-blanc-reduction.shtm">bouveault-blanc-reduction</a></span> </td></tr> <tr> <td><a href="/wiki/Royal_Society_of_Chemistry" title="Royal Society of Chemistry">RSC</a> ontology ID </td> <td><span class="reflink plainlinks nourlexpansion"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/ols/ontologies/rxno/terms?iri=http%3A%2F%2Fpurl.obolibrary.org%2Fobo%2FRXNO_0000119">RXNO:0000119</a></span> </td></tr> <tr> <td style="width: 30%; background: #ACE1AF; text-align: center;" colspan="2"> </td></tr> </tbody></table> <p>The <b>Bouveault–Blanc reduction</b> is a <a href="/wiki/Chemical_reaction" title="Chemical reaction">chemical reaction</a> in which an <a href="/wiki/Ester" title="Ester">ester</a> is <a href="/wiki/Redox" title="Redox">reduced</a> to <a href="/wiki/Primary_alcohol" title="Primary alcohol">primary alcohols</a> using <a href="/wiki/Absolute_ethanol" class="mw-redirect" title="Absolute ethanol">absolute ethanol</a> and <a href="/wiki/Sodium" title="Sodium">sodium</a> metal.<sup id="cite_ref-CONR_1-0" class="reference"><a href="#cite_note-CONR-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It was first reported by <a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Louis Bouveault</a> and Gustave Louis Blanc in 1903.<sup id="cite_ref-2" class="reference"><a href="#cite_note-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> Bouveault and Blanc demonstrated the reduction of <a href="/wiki/Ethyl_oleate" title="Ethyl oleate">ethyl oleate</a> and <i>n</i>-<a href="/wiki/Butyl_oleate" title="Butyl oleate">butyl oleate</a> to <a href="/wiki/Oleyl_alcohol" title="Oleyl alcohol">oleyl alcohol</a>.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> Modified versions of which were subsequently refined and published in <i><a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Organic Syntheses</a></i>.<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Marvel_8-0" class="reference"><a href="#cite_note-Marvel-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:Bouveault-Blanc_Reduction_Scheme.png" class="mw-file-description" title="The Bouveault-Blanc reduction"><img alt="The Bouveault-Blanc reduction" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/96/Bouveault-Blanc_Reduction_Scheme.png/350px-Bouveault-Blanc_Reduction_Scheme.png" decoding="async" width="350" height="62" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/96/Bouveault-Blanc_Reduction_Scheme.png/525px-Bouveault-Blanc_Reduction_Scheme.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/96/Bouveault-Blanc_Reduction_Scheme.png/700px-Bouveault-Blanc_Reduction_Scheme.png 2x" data-file-width="1128" data-file-height="200" /></a></span></dd></dl> <p>This reaction is used commercially although for laboratory scale reactions it was made obsolete by the introduction of <a href="/wiki/Lithium_aluminium_hydride" title="Lithium aluminium hydride">lithium aluminium hydride</a>.<sup id="cite_ref-CONR_1-1" class="reference"><a href="#cite_note-CONR-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Reaction_mechanism">Reaction mechanism</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit&section=1" title="Edit section: Reaction mechanism"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Sodium metal is a one-electron reducing agent. Four equivalents of sodium are required to fully reduce each ester, although two more equivalents are typically consumed in deprotonating the product alcohols to alkoxides. <a href="/wiki/Ethanol" title="Ethanol">Ethanol</a> serves as a proton source.<sup id="cite_ref-CONR_1-2" class="reference"><a href="#cite_note-CONR-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> The reaction produces sodium <a href="/wiki/Alkoxides" class="mw-redirect" title="Alkoxides">alkoxides</a>, according to the following stoichiometry: </p> <dl><dd><span class="chemf nowrap">RCOOR'</span>   +   6 Na   +   4 <span class="chemf nowrap">CH<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>CH<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>OH</span>   →   <span class="chemf nowrap">RCH<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>ONa</span>   +   <span class="chemf nowrap">R'ONa</span>   +   4 <span class="chemf nowrap">CH<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>CH<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>ONa</span></dd></dl> <p>In practice, considerable sodium is consumed by the formation of hydrogen.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="One procedure cited uses only 6 equivalents of sodium as the stoichiometry would suggest, while others use an excess. (April 2024)">citation needed</span></a></i>]</sup> For this reason, an excess of sodium is often required. Because the hydrolysis of sodium is rapid, not to mention dangerous, the Bouveault-Blanc reaction requires anhydrous ethanol and can give low yields with insufficiently dry ethanol.<sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Marvel_8-1" class="reference"><a href="#cite_note-Marvel-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> The mechanism of the reaction follows:<sup id="cite_ref-CONR_1-3" class="reference"><a href="#cite_note-CONR-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:Bouveault-Blanc_Reduction_Mechanism.png" class="mw-file-description" title="The mechanism of the Bouveault-Blanc reduction"><img alt="The mechanism of the Bouveault-Blanc reduction" src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ed/Bouveault-Blanc_Reduction_Mechanism.png/500px-Bouveault-Blanc_Reduction_Mechanism.png" decoding="async" width="500" height="312" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ed/Bouveault-Blanc_Reduction_Mechanism.png/750px-Bouveault-Blanc_Reduction_Mechanism.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ed/Bouveault-Blanc_Reduction_Mechanism.png/1000px-Bouveault-Blanc_Reduction_Mechanism.png 2x" data-file-width="1661" data-file-height="1036" /></a></span></dd></dl> <p>Consistent with this mechanism, sodium-ethanol mixtures will also reduce ketones to alcohols.<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p><p>This approach to reducing esters was widely used prior to the availability of hydride reducing agents such as <a href="/wiki/Lithium_aluminium_hydride" title="Lithium aluminium hydride">lithium aluminium hydride</a> and related reagents. It requires vigorous reaction conditions and has a significant risk of fires, explaining its relative unpopularity. One modification involves <a href="/wiki/M-SG_reducing_agent" title="M-SG reducing agent">encapsulating</a> the alkali metal into a <a href="/wiki/Silica_gel" title="Silica gel">silica gel</a>, which has a safety and yield profile similar to that of hydride reagents.<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> Another modification uses a sodium dispersion.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit&section=2" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Acyloin_condensation" title="Acyloin condensation">Acyloin condensation</a> – The reductive coupling of esters, using sodium, to yield an α-hydroxyketone</li> <li><a href="/wiki/Akabori_amino-acid_reaction" title="Akabori amino-acid reaction">Akabori amino-acid reaction</a> – The reduction of amino acid esters, by sodium, to yield aldehydes</li> <li><a href="/wiki/Birch_reduction" title="Birch reduction">Birch reduction</a> – For the reduction of alkenes using sodium</li> <li><a href="/wiki/Bouveault_aldehyde_synthesis" title="Bouveault aldehyde synthesis">Bouveault aldehyde synthesis</a> – Another organometallic reaction by Bouveault where a Grignard reagent is converted to an aldehyde</li></ul> <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=Bouveault%E2%80%93Blanc_reduction&action=edit&section=3" title="Edit section: References"><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 mw-references-columns"><ol class="references"> <li id="cite_note-CONR-1"><span class="mw-cite-backlink">^ <a href="#cite_ref-CONR_1-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-CONR_1-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-CONR_1-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-CONR_1-3"><sup><i><b>d</b></i></sup></a></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="CITEREFWang2009" class="citation book cs1">Wang, Zerong, ed. (2009). "109. Bouveault–Blanc Reduction". <i>Comprehensive Organic Name Reactions and Reagents</i>. pp. 493–496. <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%2F9780470638859.conrr109">10.1002/9780470638859.conrr109</a>. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-471-70450-8" title="Special:BookSources/978-0-471-70450-8"><bdi>978-0-471-70450-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=109.+Bouveault%26ndash%3BBlanc+Reduction&rft.btitle=Comprehensive+Organic+Name+Reactions+and+Reagents&rft.pages=493-496&rft.date=2009&rft_id=info%3Adoi%2F10.1002%2F9780470638859.conrr109&rft.isbn=978-0-471-70450-8&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></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="CITEREFBouveault,_L.Blanc,_G.1903" class="citation journal cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Bouveault, L.</a>; Blanc, G. (1903). <a rel="nofollow" class="external text" href="http://gallica.bnf.fr/ark:/12148/bpt6k3091c/f1676.image.langFR">"Préparation des alcools primaires au moyen des acides correspondants"</a> [Preparation of primary alcohols by means of the corresponding acids]. <i><a href="/wiki/Compt._Rend." class="mw-redirect" title="Compt. Rend.">Compt. Rend.</a></i> (in French). <b>136</b>: 1676–1678.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Compt.+Rend.&rft.atitle=Pr%C3%A9paration+des+alcools+primaires+au+moyen+des+acides+correspondants&rft.volume=136&rft.pages=1676-1678&rft.date=1903&rft.au=Bouveault%2C+L.&rft.au=Blanc%2C+G.&rft_id=http%3A%2F%2Fgallica.bnf.fr%2Fark%3A%2F12148%2Fbpt6k3091c%2Ff1676.image.langFR&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBouveault,_L.Blanc,_G.1903" class="citation journal cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Bouveault, L.</a>; Blanc, G. (1903). "Préparation des alcools primaires au moyen des acides correspondants" [Preparation of primary alcohols by means of the corresponding acids]. <i><a href="/wiki/Compt._Rend." class="mw-redirect" title="Compt. Rend.">Compt. Rend.</a></i> (in French). <b>137</b>: 60–62.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Compt.+Rend.&rft.atitle=Pr%C3%A9paration+des+alcools+primaires+au+moyen+des+acides+correspondants&rft.volume=137&rft.pages=60-62&rft.date=1903&rft.au=Bouveault%2C+L.&rft.au=Blanc%2C+G.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBouveault,_L.Blanc,_G.1904" class="citation journal cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Bouveault, L.</a>; Blanc, G. (1904). <a rel="nofollow" class="external text" href="http://gallica.bnf.fr/ark:/12148/bpt6k5469971k/f670.image">"Transformation des acides monobasiques saturés dans les alcools primaires correspondants"</a> [Transforming saturated monobasic acids into the corresponding primary alcohols]. <i><a href="/wiki/Bull._Soc._Chim._Fr." class="mw-redirect" title="Bull. Soc. Chim. Fr.">Bull. Soc. Chim. Fr.</a></i> (in French). <b>31</b>: 666–672.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bull.+Soc.+Chim.+Fr.&rft.atitle=Transformation+des+acides+monobasiques+satur%C3%A9s+dans+les+alcools+primaires+correspondants&rft.volume=31&rft.pages=666-672&rft.date=1904&rft.au=Bouveault%2C+L.&rft.au=Blanc%2C+G.&rft_id=http%3A%2F%2Fgallica.bnf.fr%2Fark%3A%2F12148%2Fbpt6k5469971k%2Ff670.image&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBouveault,_L.Blanc,_G.1904" class="citation journal cs1 cs1-prop-foreign-lang-source"><a href="/wiki/Louis_Bouveault" title="Louis Bouveault">Bouveault, L.</a>; Blanc, G. (1904). <a rel="nofollow" class="external text" href="http://gallica.bnf.fr/ark:/12148/bpt6k5469971k/f1214.image">"Hydrogénation des éthers des acides possédant en outre les fonctions éther-oxyde ou acétal"</a> [Hydrogenation of the ether of the acids furthermore possessing the ether-oxide or acetal functions]. <i><a href="/wiki/Bull._Soc._Chim._Fr." class="mw-redirect" title="Bull. Soc. Chim. Fr.">Bull. Soc. Chim. Fr.</a></i> (in French). <b>31</b> (3): 1210–1213.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Bull.+Soc.+Chim.+Fr.&rft.atitle=Hydrog%C3%A9nation+des+%C3%A9thers+des+acides+poss%C3%A9dant+en+outre+les+fonctions+%C3%A9ther-oxyde+ou+ac%C3%A9tal&rft.volume=31&rft.issue=3&rft.pages=1210-1213&rft.date=1904&rft.au=Bouveault%2C+L.&rft.au=Blanc%2C+G.&rft_id=http%3A%2F%2Fgallica.bnf.fr%2Fark%3A%2F12148%2Fbpt6k5469971k%2Ff1214.image&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFReidCockerilleMeyerCox1935" class="citation journal cs1">Reid, E. E.; Cockerille, F. O.; Meyer, J. D.; Cox, W. M.; Ruhoff, J. R. (1935). "Oleyl Alcohol". <i>Organic Syntheses</i>. <b>15</b>: 51. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.15227%2Forgsyn.015.0051">10.15227/orgsyn.015.0051</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=Oleyl+Alcohol&rft.volume=15&rft.pages=51&rft.date=1935&rft_id=info%3Adoi%2F10.15227%2Forgsyn.015.0051&rft.aulast=Reid&rft.aufirst=E.+E.&rft.au=Cockerille%2C+F.+O.&rft.au=Meyer%2C+J.+D.&rft.au=Cox%2C+W.+M.&rft.au=Ruhoff%2C+J.+R.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" 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="CITEREFAdkinsGillespie1949" class="citation journal cs1"><a href="/wiki/Homer_Burton_Adkins" title="Homer Burton Adkins">Adkins, Homer</a>; Gillespie, R. H. (1949). "Oleyl alcohol". <i>Organic Syntheses</i>. <b>29</b>: 80. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.15227%2Forgsyn.029.0080">10.15227/orgsyn.029.0080</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=Oleyl+alcohol&rft.volume=29&rft.pages=80&rft.date=1949&rft_id=info%3Adoi%2F10.15227%2Forgsyn.029.0080&rft.aulast=Adkins&rft.aufirst=Homer&rft.au=Gillespie%2C+R.+H.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> <li id="cite_note-Marvel-8"><span class="mw-cite-backlink">^ <a href="#cite_ref-Marvel_8-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Marvel_8-1"><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="CITEREFFordMarvel1930" class="citation journal cs1">Ford, S. G.; Marvel, C. S. (1930). "Lauryl Alcohol". <i>Organic Syntheses</i>. <b>10</b>: 62. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.15227%2Forgsyn.010.0062">10.15227/orgsyn.010.0062</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=Lauryl+Alcohol&rft.volume=10&rft.pages=62&rft.date=1930&rft_id=info%3Adoi%2F10.15227%2Forgsyn.010.0062&rft.aulast=Ford&rft.aufirst=S.+G.&rft.au=Marvel%2C+C.+S.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" 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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFR._H._Manske1934" class="citation journal cs1">R. H. Manske (1934). "Decamethylene Glycol". <i>Organic Syntheses</i>. <b>14</b>: 20. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.15227%2Forgsyn.014.0020">10.15227/orgsyn.014.0020</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=Decamethylene+Glycol&rft.volume=14&rft.pages=20&rft.date=1934&rft_id=info%3Adoi%2F10.15227%2Forgsyn.014.0020&rft.au=R.+H.+Manske&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWhitmoreOtterbacher1930" class="citation journal cs1">Whitmore, Frank C.; Otterbacher, T. (1930). "2-Heptanol". <i>Organic Syntheses</i>. <b>10</b>: 60. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.15227%2Forgsyn.010.0060">10.15227/orgsyn.010.0060</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=2-Heptanol&rft.volume=10&rft.pages=60&rft.date=1930&rft_id=info%3Adoi%2F10.15227%2Forgsyn.010.0060&rft.aulast=Whitmore&rft.aufirst=Frank+C.&rft.au=Otterbacher%2C+T.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> <li id="cite_note-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-11">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBodnarVogt2009" class="citation journal cs1">Bodnar, Brian S.; Vogt, Paul F. (2009). "An Improved Bouveault-Blanc Ester Reduction with Stabilized Alkali Metals". <i><a href="/wiki/J._Org._Chem." class="mw-redirect" title="J. Org. Chem.">J. Org. Chem.</a></i> <b>74</b> (6): 2598–2600. <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%2Fjo802778z">10.1021/jo802778z</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/19219971">19219971</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Org.+Chem.&rft.atitle=An+Improved+Bouveault-Blanc+Ester+Reduction+with+Stabilized+Alkali+Metals&rft.volume=74&rft.issue=6&rft.pages=2598-2600&rft.date=2009&rft_id=info%3Adoi%2F10.1021%2Fjo802778z&rft_id=info%3Apmid%2F19219971&rft.aulast=Bodnar&rft.aufirst=Brian+S.&rft.au=Vogt%2C+Paul+F.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" 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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAnWorkKenyonProcter2014" class="citation journal cs1">An, Jie; Work, D. Neil; Kenyon, Craig; Procter, David J. (2014). <a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjo501093g">"Evaluating a Sodium Dispersion Reagent for the Bouveault–Blanc Reduction of Esters"</a>. <i>J. Org. Chem</i>. <b>79</b> (14): 6743–6747. <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/10.1021%2Fjo501093g">10.1021/jo501093g</a></span>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/24941291">24941291</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Org.+Chem.&rft.atitle=Evaluating+a+Sodium+Dispersion+Reagent+for+the+Bouveault%E2%80%93Blanc+Reduction+of+Esters&rft.volume=79&rft.issue=14&rft.pages=6743-6747&rft.date=2014&rft_id=info%3Adoi%2F10.1021%2Fjo501093g&rft_id=info%3Apmid%2F24941291&rft.aulast=An&rft.aufirst=Jie&rft.au=Work%2C+D.+Neil&rft.au=Kenyon%2C+Craig&rft.au=Procter%2C+David+J.&rft_id=https%3A%2F%2Fdoi.org%2F10.1021%252Fjo501093g&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></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="CITEREFHanMaYaoDing2017" class="citation journal cs1">Han, Minhui; Ma, Xiaodong; Yao, Shangchu; Ding, Yuxuan; Yan, Zihan; Adijiang, Adila; Wu, Yufei; Li, Hengzhao; Zhang, Yuntong; Lei, Peng; Ling, Yun; An, Jie (2017). "Development of a Modified Bouveault–Blanc Reduction for the Selective Synthesis of α,α-Dideuterio Alcohols". <i>J. Org. Chem</i>. <b>82</b> (2): 1285–1290. <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%2Facs.joc.6b02950">10.1021/acs.joc.6b02950</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/28029787">28029787</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=J.+Org.+Chem.&rft.atitle=Development+of+a+Modified+Bouveault%E2%80%93Blanc+Reduction+for+the+Selective+Synthesis+of+%CE%B1%2C%CE%B1-Dideuterio+Alcohols&rft.volume=82&rft.issue=2&rft.pages=1285-1290&rft.date=2017&rft_id=info%3Adoi%2F10.1021%2Facs.joc.6b02950&rft_id=info%3Apmid%2F28029787&rft.aulast=Han&rft.aufirst=Minhui&rft.au=Ma%2C+Xiaodong&rft.au=Yao%2C+Shangchu&rft.au=Ding%2C+Yuxuan&rft.au=Yan%2C+Zihan&rft.au=Adijiang%2C+Adila&rft.au=Wu%2C+Yufei&rft.au=Li%2C+Hengzhao&rft.au=Zhang%2C+Yuntong&rft.au=Lei%2C+Peng&rft.au=Ling%2C+Yun&rft.au=An%2C+Jie&rfr_id=info%3Asid%2Fen.wikipedia.org%3ABouveault%E2%80%93Blanc+reduction" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&action=edit&section=4" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a class="external text" href="https://commons.wikimedia.org/wiki/File:B-B-R_startAnimGif.gif">Animation of the Bouveault–Blanc reduction</a></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 .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul ul{display:inline}.mw-parser-output .hlist .mw-empty-li{display:none}.mw-parser-output .hlist dt::after{content:": "}.mw-parser-output .hlist dd::after,.mw-parser-output .hlist li::after{content:" · ";font-weight:bold}.mw-parser-output .hlist dd:last-child::after,.mw-parser-output .hlist dt:last-child::after,.mw-parser-output .hlist li:last-child::after{content:none}.mw-parser-output .hlist dd dd:first-child::before,.mw-parser-output .hlist dd dt:first-child::before,.mw-parser-output .hlist dd li:first-child::before,.mw-parser-output .hlist dt dd:first-child::before,.mw-parser-output .hlist dt dt:first-child::before,.mw-parser-output .hlist dt li:first-child::before,.mw-parser-output .hlist li dd:first-child::before,.mw-parser-output .hlist li dt:first-child::before,.mw-parser-output .hlist li li:first-child::before{content:" (";font-weight:normal}.mw-parser-output .hlist dd dd:last-child::after,.mw-parser-output .hlist dd dt:last-child::after,.mw-parser-output .hlist dd li:last-child::after,.mw-parser-output .hlist dt dd:last-child::after,.mw-parser-output .hlist dt dt:last-child::after,.mw-parser-output .hlist dt li:last-child::after,.mw-parser-output .hlist li dd:last-child::after,.mw-parser-output .hlist li dt:last-child::after,.mw-parser-output .hlist li li:last-child::after{content:")";font-weight:normal}.mw-parser-output .hlist ol{counter-reset:listitem}.mw-parser-output .hlist ol>li{counter-increment:listitem}.mw-parser-output .hlist ol>li::before{content:" "counter(listitem)"\a0 "}.mw-parser-output .hlist dd ol>li:first-child::before,.mw-parser-output .hlist dt ol>li:first-child::before,.mw-parser-output .hlist li ol>li:first-child::before{content:" ("counter(listitem)"\a0 "}</style><style data-mw-deduplicate="TemplateStyles:r1236075235">.mw-parser-output .navbox{box-sizing:border-box;border:1px solid #a2a9b1;width:100%;clear:both;font-size:88%;text-align:center;padding:1px;margin:1em auto 0}.mw-parser-output .navbox .navbox{margin-top:0}.mw-parser-output .navbox+.navbox,.mw-parser-output .navbox+.navbox-styles+.navbox{margin-top:-1px}.mw-parser-output .navbox-inner,.mw-parser-output .navbox-subgroup{width:100%}.mw-parser-output .navbox-group,.mw-parser-output .navbox-title,.mw-parser-output .navbox-abovebelow{padding:0.25em 1em;line-height:1.5em;text-align:center}.mw-parser-output .navbox-group{white-space:nowrap;text-align:right}.mw-parser-output .navbox,.mw-parser-output .navbox-subgroup{background-color:#fdfdfd}.mw-parser-output .navbox-list{line-height:1.5em;border-color:#fdfdfd}.mw-parser-output .navbox-list-with-group{text-align:left;border-left-width:2px;border-left-style:solid}.mw-parser-output tr+tr>.navbox-abovebelow,.mw-parser-output tr+tr>.navbox-group,.mw-parser-output tr+tr>.navbox-image,.mw-parser-output tr+tr>.navbox-list{border-top:2px solid #fdfdfd}.mw-parser-output .navbox-title{background-color:#ccf}.mw-parser-output .navbox-abovebelow,.mw-parser-output .navbox-group,.mw-parser-output .navbox-subgroup .navbox-title{background-color:#ddf}.mw-parser-output .navbox-subgroup .navbox-group,.mw-parser-output .navbox-subgroup .navbox-abovebelow{background-color:#e6e6ff}.mw-parser-output .navbox-even{background-color:#f7f7f7}.mw-parser-output .navbox-odd{background-color:transparent}.mw-parser-output .navbox .hlist td dl,.mw-parser-output .navbox .hlist td ol,.mw-parser-output .navbox .hlist td ul,.mw-parser-output .navbox td.hlist dl,.mw-parser-output .navbox td.hlist ol,.mw-parser-output .navbox td.hlist ul{padding:0.125em 0}.mw-parser-output .navbox .navbar{display:block;font-size:100%}.mw-parser-output .navbox-title .navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Topics_in_organic_reactions" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Organic_reactions" title="Template:Organic reactions"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Organic_reactions" title="Template talk:Organic reactions"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Organic_reactions" title="Special:EditPage/Template:Organic reactions"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Topics_in_organic_reactions" style="font-size:114%;margin:0 4em">Topics in <a href="/wiki/Organic_reaction" title="Organic reaction">organic reactions</a></div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Addition_reaction" title="Addition reaction">Addition reaction</a></li> <li><a href="/wiki/Elimination_reaction" title="Elimination reaction">Elimination reaction</a></li> <li><a href="/wiki/Polymerization" title="Polymerization">Polymerization</a></li> <li><a href="/wiki/Category:Reagents_for_organic_chemistry" title="Category:Reagents for organic chemistry">Reagents</a></li> <li><a href="/wiki/Rearrangement_reaction" title="Rearrangement reaction">Rearrangement reaction</a></li> <li><a href="/wiki/Organic_redox_reaction" title="Organic redox reaction">Redox reaction</a></li> <li><a href="/wiki/Regioselectivity" title="Regioselectivity">Regioselectivity</a></li> <li><a href="/wiki/Stereoselectivity" title="Stereoselectivity">Stereoselectivity</a></li> <li><a href="/wiki/Stereospecificity" title="Stereospecificity">Stereospecificity</a></li> <li><a href="/wiki/Substitution_reaction" title="Substitution reaction">Substitution reaction</a></li></ul> </div></td></tr><tr><td colspan="2" class="navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/A_value" title="A value">A value</a></li> <li><a href="/wiki/Alpha_effect" title="Alpha effect">Alpha effect</a></li> <li><a href="/wiki/Annulene" title="Annulene">Annulene</a></li> <li><a href="/wiki/Anomeric_effect" title="Anomeric effect">Anomeric effect</a></li> <li><a href="/wiki/Antiaromaticity" title="Antiaromaticity">Antiaromaticity</a></li> <li><a href="/wiki/Aromatic_ring_current" title="Aromatic ring current">Aromatic ring current</a></li> <li><a href="/wiki/Aromaticity" title="Aromaticity">Aromaticity</a></li> <li><a href="/wiki/Baird%27s_rule" title="Baird's rule">Baird's rule</a></li> <li><a href="/wiki/Baker%E2%80%93Nathan_effect" title="Baker–Nathan effect">Baker–Nathan effect</a></li> <li><a href="/wiki/Baldwin%27s_rules" title="Baldwin's rules">Baldwin's rules</a></li> <li><a href="/wiki/Bema_Hapothle" title="Bema Hapothle">Bema Hapothle</a></li> <li><a href="/wiki/Beta-silicon_effect" class="mw-redirect" title="Beta-silicon effect">Beta-silicon effect</a></li> <li><a href="/wiki/Bicycloaromaticity" title="Bicycloaromaticity">Bicycloaromaticity</a></li> <li><a href="/wiki/Bredt%27s_rule" title="Bredt's rule">Bredt's rule</a></li> <li><a href="/wiki/B%C3%BCrgi%E2%80%93Dunitz_angle" title="Bürgi–Dunitz angle">Bürgi–Dunitz angle</a></li> <li><a href="/wiki/Catalytic_resonance_theory" title="Catalytic resonance theory">Catalytic resonance theory</a></li> <li><a href="/wiki/Charge_remote_fragmentation" class="mw-redirect" title="Charge remote fragmentation">Charge remote fragmentation</a></li> <li><a href="/wiki/Charge-transfer_complex" title="Charge-transfer complex">Charge-transfer complex</a></li> <li><a href="/wiki/Clar%27s_rule" title="Clar's rule">Clar's rule</a></li> <li><a href="/wiki/Conformational_isomerism" title="Conformational isomerism">Conformational isomerism</a></li> <li><a href="/wiki/Conjugated_system" title="Conjugated system">Conjugated system</a></li> <li><a href="/wiki/Conrotatory_and_disrotatory" title="Conrotatory and disrotatory">Conrotatory and disrotatory</a></li> <li><a href="/wiki/Curtin%E2%80%93Hammett_principle" title="Curtin–Hammett principle">Curtin–Hammett principle</a></li> <li><a href="/wiki/Dynamic_binding_(chemistry)" title="Dynamic binding (chemistry)">Dynamic binding (chemistry)</a></li> <li><a href="/wiki/Edwards_equation" title="Edwards equation">Edwards equation</a></li> <li><a href="/wiki/Effective_molarity" title="Effective molarity">Effective molarity</a></li> <li><a href="/wiki/Electromeric_effect" title="Electromeric effect">Electromeric effect</a></li> <li><a href="/wiki/Electron-rich" title="Electron-rich">Electron-rich</a></li> <li><a href="/wiki/Electron-withdrawing_group" title="Electron-withdrawing group">Electron-withdrawing group</a></li> <li><a href="/wiki/Electronic_effect" title="Electronic effect">Electronic effect</a></li> <li><a href="/wiki/Electrophile" title="Electrophile">Electrophile</a></li> <li><a href="/wiki/Evelyn_effect" title="Evelyn effect">Evelyn effect</a></li> <li><a href="/wiki/Flippin%E2%80%93Lodge_angle" title="Flippin–Lodge angle">Flippin–Lodge angle</a></li> <li><a href="/wiki/Free-energy_relationship" title="Free-energy relationship">Free-energy relationship</a></li> <li><a href="/wiki/Grunwald%E2%80%93Winstein_equation" title="Grunwald–Winstein equation">Grunwald–Winstein equation</a></li> <li><a href="/wiki/Hammett_acidity_function" title="Hammett acidity function">Hammett acidity function</a></li> <li><a href="/wiki/Hammett_equation" title="Hammett equation">Hammett equation</a></li> <li><a href="/wiki/George_S._Hammond" title="George S. Hammond">George S. Hammond</a></li> <li><a href="/wiki/Hammond%27s_postulate" title="Hammond's postulate">Hammond's postulate</a></li> <li><a href="/wiki/Homoaromaticity" title="Homoaromaticity">Homoaromaticity</a></li> <li><a href="/wiki/H%C3%BCckel%27s_rule" title="Hückel's rule">Hückel's rule</a></li> <li><a href="/wiki/Hyperconjugation" title="Hyperconjugation">Hyperconjugation</a></li> <li><a href="/wiki/Inductive_effect" title="Inductive effect">Inductive effect</a></li> <li><a href="/wiki/Kinetic_isotope_effect" title="Kinetic isotope effect">Kinetic isotope effect</a></li> <li><a href="/wiki/LFER_solvent_coefficients_(data_page)" title="LFER solvent coefficients (data page)">LFER solvent coefficients (data page)</a></li> <li><a href="/wiki/Marcus_theory" title="Marcus theory">Marcus theory</a></li> <li><a href="/wiki/Markovnikov%27s_rule" title="Markovnikov's rule">Markovnikov's rule</a></li> <li><a href="/wiki/M%C3%B6bius_aromaticity" title="Möbius aromaticity">Möbius aromaticity</a></li> <li><a href="/wiki/M%C3%B6bius%E2%80%93H%C3%BCckel_concept" title="Möbius–Hückel concept">Möbius–Hückel concept</a></li> <li><a href="/wiki/More_O%27Ferrall%E2%80%93Jencks_plot" title="More O'Ferrall–Jencks plot">More O'Ferrall–Jencks plot</a></li> <li><a href="/wiki/Negative_hyperconjugation" title="Negative hyperconjugation">Negative hyperconjugation</a></li> <li><a href="/wiki/Neighbouring_group_participation" title="Neighbouring group participation">Neighbouring group participation</a></li> <li><a href="/wiki/2-Norbornyl_cation" title="2-Norbornyl cation">2-Norbornyl cation</a></li> <li><a href="/wiki/Nucleophile" title="Nucleophile">Nucleophile</a></li> <li><a href="/wiki/Kennedy_J._P._Orton" title="Kennedy J. P. Orton">Kennedy J. P. Orton</a></li> <li><a href="/wiki/Passive_binding" title="Passive binding">Passive binding</a></li> <li><a href="/wiki/Phosphaethynolate" title="Phosphaethynolate">Phosphaethynolate</a></li> <li><a href="/wiki/Polar_effect" class="mw-redirect" title="Polar effect">Polar effect</a></li> <li><a href="/wiki/Polyfluorene" title="Polyfluorene">Polyfluorene</a></li> <li><a href="/wiki/Ring_strain" title="Ring strain">Ring strain</a></li> <li><a href="/wiki/%CE%A3-aromaticity" class="mw-redirect" title="Σ-aromaticity">Σ-aromaticity</a></li> <li><a href="/wiki/Spherical_aromaticity" title="Spherical aromaticity">Spherical aromaticity</a></li> <li><a href="/wiki/Spiroaromaticity" class="mw-redirect" title="Spiroaromaticity">Spiroaromaticity</a></li> <li><a href="/wiki/Steric_effects" title="Steric effects">Steric effects</a></li> <li><a href="/wiki/Superaromaticity" class="mw-redirect" title="Superaromaticity">Superaromaticity</a></li> <li><a href="/wiki/Swain%E2%80%93Lupton_equation" title="Swain–Lupton equation">Swain–Lupton equation</a></li> <li><a href="/wiki/Taft_equation" title="Taft equation">Taft equation</a></li> <li><a href="/wiki/Thorpe%E2%80%93Ingold_effect" title="Thorpe–Ingold effect">Thorpe–Ingold effect</a></li> <li><a href="/wiki/Vinylogy" title="Vinylogy">Vinylogy</a></li> <li><a href="/wiki/Walsh_diagram" title="Walsh diagram">Walsh diagram</a></li> <li><a href="/wiki/Woodward%E2%80%93Hoffmann_rules" title="Woodward–Hoffmann rules">Woodward–Hoffmann rules</a></li> <li><a href="/wiki/Woodward%27s_rules" title="Woodward's rules">Woodward's rules</a></li> <li><a href="/wiki/Y-aromaticity" class="mw-redirect" title="Y-aromaticity">Y-aromaticity</a></li> <li><a href="/wiki/Yukawa%E2%80%93Tsuno_equation" title="Yukawa–Tsuno equation">Yukawa–Tsuno equation</a></li> <li><a href="/wiki/Zaitsev%27s_rule" class="mw-redirect" title="Zaitsev's rule">Zaitsev's rule</a></li> <li><a href="/wiki/%CE%A3-bishomoaromaticity" class="mw-redirect" title="Σ-bishomoaromaticity">Σ-bishomoaromaticity</a></li></ul> </div><table class="nowraplinks mw-collapsible autocollapse navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><div id="List_of_organic_reactions" style="font-size:114%;margin:0 4em"><a href="/wiki/List_of_organic_reactions" title="List of organic reactions">List of organic reactions</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:7.5em">Carbon-carbon <br /> bond forming <br /> reactions</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acetoacetic_ester_synthesis" title="Acetoacetic ester synthesis">Acetoacetic ester synthesis</a></li> <li><a href="/wiki/Acyloin_condensation" title="Acyloin condensation">Acyloin condensation</a></li> <li><a href="/wiki/Aldol_condensation" title="Aldol condensation">Aldol condensation</a></li> <li><a href="/wiki/Aldol_reaction" title="Aldol reaction">Aldol reaction</a></li> <li><a href="/wiki/Alkane_metathesis" title="Alkane metathesis">Alkane metathesis</a></li> <li><a href="/wiki/Alkyne_metathesis" title="Alkyne metathesis">Alkyne metathesis</a></li> <li><a href="/wiki/Alkyne_trimerisation" title="Alkyne trimerisation">Alkyne trimerisation</a></li> <li><a href="/wiki/Alkynylation" title="Alkynylation">Alkynylation</a></li> <li><a href="/wiki/Allan%E2%80%93Robinson_reaction" title="Allan–Robinson reaction">Allan–Robinson reaction</a></li> <li><a href="/wiki/Arndt%E2%80%93Eistert_reaction" title="Arndt–Eistert reaction">Arndt–Eistert reaction</a></li> <li><a href="/wiki/Auwers_synthesis" title="Auwers synthesis">Auwers synthesis</a></li> <li><a href="/wiki/Aza-Baylis%E2%80%93Hillman_reaction" title="Aza-Baylis–Hillman reaction">Aza-Baylis–Hillman reaction</a></li> <li><a href="/wiki/Barbier_reaction" title="Barbier reaction">Barbier reaction</a></li> <li><a href="/wiki/Barton%E2%80%93Kellogg_reaction" title="Barton–Kellogg reaction">Barton–Kellogg reaction</a></li> <li><a href="/wiki/Baylis%E2%80%93Hillman_reaction" title="Baylis–Hillman reaction">Baylis–Hillman reaction</a></li> <li><a href="/wiki/Benary_reaction" title="Benary reaction">Benary reaction</a></li> <li><a href="/wiki/Bergman_cyclization" title="Bergman cyclization">Bergman cyclization</a></li> <li><a href="/wiki/Biginelli_reaction" title="Biginelli reaction">Biginelli reaction</a></li> <li><a href="/wiki/Bingel_reaction" title="Bingel reaction">Bingel reaction</a></li> <li><a href="/wiki/Blaise_ketone_synthesis" title="Blaise ketone synthesis">Blaise ketone synthesis</a></li> <li><a href="/wiki/Blaise_reaction" title="Blaise reaction">Blaise reaction</a></li> <li><a href="/wiki/Blanc_chloromethylation" title="Blanc chloromethylation">Blanc chloromethylation</a></li> <li><a href="/wiki/Bodroux%E2%80%93Chichibabin_aldehyde_synthesis" title="Bodroux–Chichibabin aldehyde synthesis">Bodroux–Chichibabin aldehyde synthesis</a></li> <li><a href="/wiki/Bouveault_aldehyde_synthesis" title="Bouveault aldehyde synthesis">Bouveault aldehyde synthesis</a></li> <li><a href="/wiki/Bucherer%E2%80%93Bergs_reaction" title="Bucherer–Bergs reaction">Bucherer–Bergs reaction</a></li> <li><a href="/wiki/Buchner_ring_expansion" title="Buchner ring expansion">Buchner ring expansion</a></li> <li><a href="/wiki/Cadiot%E2%80%93Chodkiewicz_coupling" title="Cadiot–Chodkiewicz coupling">Cadiot–Chodkiewicz coupling</a></li> <li><a href="/wiki/Carbonyl_allylation" title="Carbonyl allylation">Carbonyl allylation</a></li> <li><a href="/wiki/Carbonyl_olefin_metathesis" title="Carbonyl olefin metathesis">Carbonyl olefin metathesis</a></li> <li><a href="/wiki/Castro%E2%80%93Stephens_coupling" title="Castro–Stephens coupling">Castro–Stephens coupling</a></li> <li><a href="/wiki/Chan_rearrangement" title="Chan rearrangement">Chan rearrangement</a></li> <li><a href="/wiki/Chan%E2%80%93Lam_coupling" title="Chan–Lam coupling">Chan–Lam coupling</a></li> <li><a href="/wiki/Claisen_condensation" title="Claisen condensation">Claisen condensation</a></li> <li><a href="/wiki/Claisen_rearrangement" title="Claisen rearrangement">Claisen rearrangement</a></li> <li><a href="/wiki/Claisen-Schmidt_condensation" class="mw-redirect" title="Claisen-Schmidt condensation">Claisen-Schmidt condensation</a></li> <li><a href="/wiki/Combes_quinoline_synthesis" title="Combes quinoline synthesis">Combes quinoline synthesis</a></li> <li><a href="/wiki/Corey%E2%80%93Fuchs_reaction" title="Corey–Fuchs reaction">Corey–Fuchs reaction</a></li> <li><a href="/wiki/Corey%E2%80%93House_synthesis" title="Corey–House synthesis">Corey–House synthesis</a></li> <li><a href="/wiki/Coupling_reaction" title="Coupling reaction">Coupling reaction</a></li> <li><a href="/wiki/Cross-coupling_reaction" title="Cross-coupling reaction">Cross-coupling reaction</a></li> <li><a href="/wiki/Cross_dehydrogenative_coupling" title="Cross dehydrogenative coupling">Cross dehydrogenative coupling</a></li> <li><a href="/wiki/Cross-coupling_partner" title="Cross-coupling partner">Cross-coupling partner</a></li> <li><a href="/wiki/Dakin%E2%80%93West_reaction" title="Dakin–West reaction">Dakin–West reaction</a></li> <li><a href="/wiki/Darzens_reaction" title="Darzens reaction">Darzens reaction</a></li> <li><a href="/wiki/Diels%E2%80%93Alder_reaction" title="Diels–Alder reaction">Diels–Alder reaction</a></li> <li><a href="/wiki/Doebner_reaction" title="Doebner reaction">Doebner reaction</a></li> <li><a href="/wiki/Wulff%E2%80%93D%C3%B6tz_reaction" title="Wulff–Dötz reaction">Wulff–Dötz reaction</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Enyne_metathesis" title="Enyne metathesis">Enyne metathesis</a></li> <li><a href="/wiki/Ethenolysis" title="Ethenolysis">Ethenolysis</a></li> <li><a href="/wiki/Favorskii_reaction" title="Favorskii reaction">Favorskii reaction</a></li> <li><a href="/wiki/Ferrier_carbocyclization" title="Ferrier carbocyclization">Ferrier carbocyclization</a></li> <li><a href="/wiki/Friedel%E2%80%93Crafts_reaction" title="Friedel–Crafts reaction">Friedel–Crafts reaction</a></li> <li><a href="/wiki/Fujimoto%E2%80%93Belleau_reaction" title="Fujimoto–Belleau reaction">Fujimoto–Belleau reaction</a></li> <li><a href="/wiki/Fujiwara%E2%80%93Moritani_reaction" title="Fujiwara–Moritani reaction">Fujiwara–Moritani reaction</a></li> <li><a href="/wiki/Fukuyama_coupling" title="Fukuyama coupling">Fukuyama coupling</a></li> <li><a href="/wiki/Gabriel%E2%80%93Colman_rearrangement" title="Gabriel–Colman rearrangement">Gabriel–Colman rearrangement</a></li> <li><a href="/wiki/Gattermann_reaction" title="Gattermann reaction">Gattermann reaction</a></li> <li><a href="/wiki/Glaser_coupling" title="Glaser coupling">Glaser coupling</a></li> <li><a href="/wiki/Grignard_reaction" title="Grignard reaction">Grignard reaction</a></li> <li><a href="/wiki/Grignard_reagent" title="Grignard reagent">Grignard reagent</a></li> <li><a href="/wiki/Hammick_reaction" title="Hammick reaction">Hammick reaction</a></li> <li><a href="/wiki/Heck_reaction" title="Heck reaction">Heck reaction</a></li> <li><a href="/wiki/Henry_reaction" title="Henry reaction">Henry reaction</a></li> <li><a href="/wiki/Heterogeneous_metal_catalyzed_cross-coupling" title="Heterogeneous metal catalyzed cross-coupling">Heterogeneous metal catalyzed cross-coupling</a></li> <li><a href="/wiki/High_dilution_principle" title="High dilution principle">High dilution principle</a></li> <li><a href="/wiki/Hiyama_coupling" title="Hiyama coupling">Hiyama coupling</a></li> <li><a href="/wiki/Homologation_reaction" title="Homologation reaction">Homologation reaction</a></li> <li><a href="/wiki/Horner%E2%80%93Wadsworth%E2%80%93Emmons_reaction" title="Horner–Wadsworth–Emmons reaction">Horner–Wadsworth–Emmons reaction</a></li> <li><a href="/wiki/Hydrocyanation" title="Hydrocyanation">Hydrocyanation</a></li> <li><a href="/wiki/Hydrovinylation" title="Hydrovinylation">Hydrovinylation</a></li> <li><a href="/wiki/Hydroxymethylation" title="Hydroxymethylation">Hydroxymethylation</a></li> <li><a href="/wiki/Ivanov_reaction" title="Ivanov reaction">Ivanov reaction</a></li> <li><a href="/wiki/Johnson%E2%80%93Corey%E2%80%93Chaykovsky_reaction" title="Johnson–Corey–Chaykovsky reaction">Johnson–Corey–Chaykovsky reaction</a></li> <li><a href="/wiki/Julia_olefination" title="Julia olefination">Julia olefination</a></li> <li><a href="/wiki/Julia%E2%80%93Kocienski_olefination" class="mw-redirect" title="Julia–Kocienski olefination">Julia–Kocienski olefination</a></li> <li><a href="/wiki/Kauffmann_olefination" title="Kauffmann olefination">Kauffmann olefination</a></li> <li><a href="/wiki/Knoevenagel_condensation" title="Knoevenagel condensation">Knoevenagel condensation</a></li> <li><a href="/wiki/Knorr_pyrrole_synthesis" title="Knorr pyrrole synthesis">Knorr pyrrole synthesis</a></li> <li><a href="/wiki/Kolbe%E2%80%93Schmitt_reaction" title="Kolbe–Schmitt reaction">Kolbe–Schmitt reaction</a></li> <li><a href="/wiki/Kowalski_ester_homologation" title="Kowalski ester homologation">Kowalski ester homologation</a></li> <li><a href="/wiki/Kulinkovich_reaction" title="Kulinkovich reaction">Kulinkovich reaction</a></li> <li><a href="/wiki/Kumada_coupling" title="Kumada coupling">Kumada coupling</a></li> <li><a href="/wiki/Liebeskind%E2%80%93Srogl_coupling" title="Liebeskind–Srogl coupling">Liebeskind–Srogl coupling</a></li> <li><a href="/wiki/Malonic_ester_synthesis" title="Malonic ester synthesis">Malonic ester synthesis</a></li> <li><a href="/wiki/Mannich_reaction" title="Mannich reaction">Mannich reaction</a></li> <li><a href="/wiki/McMurry_reaction" title="McMurry reaction">McMurry reaction</a></li> <li><a href="/wiki/Meerwein_arylation" title="Meerwein arylation">Meerwein arylation</a></li> <li><a href="/wiki/Methylenation" title="Methylenation">Methylenation</a></li> <li><a href="/wiki/Michael_reaction" class="mw-redirect" title="Michael reaction">Michael reaction</a></li> <li><a href="/wiki/Minisci_reaction" title="Minisci reaction">Minisci reaction</a></li> <li><a href="/w/index.php?title=Mizoroki-Heck_vs._Reductive_Heck&action=edit&redlink=1" class="new" title="Mizoroki-Heck vs. Reductive Heck (page does not exist)">Mizoroki-Heck vs. Reductive Heck</a></li> <li><a href="/wiki/Nef_isocyanide_reaction" title="Nef isocyanide reaction">Nef isocyanide reaction</a></li> <li><a href="/wiki/Nef_synthesis" title="Nef synthesis">Nef synthesis</a></li> <li><a href="/wiki/Negishi_coupling" title="Negishi coupling">Negishi coupling</a></li> <li><a href="/wiki/Nierenstein_reaction" title="Nierenstein reaction">Nierenstein reaction</a></li> <li><a href="/wiki/Nitro-Mannich_reaction" title="Nitro-Mannich reaction">Nitro-Mannich reaction</a></li> <li><a href="/wiki/Nozaki%E2%80%93Hiyama%E2%80%93Kishi_reaction" title="Nozaki–Hiyama–Kishi reaction">Nozaki–Hiyama–Kishi reaction</a></li> <li><a href="/wiki/Olefin_conversion_technology" title="Olefin conversion technology">Olefin conversion technology</a></li> <li><a href="/wiki/Olefin_metathesis" title="Olefin metathesis">Olefin metathesis</a></li> <li><a href="/wiki/Palladium%E2%80%93NHC_complex" title="Palladium–NHC complex">Palladium–NHC complex</a></li> <li><a href="/wiki/Passerini_reaction" title="Passerini reaction">Passerini reaction</a></li> <li><a href="/wiki/Peterson_olefination" title="Peterson olefination">Peterson olefination</a></li> <li><a href="/wiki/Pfitzinger_reaction" title="Pfitzinger reaction">Pfitzinger reaction</a></li> <li><a href="/wiki/Piancatelli_rearrangement" title="Piancatelli rearrangement">Piancatelli rearrangement</a></li> <li><a href="/wiki/Pinacol_coupling_reaction" title="Pinacol coupling reaction">Pinacol coupling reaction</a></li> <li><a href="/wiki/Prins_reaction" title="Prins reaction">Prins reaction</a></li> <li><a href="/wiki/Quelet_reaction" title="Quelet reaction">Quelet reaction</a></li> <li><a href="/wiki/Ramberg%E2%80%93B%C3%A4cklund_reaction" title="Ramberg–Bäcklund reaction">Ramberg–Bäcklund reaction</a></li> <li><a href="/wiki/Rauhut%E2%80%93Currier_reaction" title="Rauhut–Currier reaction">Rauhut–Currier reaction</a></li> <li><a href="/wiki/Reformatsky_reaction" title="Reformatsky reaction">Reformatsky reaction</a></li> <li><a href="/wiki/Reimer%E2%80%93Tiemann_reaction" title="Reimer–Tiemann reaction">Reimer–Tiemann reaction</a></li> <li><a href="/wiki/Rieche_formylation" title="Rieche formylation">Rieche formylation</a></li> <li><a href="/wiki/Ring-closing_metathesis" title="Ring-closing metathesis">Ring-closing metathesis</a></li> <li><a href="/wiki/Robinson_annulation" title="Robinson annulation">Robinson annulation</a></li> <li><a href="/wiki/Sakurai_reaction" title="Sakurai reaction">Sakurai reaction</a></li> <li><a href="/wiki/Seyferth%E2%80%93Gilbert_homologation" title="Seyferth–Gilbert homologation">Seyferth–Gilbert homologation</a></li> <li><a href="/wiki/Shapiro_reaction" title="Shapiro reaction">Shapiro reaction</a></li> <li><a href="/wiki/Sonogashira_coupling" title="Sonogashira coupling">Sonogashira coupling</a></li> <li><a href="/wiki/Stetter_reaction" title="Stetter reaction">Stetter reaction</a></li> <li><a href="/wiki/Stille_reaction" title="Stille reaction">Stille reaction</a></li> <li><a href="/wiki/Stoll%C3%A9_synthesis" title="Stollé synthesis">Stollé synthesis</a></li> <li><a href="/wiki/Stork_enamine_alkylation" title="Stork enamine alkylation">Stork enamine alkylation</a></li> <li><a href="/wiki/Suzuki_reaction" title="Suzuki reaction">Suzuki reaction</a></li> <li><a href="/wiki/Takai_olefination" title="Takai olefination">Takai olefination</a></li> <li><a href="/wiki/Thermal_rearrangement_of_aromatic_hydrocarbons" title="Thermal rearrangement of aromatic hydrocarbons">Thermal rearrangement of aromatic hydrocarbons</a></li> <li><a href="/wiki/Thorpe_reaction" title="Thorpe reaction">Thorpe reaction</a></li> <li><a href="/wiki/Ugi_reaction" title="Ugi reaction">Ugi reaction</a></li> <li><a href="/wiki/Ullmann_reaction" title="Ullmann reaction">Ullmann reaction</a></li> <li><a href="/wiki/Wagner-Jauregg_reaction" title="Wagner-Jauregg reaction">Wagner-Jauregg reaction</a></li> <li><a href="/wiki/Weinreb_ketone_synthesis" title="Weinreb ketone synthesis">Weinreb ketone synthesis</a></li> <li><a href="/wiki/Wittig_reaction" title="Wittig reaction">Wittig reaction</a></li> <li><a href="/wiki/Wurtz_reaction" title="Wurtz reaction">Wurtz reaction</a></li> <li><a href="/wiki/Wurtz%E2%80%93Fittig_reaction" title="Wurtz–Fittig reaction">Wurtz–Fittig reaction</a></li> <li><a href="/wiki/Zincke%E2%80%93Suhl_reaction" title="Zincke–Suhl reaction">Zincke–Suhl reaction</a></li></ul> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Homologation_reactions" class="mw-redirect" title="Homologation reactions">Homologation reactions</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Arndt%E2%80%93Eistert_reaction" title="Arndt–Eistert reaction">Arndt–Eistert reaction</a></li> <li><a href="/wiki/Hooker_reaction" title="Hooker reaction">Hooker reaction</a></li> <li><a href="/wiki/Kiliani%E2%80%93Fischer_synthesis" title="Kiliani–Fischer synthesis">Kiliani–Fischer synthesis</a></li> <li><a href="/wiki/Kowalski_ester_homologation" title="Kowalski ester homologation">Kowalski ester homologation</a></li> <li><a href="/wiki/Methoxymethylenetriphenylphosphorane" title="Methoxymethylenetriphenylphosphorane">Methoxymethylenetriphenylphosphorane</a></li> <li><a href="/wiki/Seyferth%E2%80%93Gilbert_homologation" title="Seyferth–Gilbert homologation">Seyferth–Gilbert homologation</a></li> <li><a href="/wiki/Wittig_reaction" title="Wittig reaction">Wittig reaction</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Olefination reactions</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Bamford%E2%80%93Stevens_reaction" title="Bamford–Stevens reaction">Bamford–Stevens reaction</a></li> <li><a href="/wiki/Barton%E2%80%93Kellogg_reaction" title="Barton–Kellogg reaction">Barton–Kellogg reaction</a></li> <li><a href="/wiki/Boord_olefin_synthesis" title="Boord olefin synthesis">Boord olefin synthesis</a></li> <li><a href="/wiki/Chugaev_elimination" title="Chugaev elimination">Chugaev elimination</a></li> <li><a href="/wiki/Cope_reaction" title="Cope reaction">Cope reaction</a></li> <li><a href="/wiki/Corey%E2%80%93Winter_olefin_synthesis" title="Corey–Winter olefin synthesis">Corey–Winter olefin synthesis</a></li> <li><a href="/wiki/Dehydrohalogenation" title="Dehydrohalogenation">Dehydrohalogenation</a></li> <li><a href="/wiki/Elimination_reaction" title="Elimination reaction">Elimination reaction</a></li> <li><a href="/wiki/Grieco_elimination" title="Grieco elimination">Grieco elimination</a></li> <li><a href="/wiki/Hofmann_elimination" title="Hofmann elimination">Hofmann elimination</a></li> <li><a href="/wiki/Horner%E2%80%93Wadsworth%E2%80%93Emmons_reaction" title="Horner–Wadsworth–Emmons reaction">Horner–Wadsworth–Emmons reaction</a></li> <li><a href="/wiki/Hydrazone_iodination" title="Hydrazone iodination">Hydrazone iodination</a></li> <li><a href="/wiki/Julia_olefination" title="Julia olefination">Julia olefination</a></li> <li><a href="/wiki/Julia%E2%80%93Kocienski_olefination" class="mw-redirect" title="Julia–Kocienski olefination">Julia–Kocienski olefination</a></li> <li><a href="/wiki/Kauffmann_olefination" title="Kauffmann olefination">Kauffmann olefination</a></li> <li><a href="/wiki/McMurry_reaction" title="McMurry reaction">McMurry reaction</a></li> <li><a href="/wiki/Peterson_olefination" title="Peterson olefination">Peterson olefination</a></li> <li><a href="/wiki/Ramberg%E2%80%93B%C3%A4cklund_reaction" title="Ramberg–Bäcklund reaction">Ramberg–Bäcklund reaction</a></li> <li><a href="/wiki/Shapiro_reaction" title="Shapiro reaction">Shapiro reaction</a></li> <li><a href="/wiki/Takai_olefination" title="Takai olefination">Takai olefination</a></li> <li><a href="/wiki/Wittig_reaction" title="Wittig reaction">Wittig reaction</a></li></ul> </div></td></tr></tbody></table><div> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:7.5em">Carbon-heteroatom <br /> bond forming <br /> reactions</th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Azo_coupling" title="Azo coupling">Azo coupling</a></li> <li><a href="/wiki/Bartoli_indole_synthesis" title="Bartoli indole synthesis">Bartoli indole synthesis</a></li> <li><a href="/wiki/Boudouard_reaction" title="Boudouard reaction">Boudouard reaction</a></li> <li><a href="/wiki/Cadogan%E2%80%93Sundberg_indole_synthesis" title="Cadogan–Sundberg indole synthesis">Cadogan–Sundberg indole synthesis</a></li> <li><a href="/wiki/Diazonium_compound" title="Diazonium compound">Diazonium compound</a></li> <li><a href="/wiki/Esterification" class="mw-redirect" title="Esterification">Esterification</a></li> <li><a href="/wiki/Grignard_reagent" title="Grignard reagent">Grignard reagent</a></li> <li><a href="/wiki/Haloform_reaction" title="Haloform reaction">Haloform reaction</a></li> <li><a href="/wiki/Hegedus_indole_synthesis" title="Hegedus indole synthesis">Hegedus indole synthesis</a></li> <li><a href="/wiki/Hurd%E2%80%93Mori_1,2,3-thiadiazole_synthesis" title="Hurd–Mori 1,2,3-thiadiazole synthesis">Hurd–Mori 1,2,3-thiadiazole synthesis</a></li> <li><a href="/wiki/Kharasch%E2%80%93Sosnovsky_reaction" title="Kharasch–Sosnovsky reaction">Kharasch–Sosnovsky reaction</a></li> <li><a href="/wiki/Knorr_pyrrole_synthesis" title="Knorr pyrrole synthesis">Knorr pyrrole synthesis</a></li> <li><a href="/wiki/Leimgruber%E2%80%93Batcho_indole_synthesis" title="Leimgruber–Batcho indole synthesis">Leimgruber–Batcho indole synthesis</a></li> <li><a href="/wiki/Mukaiyama_hydration" title="Mukaiyama hydration">Mukaiyama hydration</a></li> <li><a href="/wiki/Nenitzescu_indole_synthesis" title="Nenitzescu indole synthesis">Nenitzescu indole synthesis</a></li> <li><a href="/wiki/Oxymercuration_reaction" title="Oxymercuration reaction">Oxymercuration reaction</a></li> <li><a href="/wiki/Reed_reaction" title="Reed reaction">Reed reaction</a></li> <li><a href="/wiki/Schotten%E2%80%93Baumann_reaction" title="Schotten–Baumann reaction">Schotten–Baumann reaction</a></li> <li><a href="/wiki/Ullmann_condensation" title="Ullmann condensation">Ullmann condensation</a></li> <li><a href="/wiki/Williamson_ether_synthesis" title="Williamson ether synthesis">Williamson ether synthesis</a></li> <li><a href="/wiki/Yamaguchi_esterification" title="Yamaguchi esterification">Yamaguchi esterification</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:7.5em">Degradation <br /> reactions</th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Barbier%E2%80%93Wieland_degradation" title="Barbier–Wieland degradation">Barbier–Wieland degradation</a></li> <li><a href="/wiki/Bergmann_degradation" title="Bergmann degradation">Bergmann degradation</a></li> <li><a href="/wiki/Edman_degradation" title="Edman degradation">Edman degradation</a></li> <li><a href="/wiki/Emde_degradation" title="Emde degradation">Emde degradation</a></li> <li><a href="/wiki/Gallagher%E2%80%93Hollander_degradation" title="Gallagher–Hollander degradation">Gallagher–Hollander degradation</a></li> <li><a href="/wiki/Hofmann_rearrangement" title="Hofmann rearrangement">Hofmann rearrangement</a></li> <li><a href="/wiki/Hooker_reaction" title="Hooker reaction">Hooker reaction</a></li> <li><a href="/wiki/Isosaccharinic_acid" title="Isosaccharinic acid">Isosaccharinic acid</a></li> <li><a href="/wiki/Marker_degradation" title="Marker degradation">Marker degradation</a></li> <li><a href="/wiki/Ruff_degradation" title="Ruff degradation">Ruff degradation</a></li> <li><a href="/wiki/Strecker_degradation" title="Strecker degradation">Strecker degradation</a></li> <li><a href="/wiki/Von_Braun_amide_degradation" title="Von Braun amide degradation">Von Braun amide degradation</a></li> <li><a href="/wiki/Weerman_degradation" title="Weerman degradation">Weerman degradation</a></li> <li><a href="/wiki/Wohl_degradation" title="Wohl degradation">Wohl degradation</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:7.5em"><a href="/wiki/Organic_redox_reaction" title="Organic redox reaction">Organic redox <br /> reactions</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Acyloin_condensation" title="Acyloin condensation">Acyloin condensation</a></li> <li><a href="/wiki/Adkins%E2%80%93Peterson_reaction" title="Adkins–Peterson reaction">Adkins–Peterson reaction</a></li> <li><a href="/wiki/Akabori_amino-acid_reaction" title="Akabori amino-acid reaction">Akabori amino-acid reaction</a></li> <li><a href="/wiki/Alcohol_oxidation" title="Alcohol oxidation">Alcohol oxidation</a></li> <li><a href="/wiki/Algar%E2%80%93Flynn%E2%80%93Oyamada_reaction" title="Algar–Flynn–Oyamada reaction">Algar–Flynn–Oyamada reaction</a></li> <li><a href="/wiki/Amide_reduction" title="Amide reduction">Amide reduction</a></li> <li><a href="/wiki/Andrussow_process" title="Andrussow process">Andrussow process</a></li> <li><a href="/wiki/Angeli%E2%80%93Rimini_reaction" title="Angeli–Rimini reaction">Angeli–Rimini reaction</a></li> <li><a href="/wiki/Aromatization" title="Aromatization">Aromatization</a></li> <li><a href="/wiki/Autoxidation" title="Autoxidation">Autoxidation</a></li> <li><a href="/wiki/Baeyer%E2%80%93Villiger_oxidation" title="Baeyer–Villiger oxidation">Baeyer–Villiger oxidation</a></li> <li><a href="/wiki/Barton%E2%80%93McCombie_deoxygenation" title="Barton–McCombie deoxygenation">Barton–McCombie deoxygenation</a></li> <li><a href="/wiki/Bechamp_reduction" class="mw-redirect" title="Bechamp reduction">Bechamp reduction</a></li> <li><a href="/wiki/Benkeser_reaction" class="mw-redirect" title="Benkeser reaction">Benkeser reaction</a></li> <li><a href="/wiki/Bergmann_degradation" title="Bergmann degradation">Bergmann degradation</a></li> <li><a href="/wiki/Birch_reduction" title="Birch reduction">Birch reduction</a></li> <li><a href="/wiki/Bohn%E2%80%93Schmidt_reaction" title="Bohn–Schmidt reaction">Bohn–Schmidt reaction</a></li> <li><a href="/wiki/Bosch_reaction" title="Bosch reaction">Bosch reaction</a></li> <li><a class="mw-selflink selflink">Bouveault–Blanc reduction</a></li> <li><a href="/wiki/Boyland%E2%80%93Sims_oxidation" title="Boyland–Sims oxidation">Boyland–Sims oxidation</a></li> <li><a href="/wiki/Cannizzaro_reaction" title="Cannizzaro reaction">Cannizzaro reaction</a></li> <li><a href="/wiki/Carbonyl_reduction" title="Carbonyl reduction">Carbonyl reduction</a></li> <li><a href="/wiki/Clemmensen_reduction" title="Clemmensen reduction">Clemmensen reduction</a></li> <li><a href="/wiki/Collins_oxidation" title="Collins oxidation">Collins oxidation</a></li> <li><a href="/wiki/Corey%E2%80%93Itsuno_reduction" title="Corey–Itsuno reduction">Corey–Itsuno reduction</a></li> <li><a href="/wiki/Corey%E2%80%93Kim_oxidation" title="Corey–Kim oxidation">Corey–Kim oxidation</a></li> <li><a href="/wiki/Corey%E2%80%93Winter_olefin_synthesis" title="Corey–Winter olefin synthesis">Corey–Winter olefin synthesis</a></li> <li><a href="/wiki/Criegee_oxidation" title="Criegee oxidation">Criegee oxidation</a></li> <li><a href="/wiki/Dakin_oxidation" title="Dakin oxidation">Dakin oxidation</a></li> <li><a href="/wiki/Davis_oxidation" title="Davis oxidation">Davis oxidation</a></li> <li><a href="/wiki/Deoxygenation" title="Deoxygenation">Deoxygenation</a></li> <li><a href="/wiki/Dess%E2%80%93Martin_oxidation" title="Dess–Martin oxidation">Dess–Martin oxidation</a></li> <li><a href="/wiki/DNA_oxidation" title="DNA oxidation">DNA oxidation</a></li> <li><a href="/wiki/Elbs_persulfate_oxidation" title="Elbs persulfate oxidation">Elbs persulfate oxidation</a></li> <li><a href="/wiki/Emde_degradation" title="Emde degradation">Emde degradation</a></li> <li><a href="/wiki/Eschweiler%E2%80%93Clarke_reaction" title="Eschweiler–Clarke reaction">Eschweiler–Clarke reaction</a></li> <li><a href="/wiki/%C3%89tard_reaction" title="Étard reaction">Étard reaction</a></li> <li><a href="/wiki/Fischer%E2%80%93Tropsch_process" title="Fischer–Tropsch process">Fischer–Tropsch process</a></li> <li><a href="/wiki/Fleming%E2%80%93Tamao_oxidation" title="Fleming–Tamao oxidation">Fleming–Tamao oxidation</a></li> <li><a href="/wiki/Fukuyama_reduction" title="Fukuyama reduction">Fukuyama reduction</a></li> <li><a href="/wiki/Ganem_oxidation" title="Ganem oxidation">Ganem oxidation</a></li> <li><a href="/wiki/Glycol_cleavage" title="Glycol cleavage">Glycol cleavage</a></li> <li><a href="/wiki/Griesbaum_coozonolysis" title="Griesbaum coozonolysis">Griesbaum coozonolysis</a></li> <li><a href="/wiki/Grundmann_aldehyde_synthesis" title="Grundmann aldehyde synthesis">Grundmann aldehyde synthesis</a></li> <li><a href="/wiki/Haloform_reaction" title="Haloform reaction">Haloform reaction</a></li> <li><a href="/wiki/Hydrogenation" title="Hydrogenation">Hydrogenation</a></li> <li><a href="/wiki/Hydrogenolysis" title="Hydrogenolysis">Hydrogenolysis</a></li> <li><a href="/wiki/Hydroxylation" title="Hydroxylation">Hydroxylation</a></li> <li><a href="/wiki/Jones_oxidation" title="Jones oxidation">Jones oxidation</a></li> <li><a href="/wiki/Kiliani%E2%80%93Fischer_synthesis" title="Kiliani–Fischer synthesis">Kiliani–Fischer synthesis</a></li> <li><a href="/wiki/Kolbe_electrolysis" title="Kolbe electrolysis">Kolbe electrolysis</a></li> <li><a href="/wiki/Kornblum_oxidation" title="Kornblum oxidation">Kornblum oxidation</a></li> <li><a href="/wiki/Kornblum%E2%80%93DeLaMare_rearrangement" title="Kornblum–DeLaMare rearrangement">Kornblum–DeLaMare rearrangement</a></li> <li><a href="/wiki/Leuckart_reaction" title="Leuckart reaction">Leuckart reaction</a></li> <li><a href="/wiki/Ley_oxidation" class="mw-redirect" title="Ley oxidation">Ley oxidation</a></li> <li><a href="/wiki/Lindgren_oxidation" title="Lindgren oxidation">Lindgren oxidation</a></li> <li><a href="/wiki/Lipid_peroxidation" title="Lipid peroxidation">Lipid peroxidation</a></li> <li><a href="/wiki/Lombardo_methylenation" title="Lombardo methylenation">Lombardo methylenation</a></li> <li><a href="/wiki/Luche_reduction" title="Luche reduction">Luche reduction</a></li> <li><a href="/wiki/Mark%C3%B3%E2%80%93Lam_deoxygenation" title="Markó–Lam deoxygenation">Markó–Lam deoxygenation</a></li> <li><a href="/wiki/McFadyen%E2%80%93Stevens_reaction" title="McFadyen–Stevens reaction">McFadyen–Stevens reaction</a></li> <li><a href="/wiki/Meerwein%E2%80%93Ponndorf%E2%80%93Verley_reduction" title="Meerwein–Ponndorf–Verley reduction">Meerwein–Ponndorf–Verley reduction</a></li> <li><a href="/wiki/Methionine_sulfoxide" title="Methionine sulfoxide">Methionine sulfoxide</a></li> <li><a href="/wiki/Miyaura_borylation" title="Miyaura borylation">Miyaura borylation</a></li> <li><a href="/wiki/Mozingo_reduction" title="Mozingo reduction">Mozingo reduction</a></li> <li><a href="/wiki/Noyori_asymmetric_hydrogenation" class="mw-redirect" title="Noyori asymmetric hydrogenation">Noyori asymmetric hydrogenation</a></li> <li><a href="/wiki/Omega_oxidation" title="Omega oxidation">Omega oxidation</a></li> <li><a href="/wiki/Oppenauer_oxidation" title="Oppenauer oxidation">Oppenauer oxidation</a></li> <li><a href="/wiki/Oxygen_rebound_mechanism" title="Oxygen rebound mechanism">Oxygen rebound mechanism</a></li> <li><a href="/wiki/Ozonolysis" title="Ozonolysis">Ozonolysis</a></li> <li><a href="/wiki/Parikh%E2%80%93Doering_oxidation" title="Parikh–Doering oxidation">Parikh–Doering oxidation</a></li> <li><a href="/wiki/Pinnick_oxidation" title="Pinnick oxidation">Pinnick oxidation</a></li> <li><a href="/wiki/Pr%C3%A9vost_reaction" title="Prévost reaction">Prévost reaction</a></li> <li><a href="/wiki/Reduction_of_nitro_compounds" title="Reduction of nitro compounds">Reduction of nitro compounds</a></li> <li><a href="/wiki/Reductive_amination" title="Reductive amination">Reductive amination</a></li> <li><a href="/wiki/Riley_oxidation" title="Riley oxidation">Riley oxidation</a></li> <li><a href="/wiki/Rosenmund_reduction" title="Rosenmund reduction">Rosenmund reduction</a></li> <li><a href="/wiki/Rubottom_oxidation" title="Rubottom oxidation">Rubottom oxidation</a></li> <li><a href="/wiki/Sabatier_reaction" title="Sabatier reaction">Sabatier reaction</a></li> <li><a href="/wiki/Sarett_oxidation" title="Sarett oxidation">Sarett oxidation</a></li> <li><a href="/wiki/Selenoxide_elimination" title="Selenoxide elimination">Selenoxide elimination</a></li> <li><a href="/wiki/Shapiro_reaction" title="Shapiro reaction">Shapiro reaction</a></li> <li><a href="/wiki/Sharpless_asymmetric_dihydroxylation" title="Sharpless asymmetric dihydroxylation">Sharpless asymmetric dihydroxylation</a></li> <li><a href="/wiki/Epoxidation_of_allylic_alcohols" title="Epoxidation of allylic alcohols">Epoxidation of allylic alcohols</a></li> <li><a href="/wiki/Sharpless_epoxidation" title="Sharpless epoxidation">Sharpless epoxidation</a></li> <li><a href="/wiki/Sharpless_oxyamination" title="Sharpless oxyamination">Sharpless oxyamination</a></li> <li><a href="/wiki/Stahl_oxidation" title="Stahl oxidation">Stahl oxidation</a></li> <li><a href="/wiki/Staudinger_reaction" title="Staudinger reaction">Staudinger reaction</a></li> <li><a href="/wiki/Stephen_aldehyde_synthesis" title="Stephen aldehyde synthesis">Stephen aldehyde synthesis</a></li> <li><a href="/wiki/Swern_oxidation" title="Swern oxidation">Swern oxidation</a></li> <li><a href="/wiki/Transfer_hydrogenation" title="Transfer hydrogenation">Transfer hydrogenation</a></li> <li><a href="/wiki/Wacker_process" title="Wacker process">Wacker process</a></li> <li><a href="/wiki/Wharton_reaction" title="Wharton reaction">Wharton reaction</a></li> <li><a href="/wiki/Whiting_reaction" title="Whiting reaction">Whiting reaction</a></li> <li><a href="/wiki/Wohl%E2%80%93Aue_reaction" title="Wohl–Aue reaction">Wohl–Aue reaction</a></li> <li><a href="/wiki/Wolff%E2%80%93Kishner_reduction" title="Wolff–Kishner reduction">Wolff–Kishner reduction</a></li> <li><a href="/wiki/Wolffenstein%E2%80%93B%C3%B6ters_reaction" title="Wolffenstein–Böters reaction">Wolffenstein–Böters reaction</a></li> <li><a href="/wiki/Zinin_reaction" title="Zinin reaction">Zinin reaction</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:7.5em"><a href="/wiki/Rearrangement_reaction" title="Rearrangement reaction">Rearrangement <br /> reactions</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1,2-rearrangement" title="1,2-rearrangement">1,2-rearrangement</a></li> <li><a href="/wiki/1,2-Wittig_rearrangement" title="1,2-Wittig rearrangement">1,2-Wittig rearrangement</a></li> <li><a href="/wiki/2,3-sigmatropic_rearrangement" title="2,3-sigmatropic rearrangement">2,3-sigmatropic rearrangement</a></li> <li><a href="/wiki/2,3-Wittig_rearrangement" title="2,3-Wittig rearrangement">2,3-Wittig rearrangement</a></li> <li><a href="/wiki/Achmatowicz_reaction" title="Achmatowicz reaction">Achmatowicz reaction</a></li> <li><a href="/wiki/Alkyne_zipper_reaction" title="Alkyne zipper reaction">Alkyne zipper reaction</a></li> <li><a href="/wiki/Allen%E2%80%93Millar%E2%80%93Trippett_rearrangement" title="Allen–Millar–Trippett rearrangement">Allen–Millar–Trippett rearrangement</a></li> <li><a href="/wiki/Allylic_rearrangement" title="Allylic rearrangement">Allylic rearrangement</a></li> <li><a href="/wiki/Alpha-ketol_rearrangement" class="mw-redirect" title="Alpha-ketol rearrangement">Alpha-ketol rearrangement</a></li> <li><a href="/wiki/Amadori_rearrangement" title="Amadori rearrangement">Amadori rearrangement</a></li> <li><a href="/wiki/Arndt%E2%80%93Eistert_reaction" title="Arndt–Eistert reaction">Arndt–Eistert reaction</a></li> <li><a href="/wiki/Aza-Cope_rearrangement" title="Aza-Cope rearrangement">Aza-Cope rearrangement</a></li> <li><a href="/wiki/Baker%E2%80%93Venkataraman_rearrangement" title="Baker–Venkataraman rearrangement">Baker–Venkataraman rearrangement</a></li> <li><a href="/wiki/Bamberger_rearrangement" title="Bamberger rearrangement">Bamberger rearrangement</a></li> <li><a href="/wiki/Banert_cascade" title="Banert cascade">Banert cascade</a></li> <li><a href="/wiki/Beckmann_rearrangement" title="Beckmann rearrangement">Beckmann rearrangement</a></li> <li><a href="/wiki/Benzilic_acid_rearrangement" title="Benzilic acid rearrangement">Benzilic acid rearrangement</a></li> <li><a href="/wiki/Bergman_cyclization" title="Bergman cyclization">Bergman cyclization</a></li> <li><a href="/wiki/Bergmann_degradation" title="Bergmann degradation">Bergmann degradation</a></li> <li><a href="/wiki/Boekelheide_reaction" title="Boekelheide reaction">Boekelheide reaction</a></li> <li><a href="/wiki/Brook_rearrangement" title="Brook rearrangement">Brook rearrangement</a></li> <li><a href="/wiki/Buchner_ring_expansion" title="Buchner ring expansion">Buchner ring expansion</a></li> <li><a href="/wiki/Carroll_rearrangement" title="Carroll rearrangement">Carroll rearrangement</a></li> <li><a href="/wiki/Chan_rearrangement" title="Chan rearrangement">Chan rearrangement</a></li> <li><a href="/wiki/Claisen_rearrangement" title="Claisen rearrangement">Claisen rearrangement</a></li> <li><a href="/wiki/Cope_rearrangement" title="Cope rearrangement">Cope rearrangement</a></li> <li><a href="/wiki/Corey%E2%80%93Fuchs_reaction" title="Corey–Fuchs reaction">Corey–Fuchs reaction</a></li> <li><a href="/wiki/Cornforth_rearrangement" title="Cornforth rearrangement">Cornforth rearrangement</a></li> <li><a href="/wiki/Criegee_rearrangement" title="Criegee rearrangement">Criegee rearrangement</a></li> <li><a href="/wiki/Curtius_rearrangement" title="Curtius rearrangement">Curtius rearrangement</a></li> <li><a href="/wiki/Demjanov_rearrangement" title="Demjanov rearrangement">Demjanov rearrangement</a></li> <li><a href="/wiki/Di-%CF%80-methane_rearrangement" title="Di-π-methane rearrangement">Di-π-methane rearrangement</a></li> <li><a href="/wiki/Dimroth_rearrangement" title="Dimroth rearrangement">Dimroth rearrangement</a></li> <li><a href="/wiki/Divinylcyclopropane-cycloheptadiene_rearrangement" title="Divinylcyclopropane-cycloheptadiene rearrangement">Divinylcyclopropane-cycloheptadiene rearrangement</a></li> <li><a href="/wiki/Dowd%E2%80%93Beckwith_ring-expansion_reaction" title="Dowd–Beckwith ring-expansion reaction">Dowd–Beckwith ring-expansion reaction</a></li> <li><a href="/wiki/Electrocyclic_reaction" title="Electrocyclic reaction">Electrocyclic reaction</a></li> <li><a href="/wiki/Ene_reaction" title="Ene reaction">Ene reaction</a></li> <li><a href="/wiki/Enyne_metathesis" title="Enyne metathesis">Enyne metathesis</a></li> <li><a href="/wiki/Favorskii_reaction" title="Favorskii reaction">Favorskii reaction</a></li> <li><a href="/wiki/Favorskii_rearrangement" title="Favorskii rearrangement">Favorskii rearrangement</a></li> <li><a href="/wiki/Ferrier_carbocyclization" title="Ferrier carbocyclization">Ferrier carbocyclization</a></li> <li><a href="/wiki/Ferrier_rearrangement" title="Ferrier rearrangement">Ferrier rearrangement</a></li> <li><a href="/wiki/Fischer%E2%80%93Hepp_rearrangement" title="Fischer–Hepp rearrangement">Fischer–Hepp rearrangement</a></li> <li><a href="/wiki/Fries_rearrangement" title="Fries rearrangement">Fries rearrangement</a></li> <li><a href="/wiki/Fritsch%E2%80%93Buttenberg%E2%80%93Wiechell_rearrangement" title="Fritsch–Buttenberg–Wiechell rearrangement">Fritsch–Buttenberg–Wiechell rearrangement</a></li> <li><a href="/wiki/Gabriel%E2%80%93Colman_rearrangement" title="Gabriel–Colman rearrangement">Gabriel–Colman rearrangement</a></li> <li><a href="/wiki/Group_transfer_reaction" title="Group transfer reaction">Group transfer reaction</a></li> <li><a href="/wiki/Halogen_dance_rearrangement" title="Halogen dance rearrangement">Halogen dance rearrangement</a></li> <li><a href="/wiki/Hayashi_rearrangement" title="Hayashi rearrangement">Hayashi rearrangement</a></li> <li><a href="/wiki/Hofmann_rearrangement" title="Hofmann rearrangement">Hofmann rearrangement</a></li> <li><a href="/wiki/Hofmann%E2%80%93Martius_rearrangement" title="Hofmann–Martius rearrangement">Hofmann–Martius rearrangement</a></li> <li><a href="/wiki/Ireland%E2%80%93Claisen_rearrangement" title="Ireland–Claisen rearrangement">Ireland–Claisen rearrangement</a></li> <li><a href="/wiki/Jacobsen_rearrangement" title="Jacobsen rearrangement">Jacobsen rearrangement</a></li> <li><a href="/wiki/Kornblum%E2%80%93DeLaMare_rearrangement" title="Kornblum–DeLaMare rearrangement">Kornblum–DeLaMare rearrangement</a></li> <li><a href="/wiki/Kowalski_ester_homologation" title="Kowalski ester homologation">Kowalski ester homologation</a></li> <li><a href="/wiki/Lobry_de_Bruyn%E2%80%93Van_Ekenstein_transformation" title="Lobry de Bruyn–Van Ekenstein transformation">Lobry de Bruyn–Van Ekenstein transformation</a></li> <li><a href="/wiki/Lossen_rearrangement" title="Lossen rearrangement">Lossen rearrangement</a></li> <li><a href="/wiki/McFadyen%E2%80%93Stevens_reaction" title="McFadyen–Stevens reaction">McFadyen–Stevens reaction</a></li> <li><a href="/wiki/McLafferty_rearrangement" title="McLafferty rearrangement">McLafferty rearrangement</a></li> <li><a href="/wiki/Meyer%E2%80%93Schuster_rearrangement" title="Meyer–Schuster rearrangement">Meyer–Schuster rearrangement</a></li> <li><a href="/wiki/Mislow%E2%80%93Evans_rearrangement" title="Mislow–Evans rearrangement">Mislow–Evans rearrangement</a></li> <li><a href="/wiki/Mumm_rearrangement" title="Mumm rearrangement">Mumm rearrangement</a></li> <li><a href="/wiki/Myers_allene_synthesis" title="Myers allene synthesis">Myers allene synthesis</a></li> <li><a href="/wiki/Nazarov_cyclization_reaction" title="Nazarov cyclization reaction">Nazarov cyclization reaction</a></li> <li><a href="/wiki/Neber_rearrangement" title="Neber rearrangement">Neber rearrangement</a></li> <li><a href="/wiki/Newman%E2%80%93Kwart_rearrangement" title="Newman–Kwart rearrangement">Newman–Kwart rearrangement</a></li> <li><a href="/wiki/Overman_rearrangement" title="Overman rearrangement">Overman rearrangement</a></li> <li><a href="/wiki/Oxy-Cope_rearrangement" title="Oxy-Cope rearrangement">Oxy-Cope rearrangement</a></li> <li><a href="/wiki/Pericyclic_reaction" title="Pericyclic reaction">Pericyclic reaction</a></li> <li><a href="/wiki/Piancatelli_rearrangement" title="Piancatelli rearrangement">Piancatelli rearrangement</a></li> <li><a href="/wiki/Pinacol_rearrangement" title="Pinacol rearrangement">Pinacol rearrangement</a></li> <li><a href="/wiki/Pummerer_rearrangement" title="Pummerer rearrangement">Pummerer rearrangement</a></li> <li><a href="/wiki/Ramberg%E2%80%93B%C3%A4cklund_reaction" title="Ramberg–Bäcklund reaction">Ramberg–Bäcklund reaction</a></li> <li><a href="/wiki/Ring_expansion_and_contraction" title="Ring expansion and contraction">Ring expansion and contraction</a></li> <li><a href="/wiki/Ring-closing_metathesis" title="Ring-closing metathesis">Ring-closing metathesis</a></li> <li><a href="/wiki/Rupe_reaction" class="mw-redirect" title="Rupe reaction">Rupe reaction</a></li> <li><a href="/wiki/Schmidt_reaction" title="Schmidt reaction">Schmidt reaction</a></li> <li><a href="/wiki/Semipinacol_rearrangement" title="Semipinacol rearrangement">Semipinacol rearrangement</a></li> <li><a href="/wiki/Seyferth%E2%80%93Gilbert_homologation" title="Seyferth–Gilbert homologation">Seyferth–Gilbert homologation</a></li> <li><a href="/wiki/Sigmatropic_reaction" title="Sigmatropic reaction">Sigmatropic reaction</a></li> <li><a href="/wiki/Skatteb%C3%B8l_rearrangement" title="Skattebøl rearrangement">Skattebøl rearrangement</a></li> <li><a href="/wiki/Smiles_rearrangement" title="Smiles rearrangement">Smiles rearrangement</a></li> <li><a href="/wiki/Sommelet%E2%80%93Hauser_rearrangement" title="Sommelet–Hauser rearrangement">Sommelet–Hauser rearrangement</a></li> <li><a href="/wiki/Stevens_rearrangement" title="Stevens rearrangement">Stevens rearrangement</a></li> <li><a href="/wiki/Stieglitz_rearrangement" title="Stieglitz rearrangement">Stieglitz rearrangement</a></li> <li><a href="/wiki/Thermal_rearrangement_of_aromatic_hydrocarbons" title="Thermal rearrangement of aromatic hydrocarbons">Thermal rearrangement of aromatic hydrocarbons</a></li> <li><a href="/wiki/Tiffeneau%E2%80%93Demjanov_rearrangement" title="Tiffeneau–Demjanov rearrangement">Tiffeneau–Demjanov rearrangement</a></li> <li><a href="/wiki/Vinylcyclopropane_rearrangement" title="Vinylcyclopropane rearrangement">Vinylcyclopropane rearrangement</a></li> <li><a href="/wiki/Wagner%E2%80%93Meerwein_rearrangement" title="Wagner–Meerwein rearrangement">Wagner–Meerwein rearrangement</a></li> <li><a href="/wiki/Wallach_rearrangement" title="Wallach rearrangement">Wallach rearrangement</a></li> <li><a href="/wiki/Weerman_degradation" title="Weerman degradation">Weerman degradation</a></li> <li><a href="/wiki/Westphalen%E2%80%93Lettr%C3%A9_rearrangement" title="Westphalen–Lettré rearrangement">Westphalen–Lettré rearrangement</a></li> <li><a href="/wiki/Willgerodt_rearrangement" title="Willgerodt rearrangement">Willgerodt rearrangement</a></li> <li><a href="/wiki/Wolff_rearrangement" title="Wolff rearrangement">Wolff rearrangement</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:7.5em"><a href="/wiki/Ring_forming_reaction" title="Ring forming reaction">Ring forming <br /> reactions</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1,3-Dipolar_cycloaddition" title="1,3-Dipolar cycloaddition">1,3-Dipolar cycloaddition</a></li> <li><a href="/wiki/Annulation" title="Annulation">Annulation</a></li> <li><a href="/wiki/Azide-alkyne_Huisgen_cycloaddition" title="Azide-alkyne Huisgen cycloaddition">Azide-alkyne Huisgen cycloaddition</a></li> <li><a href="/wiki/Baeyer%E2%80%93Emmerling_indole_synthesis" title="Baeyer–Emmerling indole synthesis">Baeyer–Emmerling indole synthesis</a></li> <li><a href="/wiki/Bartoli_indole_synthesis" title="Bartoli indole synthesis">Bartoli indole synthesis</a></li> <li><a href="/wiki/Bergman_cyclization" title="Bergman cyclization">Bergman cyclization</a></li> <li><a href="/wiki/Biginelli_reaction" title="Biginelli reaction">Biginelli reaction</a></li> <li><a href="/wiki/Bischler%E2%80%93M%C3%B6hlau_indole_synthesis" title="Bischler–Möhlau indole synthesis">Bischler–Möhlau indole synthesis</a></li> <li><a href="/wiki/Bischler%E2%80%93Napieralski_reaction" title="Bischler–Napieralski reaction">Bischler–Napieralski reaction</a></li> <li><a href="/wiki/Blum%E2%80%93Ittah_aziridine_synthesis" title="Blum–Ittah aziridine synthesis">Blum–Ittah aziridine synthesis</a></li> <li><a href="/wiki/Bobbitt_reaction" title="Bobbitt reaction">Bobbitt reaction</a></li> <li><a href="/wiki/Bohlmann%E2%80%93Rahtz_pyridine_synthesis" title="Bohlmann–Rahtz pyridine synthesis">Bohlmann–Rahtz pyridine synthesis</a></li> <li><a href="/wiki/Borsche%E2%80%93Drechsel_cyclization" title="Borsche–Drechsel cyclization">Borsche–Drechsel cyclization</a></li> <li><a href="/wiki/Bucherer_carbazole_synthesis" title="Bucherer carbazole synthesis">Bucherer carbazole synthesis</a></li> <li><a href="/wiki/Bucherer%E2%80%93Bergs_reaction" title="Bucherer–Bergs reaction">Bucherer–Bergs reaction</a></li> <li><a href="/wiki/Cadogan%E2%80%93Sundberg_indole_synthesis" title="Cadogan–Sundberg indole synthesis">Cadogan–Sundberg indole synthesis</a></li> <li><a href="/wiki/Camps_quinoline_synthesis" title="Camps quinoline synthesis">Camps quinoline synthesis</a></li> <li><a href="/wiki/Chichibabin_pyridine_synthesis" title="Chichibabin pyridine synthesis">Chichibabin pyridine synthesis</a></li> <li><a href="/wiki/Cook%E2%80%93Heilbron_thiazole_synthesis" title="Cook–Heilbron thiazole synthesis">Cook–Heilbron thiazole synthesis</a></li> <li><a href="/wiki/Cycloaddition" title="Cycloaddition">Cycloaddition</a></li> <li><a href="/wiki/Darzens_reaction" title="Darzens reaction">Darzens reaction</a></li> <li><a href="/wiki/Davis%E2%80%93Beirut_reaction" title="Davis–Beirut reaction">Davis–Beirut reaction</a></li> <li><a href="/wiki/De_Kimpe_aziridine_synthesis" title="De Kimpe aziridine synthesis">De Kimpe aziridine synthesis</a></li> <li><a href="/wiki/Debus%E2%80%93Radziszewski_imidazole_synthesis" title="Debus–Radziszewski imidazole synthesis">Debus–Radziszewski imidazole synthesis</a></li> <li><a href="/wiki/Dieckmann_condensation" title="Dieckmann condensation">Dieckmann condensation</a></li> <li><a href="/wiki/Diels%E2%80%93Alder_reaction" title="Diels–Alder reaction">Diels–Alder reaction</a></li> <li><a href="/wiki/Feist%E2%80%93Benary_synthesis" title="Feist–Benary synthesis">Feist–Benary synthesis</a></li> <li><a href="/wiki/Ferrario%E2%80%93Ackermann_reaction" title="Ferrario–Ackermann reaction">Ferrario–Ackermann reaction</a></li> <li><a href="/wiki/Fiesselmann_thiophene_synthesis" title="Fiesselmann thiophene synthesis">Fiesselmann thiophene synthesis</a></li> <li><a href="/wiki/Fischer_indole_synthesis" title="Fischer indole synthesis">Fischer indole synthesis</a></li> <li><a href="/wiki/Fischer_oxazole_synthesis" title="Fischer oxazole synthesis">Fischer oxazole synthesis</a></li> <li><a href="/wiki/Friedl%C3%A4nder_synthesis" title="Friedländer synthesis">Friedländer synthesis</a></li> <li><a href="/wiki/Gewald_reaction" title="Gewald reaction">Gewald reaction</a></li> <li><a href="/wiki/Graham_reaction" title="Graham reaction">Graham reaction</a></li> <li><a href="/wiki/Hantzsch_pyridine_synthesis" title="Hantzsch pyridine synthesis">Hantzsch pyridine synthesis</a></li> <li><a href="/wiki/Hegedus_indole_synthesis" title="Hegedus indole synthesis">Hegedus indole synthesis</a></li> <li><a href="/wiki/Hemetsberger_indole_synthesis" title="Hemetsberger indole synthesis">Hemetsberger indole synthesis</a></li> <li><a href="/wiki/Hofmann%E2%80%93L%C3%B6ffler_reaction" title="Hofmann–Löffler reaction">Hofmann–Löffler reaction</a></li> <li><a href="/wiki/Hurd%E2%80%93Mori_1,2,3-thiadiazole_synthesis" title="Hurd–Mori 1,2,3-thiadiazole synthesis">Hurd–Mori 1,2,3-thiadiazole synthesis</a></li> <li><a href="/wiki/Iodolactonization" title="Iodolactonization">Iodolactonization</a></li> <li><a href="/wiki/Isay_reaction" title="Isay reaction">Isay reaction</a></li> <li><a href="/wiki/Jacobsen_epoxidation" title="Jacobsen epoxidation">Jacobsen epoxidation</a></li> <li><a href="/wiki/Johnson%E2%80%93Corey%E2%80%93Chaykovsky_reaction" title="Johnson–Corey–Chaykovsky reaction">Johnson–Corey–Chaykovsky reaction</a></li> <li><a href="/wiki/Knorr_pyrrole_synthesis" title="Knorr pyrrole synthesis">Knorr pyrrole synthesis</a></li> <li><a href="/wiki/Knorr_quinoline_synthesis" title="Knorr quinoline synthesis">Knorr quinoline synthesis</a></li> <li><a href="/wiki/Kr%C3%B6hnke_pyridine_synthesis" title="Kröhnke pyridine synthesis">Kröhnke pyridine synthesis</a></li> <li><a href="/wiki/Kulinkovich_reaction" title="Kulinkovich reaction">Kulinkovich reaction</a></li> <li><a href="/wiki/Larock_indole_synthesis" title="Larock indole synthesis">Larock indole synthesis</a></li> <li><a href="/wiki/Madelung_synthesis" title="Madelung synthesis">Madelung synthesis</a></li> <li><a href="/wiki/Nazarov_cyclization_reaction" title="Nazarov cyclization reaction">Nazarov cyclization reaction</a></li> <li><a href="/wiki/Nenitzescu_indole_synthesis" title="Nenitzescu indole synthesis">Nenitzescu indole synthesis</a></li> <li><a href="/wiki/Niementowski_quinazoline_synthesis" title="Niementowski quinazoline synthesis">Niementowski quinazoline synthesis</a></li> <li><a href="/wiki/Niementowski_quinoline_synthesis" title="Niementowski quinoline synthesis">Niementowski quinoline synthesis</a></li> <li><a href="/wiki/Paal%E2%80%93Knorr_synthesis" title="Paal–Knorr synthesis">Paal–Knorr synthesis</a></li> <li><a href="/wiki/Patern%C3%B2%E2%80%93B%C3%BCchi_reaction" title="Paternò–Büchi reaction">Paternò–Büchi reaction</a></li> <li><a href="/wiki/Pechmann_condensation" title="Pechmann condensation">Pechmann condensation</a></li> <li><a href="/wiki/Petrenko-Kritschenko_piperidone_synthesis" title="Petrenko-Kritschenko piperidone synthesis">Petrenko-Kritschenko piperidone synthesis</a></li> <li><a href="/wiki/Pictet%E2%80%93Spengler_reaction" title="Pictet–Spengler reaction">Pictet–Spengler reaction</a></li> <li><a href="/wiki/Pomeranz%E2%80%93Fritsch_reaction" title="Pomeranz–Fritsch reaction">Pomeranz–Fritsch reaction</a></li> <li><a href="/wiki/Prilezhaev_reaction" title="Prilezhaev reaction">Prilezhaev reaction</a></li> <li><a href="/wiki/Pschorr_cyclization" title="Pschorr cyclization">Pschorr cyclization</a></li> <li><a href="/wiki/Reissert_indole_synthesis" title="Reissert indole synthesis">Reissert indole synthesis</a></li> <li><a href="/wiki/Ring-closing_metathesis" title="Ring-closing metathesis">Ring-closing metathesis</a></li> <li><a href="/wiki/Robinson_annulation" title="Robinson annulation">Robinson annulation</a></li> <li><a href="/wiki/Sharpless_epoxidation" title="Sharpless epoxidation">Sharpless epoxidation</a></li> <li><a href="/wiki/Simmons%E2%80%93Smith_reaction" title="Simmons–Smith reaction">Simmons–Smith reaction</a></li> <li><a href="/wiki/Skraup_reaction" title="Skraup reaction">Skraup reaction</a></li> <li><a href="/wiki/Urech_hydantoin_synthesis" title="Urech hydantoin synthesis">Urech hydantoin synthesis</a></li> <li><a href="/wiki/Van_Leusen_reaction" title="Van Leusen reaction">Van Leusen reaction</a></li> <li><a href="/wiki/Wenker_synthesis" title="Wenker synthesis">Wenker synthesis</a></li></ul> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Cycloaddition" title="Cycloaddition">Cycloaddition</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/1,3-Dipolar_cycloaddition" title="1,3-Dipolar cycloaddition">1,3-Dipolar cycloaddition</a></li> <li><a href="/wiki/4%2B4_Photocycloaddition" title="4+4 Photocycloaddition">4+4 Photocycloaddition</a></li> <li><a href="/wiki/(4%2B3)_cycloaddition" title="(4+3) cycloaddition">(4+3) cycloaddition</a></li> <li><a href="/wiki/6%2B4_Cycloaddition" title="6+4 Cycloaddition">6+4 Cycloaddition</a></li> <li><a href="/wiki/Alkyne_trimerisation" title="Alkyne trimerisation">Alkyne trimerisation</a></li> <li><a href="/wiki/Aza-Diels%E2%80%93Alder_reaction" title="Aza-Diels–Alder reaction">Aza-Diels–Alder reaction</a></li> <li><a href="/wiki/Azide-alkyne_Huisgen_cycloaddition" title="Azide-alkyne Huisgen cycloaddition">Azide-alkyne Huisgen cycloaddition</a></li> <li><a href="/wiki/Bradsher_cycloaddition" title="Bradsher cycloaddition">Bradsher cycloaddition</a></li> <li><a href="/wiki/Cheletropic_reaction" title="Cheletropic reaction">Cheletropic reaction</a></li> <li><a href="/wiki/Conia-ene_reaction" title="Conia-ene reaction">Conia-ene reaction</a></li> <li><a href="/wiki/Cyclopropanation" title="Cyclopropanation">Cyclopropanation</a></li> <li><a href="/wiki/Diazoalkane_1,3-dipolar_cycloaddition" title="Diazoalkane 1,3-dipolar cycloaddition">Diazoalkane 1,3-dipolar cycloaddition</a></li> <li><a href="/wiki/Diels%E2%80%93Alder_reaction" title="Diels–Alder reaction">Diels–Alder reaction</a></li> <li><a href="/wiki/Enone%E2%80%93alkene_cycloadditions" title="Enone–alkene cycloadditions">Enone–alkene cycloadditions</a></li> <li><a href="/wiki/Hexadehydro_Diels%E2%80%93Alder_reaction" title="Hexadehydro Diels–Alder reaction">Hexadehydro Diels–Alder reaction</a></li> <li><a href="/wiki/Intramolecular_Diels%E2%80%93Alder_cycloaddition" title="Intramolecular Diels–Alder cycloaddition">Intramolecular Diels–Alder cycloaddition</a></li> <li><a href="/wiki/Inverse_electron-demand_Diels%E2%80%93Alder_reaction" title="Inverse electron-demand Diels–Alder reaction">Inverse electron-demand Diels–Alder reaction</a></li> <li><a href="/wiki/Ketene_cycloaddition" title="Ketene cycloaddition">Ketene cycloaddition</a></li> <li><a href="/wiki/McCormack_reaction" title="McCormack reaction">McCormack reaction</a></li> <li><a href="/wiki/Metal-centered_cycloaddition_reactions" title="Metal-centered cycloaddition reactions">Metal-centered cycloaddition reactions</a></li> <li><a href="/wiki/Nitrone-olefin_(3%2B2)_cycloaddition" title="Nitrone-olefin (3+2) cycloaddition">Nitrone-olefin (3+2) cycloaddition</a></li> <li><a href="/wiki/Oxo-Diels%E2%80%93Alder_reaction" title="Oxo-Diels–Alder reaction">Oxo-Diels–Alder reaction</a></li> <li><a href="/wiki/Ozonolysis" title="Ozonolysis">Ozonolysis</a></li> <li><a href="/wiki/Pauson%E2%80%93Khand_reaction" title="Pauson–Khand reaction">Pauson–Khand reaction</a></li> <li><a href="/wiki/Povarov_reaction" title="Povarov reaction">Povarov reaction</a></li> <li><a href="/wiki/Prato_reaction" title="Prato reaction">Prato reaction</a></li> <li><a href="/wiki/Retro-Diels%E2%80%93Alder_reaction" title="Retro-Diels–Alder reaction">Retro-Diels–Alder reaction</a></li> <li><a href="/wiki/Staudinger_synthesis" title="Staudinger synthesis">Staudinger synthesis</a></li> <li><a href="/wiki/Trimethylenemethane_cycloaddition" title="Trimethylenemethane cycloaddition">Trimethylenemethane cycloaddition</a></li> <li><a href="/wiki/Vinylcyclopropane_(5%2B2)_cycloaddition" title="Vinylcyclopropane (5+2) cycloaddition">Vinylcyclopropane (5+2) cycloaddition</a></li> <li><a href="/wiki/Wagner-Jauregg_reaction" title="Wagner-Jauregg reaction">Wagner-Jauregg reaction</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Heterocycle forming reactions</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Algar%E2%80%93Flynn%E2%80%93Oyamada_reaction" title="Algar–Flynn–Oyamada reaction">Algar–Flynn–Oyamada reaction</a></li> <li><a href="/wiki/Allan%E2%80%93Robinson_reaction" title="Allan–Robinson reaction">Allan–Robinson reaction</a></li> <li><a href="/wiki/Auwers_synthesis" title="Auwers synthesis">Auwers synthesis</a></li> <li><a href="/wiki/Bamberger_triazine_synthesis" title="Bamberger triazine synthesis">Bamberger triazine synthesis</a></li> <li><a href="/wiki/Banert_cascade" title="Banert cascade">Banert cascade</a></li> <li><a href="/wiki/Barton%E2%80%93Zard_reaction" title="Barton–Zard reaction">Barton–Zard reaction</a></li> <li><a href="/wiki/Bernthsen_acridine_synthesis" title="Bernthsen acridine synthesis">Bernthsen acridine synthesis</a></li> <li><a href="/wiki/Bischler%E2%80%93Napieralski_reaction" title="Bischler–Napieralski reaction">Bischler–Napieralski reaction</a></li> <li><a href="/wiki/Bobbitt_reaction" title="Bobbitt reaction">Bobbitt reaction</a></li> <li><a href="/wiki/Boger_pyridine_synthesis" title="Boger pyridine synthesis">Boger pyridine synthesis</a></li> <li><a href="/wiki/Borsche%E2%80%93Drechsel_cyclization" title="Borsche–Drechsel cyclization">Borsche–Drechsel cyclization</a></li> <li><a href="/wiki/Bucherer_carbazole_synthesis" title="Bucherer carbazole synthesis">Bucherer carbazole synthesis</a></li> <li><a href="/wiki/Bucherer%E2%80%93Bergs_reaction" title="Bucherer–Bergs reaction">Bucherer–Bergs reaction</a></li> <li><a href="/wiki/Chichibabin_pyridine_synthesis" title="Chichibabin pyridine synthesis">Chichibabin pyridine synthesis</a></li> <li><a href="/wiki/Cook%E2%80%93Heilbron_thiazole_synthesis" title="Cook–Heilbron thiazole synthesis">Cook–Heilbron thiazole synthesis</a></li> <li><a href="/wiki/Diazoalkane_1,3-dipolar_cycloaddition" title="Diazoalkane 1,3-dipolar cycloaddition">Diazoalkane 1,3-dipolar cycloaddition</a></li> <li><a href="/wiki/Einhorn%E2%80%93Brunner_reaction" title="Einhorn–Brunner reaction">Einhorn–Brunner reaction</a></li> <li><a href="/wiki/Erlenmeyer%E2%80%93Pl%C3%B6chl_azlactone_and_amino-acid_synthesis" title="Erlenmeyer–Plöchl azlactone and amino-acid synthesis">Erlenmeyer–Plöchl azlactone and amino-acid synthesis</a></li> <li><a href="/wiki/Feist%E2%80%93Benary_synthesis" title="Feist–Benary synthesis">Feist–Benary synthesis</a></li> <li><a href="/wiki/Fischer_oxazole_synthesis" title="Fischer oxazole synthesis">Fischer oxazole synthesis</a></li> <li><a href="/wiki/Gabriel%E2%80%93Colman_rearrangement" title="Gabriel–Colman rearrangement">Gabriel–Colman rearrangement</a></li> <li><a href="/wiki/Gewald_reaction" title="Gewald reaction">Gewald reaction</a></li> <li><a href="/wiki/Hantzsch_ester" title="Hantzsch ester">Hantzsch ester</a></li> <li><a href="/wiki/Hantzsch_pyridine_synthesis" title="Hantzsch pyridine synthesis">Hantzsch pyridine synthesis</a></li> <li><a href="/wiki/Herz_reaction" title="Herz reaction">Herz reaction</a></li> <li><a href="/wiki/Knorr_pyrrole_synthesis" title="Knorr pyrrole synthesis">Knorr pyrrole synthesis</a></li> <li><a href="/wiki/Kr%C3%B6hnke_pyridine_synthesis" title="Kröhnke pyridine synthesis">Kröhnke pyridine synthesis</a></li> <li><a href="/wiki/Lectka_enantioselective_beta-lactam_synthesis" title="Lectka enantioselective beta-lactam synthesis">Lectka enantioselective beta-lactam synthesis</a></li> <li><a href="/wiki/Lehmstedt%E2%80%93Tanasescu_reaction" title="Lehmstedt–Tanasescu reaction">Lehmstedt–Tanasescu reaction</a></li> <li><a href="/wiki/Niementowski_quinazoline_synthesis" title="Niementowski quinazoline synthesis">Niementowski quinazoline synthesis</a></li> <li><a href="/wiki/Nitrone-olefin_(3%2B2)_cycloaddition" title="Nitrone-olefin (3+2) cycloaddition">Nitrone-olefin (3+2) cycloaddition</a></li> <li><a href="/wiki/Paal%E2%80%93Knorr_synthesis" title="Paal–Knorr synthesis">Paal–Knorr synthesis</a></li> <li><a href="/wiki/Pellizzari_reaction" title="Pellizzari reaction">Pellizzari reaction</a></li> <li><a href="/wiki/Pictet%E2%80%93Spengler_reaction" title="Pictet–Spengler reaction">Pictet–Spengler reaction</a></li> <li><a href="/wiki/Pomeranz%E2%80%93Fritsch_reaction" title="Pomeranz–Fritsch reaction">Pomeranz–Fritsch reaction</a></li> <li><a href="/wiki/Prilezhaev_reaction" title="Prilezhaev reaction">Prilezhaev reaction</a></li> <li><a href="/wiki/Robinson%E2%80%93Gabriel_synthesis" title="Robinson–Gabriel synthesis">Robinson–Gabriel synthesis</a></li> <li><a href="/wiki/Stoll%C3%A9_synthesis" title="Stollé synthesis">Stollé synthesis</a></li> <li><a href="/wiki/Urech_hydantoin_synthesis" title="Urech hydantoin synthesis">Urech hydantoin synthesis</a></li> <li><a href="/wiki/Wenker_synthesis" title="Wenker synthesis">Wenker synthesis</a></li> <li><a href="/wiki/Wohl%E2%80%93Aue_reaction" title="Wohl–Aue reaction">Wohl–Aue reaction</a></li></ul> </div></td></tr></tbody></table><div> </div></td></tr></tbody></table><div> </div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=Bouveault–Blanc_reduction&oldid=1229505999">https://en.wikipedia.org/w/index.php?title=Bouveault–Blanc_reduction&oldid=1229505999</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Organic_redox_reactions" title="Category:Organic redox reactions">Organic redox reactions</a></li><li><a href="/wiki/Category:Free_radical_reactions" title="Category:Free radical reactions">Free radical reactions</a></li><li><a href="/wiki/Category:Name_reactions" title="Category:Name reactions">Name reactions</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Hidden categories: <ul><li><a href="/wiki/Category:CS1_French-language_sources_(fr)" title="Category:CS1 French-language sources (fr)">CS1 French-language sources (fr)</a></li><li><a href="/wiki/Category:All_articles_with_unsourced_statements" title="Category:All articles with unsourced statements">All articles with unsourced statements</a></li><li><a href="/wiki/Category:Articles_with_unsourced_statements_from_April_2024" title="Category:Articles with unsourced statements from April 2024">Articles with unsourced statements from April 2024</a></li></ul></div></div> </div> </main> </div> <div class="mw-footer-container"> <footer id="footer" class="mw-footer" > <ul id="footer-info"> <li id="footer-info-lastmod"> This page was last edited on 17 June 2024, at 05:22<span class="anonymous-show"> (UTC)</span>.</li> <li id="footer-info-copyright">Text is available under the <a href="/wiki/Wikipedia:Text_of_the_Creative_Commons_Attribution-ShareAlike_4.0_International_License" title="Wikipedia:Text of the Creative Commons Attribution-ShareAlike 4.0 International License">Creative Commons Attribution-ShareAlike 4.0 License</a>; additional terms may apply. By using this site, you agree to the <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Terms_of_Use" class="extiw" title="foundation:Special:MyLanguage/Policy:Terms of Use">Terms of Use</a> and <a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy" class="extiw" title="foundation:Special:MyLanguage/Policy:Privacy policy">Privacy Policy</a>. Wikipedia® is a registered trademark of the <a rel="nofollow" class="external text" href="https://wikimediafoundation.org/">Wikimedia Foundation, Inc.</a>, a non-profit organization.</li> </ul> <ul id="footer-places"> <li id="footer-places-privacy"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy">Privacy policy</a></li> <li id="footer-places-about"><a href="/wiki/Wikipedia:About">About Wikipedia</a></li> <li id="footer-places-disclaimers"><a href="/wiki/Wikipedia:General_disclaimer">Disclaimers</a></li> <li id="footer-places-contact"><a href="//en.wikipedia.org/wiki/Wikipedia:Contact_us">Contact Wikipedia</a></li> <li id="footer-places-wm-codeofconduct"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Universal_Code_of_Conduct">Code of Conduct</a></li> <li id="footer-places-developers"><a href="https://developer.wikimedia.org">Developers</a></li> <li id="footer-places-statslink"><a href="https://stats.wikimedia.org/#/en.wikipedia.org">Statistics</a></li> <li id="footer-places-cookiestatement"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Cookie_statement">Cookie statement</a></li> <li id="footer-places-mobileview"><a href="//en.m.wikipedia.org/w/index.php?title=Bouveault%E2%80%93Blanc_reduction&mobileaction=toggle_view_mobile" class="noprint stopMobileRedirectToggle">Mobile view</a></li> </ul> <ul id="footer-icons" class="noprint"> <li id="footer-copyrightico"><a href="https://wikimediafoundation.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><img src="/static/images/footer/wikimedia-button.svg" width="84" height="29" alt="Wikimedia Foundation" loading="lazy"></a></li> <li id="footer-poweredbyico"><a href="https://www.mediawiki.org/" class="cdx-button cdx-button--fake-button cdx-button--size-large cdx-button--fake-button--enabled"><img src="/w/resources/assets/poweredby_mediawiki.svg" alt="Powered by MediaWiki" width="88" height="31" loading="lazy"></a></li> </ul> </footer> </div> </div> </div> <div class="vector-settings" id="p-dock-bottom"> <ul></ul> </div><script>(RLQ=window.RLQ||[]).push(function(){mw.config.set({"wgHostname":"mw-web.codfw.main-84d8f4b96-qxv4p","wgBackendResponseTime":151,"wgPageParseReport":{"limitreport":{"cputime":"0.469","walltime":"0.730","ppvisitednodes":{"value":2252,"limit":1000000},"postexpandincludesize":{"value":162172,"limit":2097152},"templateargumentsize":{"value":4085,"limit":2097152},"expansiondepth":{"value":15,"limit":100},"expensivefunctioncount":{"value":3,"limit":500},"unstrip-depth":{"value":1,"limit":20},"unstrip-size":{"value":56166,"limit":5000000},"entityaccesscount":{"value":0,"limit":400},"timingprofile":["100.00% 582.680 1 -total"," 49.91% 290.842 1 Template:Reflist"," 23.53% 137.122 12 Template:Cite_journal"," 21.65% 126.134 1 Template:Cite_book"," 18.65% 108.694 4 Template:Navbox"," 17.39% 101.356 1 Template:Organic_reactions"," 16.27% 94.823 1 Template:Citation_needed"," 12.18% 70.998 1 Template:Fix"," 8.48% 49.432 5 Template:Chem"," 8.35% 48.636 2 Template:Category_handler"]},"scribunto":{"limitreport-timeusage":{"value":"0.247","limit":"10.000"},"limitreport-memusage":{"value":5123488,"limit":52428800}},"cachereport":{"origin":"mw-web.codfw.main-84d8f4b96-25v59","timestamp":"20241115122919","ttl":2592000,"transientcontent":false}}});});</script> <script type="application/ld+json">{"@context":"https:\/\/schema.org","@type":"Article","name":"Bouveault\u2013Blanc reduction","url":"https:\/\/en.wikipedia.org\/wiki\/Bouveault%E2%80%93Blanc_reduction","sameAs":"http:\/\/www.wikidata.org\/entity\/Q895315","mainEntity":"http:\/\/www.wikidata.org\/entity\/Q895315","author":{"@type":"Organization","name":"Contributors to Wikimedia projects"},"publisher":{"@type":"Organization","name":"Wikimedia Foundation, Inc.","logo":{"@type":"ImageObject","url":"https:\/\/www.wikimedia.org\/static\/images\/wmf-hor-googpub.png"}},"datePublished":"2005-07-19T09:19:14Z","dateModified":"2024-06-17T05:22:10Z"}</script> </body> </html>