CINXE.COM

<!DOCTYPE html> <html class="client-nojs vector-feature-language-in-header-enabled vector-feature-language-in-main-page-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-sticky-header-enabled vector-toc-available" lang="it" dir="ltr"> <head> <meta charset="UTF-8"> <title>Nitroderivati - Wikipedia</title> <script>(function(){var className="client-js vector-feature-language-in-header-enabled vector-feature-language-in-main-page-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-sticky-header-enabled vector-toc-available";var cookie=document.cookie.match(/(?:^|; )itwikimwclientpreferences=([^;]+)/);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":[",\t."," \t,"],"wgDigitTransformTable":["",""],"wgDefaultDateFormat":"dmy", "wgMonthNames":["","gennaio","febbraio","marzo","aprile","maggio","giugno","luglio","agosto","settembre","ottobre","novembre","dicembre"],"wgRequestId":"aa8b5d57-758f-4a93-b3bd-2324648443a2","wgCanonicalNamespace":"","wgCanonicalSpecialPageName":false,"wgNamespaceNumber":0,"wgPageName":"Nitroderivati","wgTitle":"Nitroderivati","wgCurRevisionId":143605557,"wgRevisionId":143605557,"wgArticleId":959144,"wgIsArticle":true,"wgIsRedirect":false,"wgAction":"view","wgUserName":null,"wgUserGroups":["*"],"wgCategories":["Senza fonti - chimica","Senza fonti - luglio 2017","P1417 letta da Wikidata","Voci con codice GND","Voci con codice NDL","Voci non biografiche con codici di controllo di autorità","Nitrocomposti"],"wgPageViewLanguage":"it","wgPageContentLanguage":"it","wgPageContentModel":"wikitext","wgRelevantPageName":"Nitroderivati","wgRelevantArticleId":959144,"wgIsProbablyEditable":true,"wgRelevantPageIsProbablyEditable":true,"wgRestrictionEdit":[],"wgRestrictionMove":[],"wgNoticeProject": "wikipedia","wgCiteReferencePreviewsActive":false,"wgMediaViewerOnClick":true,"wgMediaViewerEnabledByDefault":true,"wgPopupsFlags":0,"wgVisualEditor":{"pageLanguageCode":"it","pageLanguageDir":"ltr","pageVariantFallbacks":"it"},"wgMFDisplayWikibaseDescriptions":{"search":true,"watchlist":true,"tagline":true,"nearby":true},"wgWMESchemaEditAttemptStepOversample":false,"wgWMEPageLength":10000,"wgEditSubmitButtonLabelPublish":true,"wgULSPosition":"interlanguage","wgULSisCompactLinksEnabled":false,"wgVector2022LanguageInHeader":true,"wgULSisLanguageSelectorEmpty":false,"wgWikibaseItemId":"Q422772","wgCheckUserClientHintsHeadersJsApi":["brands","architecture","bitness","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","mediawiki.page.media","site","mediawiki.page.ready","jquery.makeCollapsible","mediawiki.toc","skins.vector.js","ext.centralNotice.geoIP","ext.centralNotice.startUp","ext.gadget.MainPageWikiList","ext.gadget.stru-commonsupload","ext.gadget.HiddenCat","ext.gadget.ReferenceTooltips","ext.gadget.TitoloErrato","ext.gadget.NewSection","ext.gadget.RichiediRevisioneBozza","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"];</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=it&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=it&modules=startup&only=scripts&raw=1&skin=vector-2022"></script> <meta name="ResourceLoaderDynamicStyles" content=""> <link rel="stylesheet" href="/w/load.php?lang=it&modules=site.styles&only=styles&skin=vector-2022"> <meta name="generator" content="MediaWiki 1.44.0-wmf.16"> <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 property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/6/62/Nitro-group-2D.png"> <meta property="og:image:width" content="1200"> <meta property="og:image:height" content="1219"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nitro-group-2D.png/800px-Nitro-group-2D.png"> <meta property="og:image:width" content="800"> <meta property="og:image:height" content="813"> <meta property="og:image" content="https://upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nitro-group-2D.png/640px-Nitro-group-2D.png"> <meta property="og:image:width" content="640"> <meta property="og:image:height" content="650"> <meta name="viewport" content="width=1120"> <meta property="og:title" content="Nitroderivati - 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="//it.m.wikipedia.org/wiki/Nitroderivati"> <link rel="alternate" type="application/x-wiki" title="Modifica" href="/w/index.php?title=Nitroderivati&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 (it)"> <link rel="EditURI" type="application/rsd+xml" href="//it.wikipedia.org/w/api.php?action=rsd"> <link rel="canonical" href="https://it.wikipedia.org/wiki/Nitroderivati"> <link rel="license" href="https://creativecommons.org/licenses/by-sa/4.0/deed.it"> <link rel="alternate" type="application/atom+xml" title="Feed Atom di Wikipedia" href="/w/index.php?title=Speciale:UltimeModifiche&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-Nitroderivati rootpage-Nitroderivati skin-vector-2022 action-view"><a class="mw-jump-link" href="#bodyContent">Vai al contenuto</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="Sito"> <div id="vector-main-menu-dropdown" class="vector-dropdown vector-main-menu-dropdown vector-button-flush-left vector-button-flush-right" title="Menu principale" > <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="Menu principale" > <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">Menu principale</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">Menu principale</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-main-menu.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-main-menu.unpin">nascondi</button> </div> <div id="p-navigation" class="vector-menu mw-portlet mw-portlet-navigation" > <div class="vector-menu-heading"> Navigazione </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-mainpage-description" class="mw-list-item"><a href="/wiki/Pagina_principale" title="Visita la pagina principale [z]" accesskey="z"><span>Pagina principale</span></a></li><li id="n-recentchanges" class="mw-list-item"><a href="/wiki/Speciale:UltimeModifiche" title="Elenco delle ultime modifiche del sito [r]" accesskey="r"><span>Ultime modifiche</span></a></li><li id="n-randompage" class="mw-list-item"><a href="/wiki/Speciale:PaginaCasuale" title="Mostra una pagina a caso [x]" accesskey="x"><span>Una voce a caso</span></a></li><li id="n-nearby-pages-title" class="mw-list-item"><a href="/wiki/Speciale:NelleVicinanze"><span>Nelle vicinanze</span></a></li><li id="n-vetrina" class="mw-list-item"><a href="/wiki/Wikipedia:Vetrina"><span>Vetrina</span></a></li><li id="n-help" class="mw-list-item"><a href="/wiki/Aiuto:Aiuto" title="Pagine di aiuto"><span>Aiuto</span></a></li><li id="n-Sportello-informazioni" class="mw-list-item"><a href="/wiki/Aiuto:Sportello_informazioni"><span>Sportello informazioni</span></a></li><li id="n-specialpages" class="mw-list-item"><a href="/wiki/Speciale:PagineSpeciali"><span>Pagine speciali</span></a></li> </ul> </div> </div> <div id="p-Comunità" class="vector-menu mw-portlet mw-portlet-Comunità" > <div class="vector-menu-heading"> Comunità </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="n-portal" class="mw-list-item"><a href="/wiki/Portale:Comunit%C3%A0" title="Descrizione del progetto, cosa puoi fare, dove trovare le cose"><span>Portale Comunità</span></a></li><li id="n-villagepump" class="mw-list-item"><a href="/wiki/Wikipedia:Bar"><span>Bar</span></a></li><li id="n-wikipediano" class="mw-list-item"><a href="/wiki/Wikipedia:Wikipediano"><span>Il Wikipediano</span></a></li><li id="n-contactpage" class="mw-list-item"><a href="/wiki/Wikipedia:Contatti"><span>Contatti</span></a></li> </ul> </div> </div> </div> </div> </div> </div> </nav> <a href="/wiki/Pagina_principale" 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="L'enciclopedia libera" src="/static/images/mobile/copyright/wikipedia-tagline-it.svg" width="120" height="13" style="width: 7.5em; 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/Speciale:Ricerca" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only search-toggle" title="Cerca in Wikipedia [f]" accesskey="f"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Ricerca</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="Cerca in Wikipedia" aria-label="Cerca in Wikipedia" autocapitalize="sentences" title="Cerca in 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="Speciale:Ricerca"> </div> <button class="cdx-button cdx-search-input__end-button">Ricerca</button> </form> </div> </div> </div> <nav class="vector-user-links vector-user-links-wide" aria-label="Strumenti personali"> <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="Aspetto"> <div id="vector-appearance-dropdown" class="vector-dropdown " title="Modifica la dimensione, la larghezza e il colore del testo" > <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="Aspetto" > <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">Aspetto</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/?wmf_source=donate&wmf_medium=sidebar&wmf_campaign=it.wikipedia.org&uselang=it" class=""><span>Fai una donazione</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=Speciale:CreaUtenza&returnto=Nitroderivati" title="Si consiglia di registrarsi e di effettuare l'accesso, anche se non è obbligatorio" class=""><span>registrati</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=Speciale:Entra&returnto=Nitroderivati" title="Si consiglia di effettuare l'accesso, anche se non è obbligatorio [o]" accesskey="o" class=""><span>entra</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="Altre opzioni" > <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="Strumenti personali" > <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">Strumenti personali</span> </label> <div class="vector-dropdown-content"> <div id="p-personal" class="vector-menu mw-portlet mw-portlet-personal user-links-collapsible-item" title="Menu utente" > <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/?wmf_source=donate&wmf_medium=sidebar&wmf_campaign=it.wikipedia.org&uselang=it"><span>Fai una donazione</span></a></li><li id="pt-createaccount" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Speciale:CreaUtenza&returnto=Nitroderivati" title="Si consiglia di registrarsi e di effettuare l'accesso, anche se non è obbligatorio"><span class="vector-icon mw-ui-icon-userAdd mw-ui-icon-wikimedia-userAdd"></span> <span>registrati</span></a></li><li id="pt-login" class="user-links-collapsible-item mw-list-item"><a href="/w/index.php?title=Speciale:Entra&returnto=Nitroderivati" title="Si consiglia di effettuare l'accesso, anche se non è obbligatorio [o]" accesskey="o"><span class="vector-icon mw-ui-icon-logIn mw-ui-icon-wikimedia-logIn"></span> <span>entra</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"> Pagine per utenti anonimi <a href="/wiki/Aiuto:Benvenuto" aria-label="Ulteriori informazioni sulla contribuzione"><span>ulteriori informazioni</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/Speciale:MieiContributi" title="Un elenco delle modifiche fatte da questo indirizzo IP [y]" accesskey="y"><span>contributi</span></a></li><li id="pt-anontalk" class="mw-list-item"><a href="/wiki/Speciale:MieDiscussioni" title="Discussioni sulle modifiche fatte da questo indirizzo IP [n]" accesskey="n"><span>discussioni</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="Sito"> <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="Indice" 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">Indice</h2> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-toc.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-toc.unpin">nascondi</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">Inizio</div> </a> </li> <li id="toc-Proprietà_e_reattività" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Proprietà_e_reattività"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Proprietà e reattività</span> </div> </a> <button aria-controls="toc-Proprietà_e_reattività-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Attiva/disattiva la sottosezione Proprietà e reattività</span> </button> <ul id="toc-Proprietà_e_reattività-sublist" class="vector-toc-list"> <li id="toc-Gruppo_Nitro" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Gruppo_Nitro"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Gruppo Nitro</span> </div> </a> <ul id="toc-Gruppo_Nitro-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Reattività_dei_nitrocomposti" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Reattività_dei_nitrocomposti"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2</span> <span>Reattività dei nitrocomposti</span> </div> </a> <ul id="toc-Reattività_dei_nitrocomposti-sublist" class="vector-toc-list"> <li id="toc-Tautomeria" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Tautomeria"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.1</span> <span>Tautomeria</span> </div> </a> <ul id="toc-Tautomeria-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Acidità" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Acidità"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.2</span> <span>Acidità</span> </div> </a> <ul id="toc-Acidità-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Addizioni_nucleofile_al_carbonile" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Addizioni_nucleofile_al_carbonile"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.3</span> <span>Addizioni nucleofile al carbonile</span> </div> </a> <ul id="toc-Addizioni_nucleofile_al_carbonile-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Sostituzioni_nucleofile_al_carbonile" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Sostituzioni_nucleofile_al_carbonile"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.4</span> <span>Sostituzioni nucleofile al carbonile</span> </div> </a> <ul id="toc-Sostituzioni_nucleofile_al_carbonile-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Sostituzioni_elettrofile_e_nucleofile_aromatiche" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Sostituzioni_elettrofile_e_nucleofile_aromatiche"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.5</span> <span>Sostituzioni elettrofile e nucleofile aromatiche</span> </div> </a> <ul id="toc-Sostituzioni_elettrofile_e_nucleofile_aromatiche-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Riduzione" class="vector-toc-list-item vector-toc-level-3"> <a class="vector-toc-link" href="#Riduzione"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2.6</span> <span>Riduzione</span> </div> </a> <ul id="toc-Riduzione-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> </ul> </li> <li id="toc-Sintesi" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Sintesi"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>Sintesi</span> </div> </a> <ul id="toc-Sintesi-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Alcuni_nitrocomposti" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Alcuni_nitrocomposti"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>Alcuni nitrocomposti</span> </div> </a> <ul id="toc-Alcuni_nitrocomposti-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Note" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Note"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>Note</span> </div> </a> <ul id="toc-Note-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Voci_correlate" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Voci_correlate"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Voci correlate</span> </div> </a> <ul id="toc-Voci_correlate-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Altri_progetti" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Altri_progetti"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>Altri progetti</span> </div> </a> <ul id="toc-Altri_progetti-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Collegamenti_esterni" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Collegamenti_esterni"> <div class="vector-toc-text"> <span class="vector-toc-numb">7</span> <span>Collegamenti esterni</span> </div> </a> <ul id="toc-Collegamenti_esterni-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="Indice" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" title="Indice" > <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="Mostra/Nascondi l'indice" > <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">Mostra/Nascondi l'indice</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">Nitroderivati</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="Vai a una voce in un'altra lingua. Disponibile in 36 lingue" > <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-36" 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">36 lingue</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-af mw-list-item"><a href="https://af.wikipedia.org/wiki/Nitroverbindings" title="Nitroverbindings - afrikaans" lang="af" hreflang="af" data-title="Nitroverbindings" data-language-autonym="Afrikaans" data-language-local-name="afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%85%D8%B1%D9%83%D8%A8_%D9%86%D8%AA%D8%B1%D9%88" title="مركب نترو - arabo" lang="ar" hreflang="ar" data-title="مركب نترو" data-language-autonym="العربية" data-language-local-name="arabo" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Nitrobirl%C9%99%C5%9Fm%C9%99l%C9%99r" title="Nitrobirləşmələr - azerbaigiano" lang="az" hreflang="az" data-title="Nitrobirləşmələr" data-language-autonym="Azərbaycanca" data-language-local-name="azerbaigiano" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Nitroslou%C4%8Deniny" title="Nitrosloučeniny - ceco" lang="cs" hreflang="cs" data-title="Nitrosloučeniny" data-language-autonym="Čeština" data-language-local-name="ceco" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-da mw-list-item"><a href="https://da.wikipedia.org/wiki/Nitroforbindelse" title="Nitroforbindelse - danese" lang="da" hreflang="da" data-title="Nitroforbindelse" data-language-autonym="Dansk" data-language-local-name="danese" class="interlanguage-link-target"><span>Dansk</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Nitroverbindungen" title="Nitroverbindungen - tedesco" lang="de" hreflang="de" data-title="Nitroverbindungen" data-language-autonym="Deutsch" data-language-local-name="tedesco" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%9D%CE%B9%CF%84%CF%81%CE%BF%CE%B5%CE%BD%CF%8E%CF%83%CE%B5%CE%B9%CF%82" title="Νιτροενώσεις - greco" lang="el" hreflang="el" data-title="Νιτροενώσεις" data-language-autonym="Ελληνικά" data-language-local-name="greco" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Nitro_compound" title="Nitro compound - inglese" lang="en" hreflang="en" data-title="Nitro compound" data-language-autonym="English" data-language-local-name="inglese" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Nitroderivado" title="Nitroderivado - spagnolo" lang="es" hreflang="es" data-title="Nitroderivado" data-language-autonym="Español" data-language-local-name="spagnolo" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-eu mw-list-item"><a href="https://eu.wikipedia.org/wiki/Nitroeratorri" title="Nitroeratorri - basco" lang="eu" hreflang="eu" data-title="Nitroeratorri" data-language-autonym="Euskara" data-language-local-name="basco" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%DA%A9%DB%8C%D8%A8%D8%A7%D8%AA_%D9%86%DB%8C%D8%AA%D8%B1%D9%88" title="ترکیبات نیترو - persiano" lang="fa" hreflang="fa" data-title="ترکیبات نیترو" data-language-autonym="فارسی" data-language-local-name="persiano" 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/Nitro_(chimie)" title="Nitro (chimie) - francese" lang="fr" hreflang="fr" data-title="Nitro (chimie)" data-language-autonym="Français" data-language-local-name="francese" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Composto_nitro" title="Composto nitro - galiziano" lang="gl" hreflang="gl" data-title="Composto nitro" data-language-autonym="Galego" data-language-local-name="galiziano" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%A8%E0%A4%BE%E0%A4%87%E0%A4%9F%E0%A5%8D%E0%A4%B0%E0%A5%8B_%E0%A4%AF%E0%A5%8C%E0%A4%97%E0%A4%BF%E0%A4%95" title="नाइट्रो यौगिक - hindi" lang="hi" hreflang="hi" data-title="नाइट्रो यौगिक" data-language-autonym="हिन्दी" data-language-local-name="hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Nitro-spojevi" title="Nitro-spojevi - croato" lang="hr" hreflang="hr" data-title="Nitro-spojevi" data-language-autonym="Hrvatski" data-language-local-name="croato" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Nitrovegy%C3%BCletek" title="Nitrovegyületek - ungherese" lang="hu" hreflang="hu" data-title="Nitrovegyületek" data-language-autonym="Magyar" data-language-local-name="ungherese" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%86%D5%AB%D5%BF%D6%80%D5%B8%D5%B4%D5%AB%D5%A1%D6%81%D5%B8%D6%82%D5%A9%D5%B5%D5%B8%D6%82%D5%B6%D5%B6%D5%A5%D6%80" title="Նիտրոմիացություններ - armeno" lang="hy" hreflang="hy" data-title="Նիտրոմիացություններ" data-language-autonym="Հայերեն" data-language-local-name="armeno" class="interlanguage-link-target"><span>Հայերեն</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Senyawa_nitro" title="Senyawa nitro - indonesiano" lang="id" hreflang="id" data-title="Senyawa nitro" data-language-autonym="Bahasa Indonesia" data-language-local-name="indonesiano" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%8B%E3%83%88%E3%83%AD%E5%8C%96%E5%90%88%E7%89%A9" title="ニトロ化合物 - giapponese" lang="ja" hreflang="ja" data-title="ニトロ化合物" data-language-autonym="日本語" data-language-local-name="giapponese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-ka mw-list-item"><a href="https://ka.wikipedia.org/wiki/%E1%83%9C%E1%83%98%E1%83%A2%E1%83%A0%E1%83%9D_%E1%83%AF%E1%83%92%E1%83%A3%E1%83%A4%E1%83%98" title="ნიტრო ჯგუფი - georgiano" lang="ka" hreflang="ka" data-title="ნიტრო ჯგუფი" data-language-autonym="ქართული" data-language-local-name="georgiano" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%BE%D2%9B%D0%BE%D1%81%D1%8B%D0%BB%D1%8B%D1%81%D1%82%D0%B0%D1%80" title="Нитроқосылыстар - kazako" lang="kk" hreflang="kk" data-title="Нитроқосылыстар" data-language-autonym="Қазақша" data-language-local-name="kazako" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EB%82%98%EC%9D%B4%ED%8A%B8%EB%A1%9C_%ED%99%94%ED%95%A9%EB%AC%BC" title="나이트로 화합물 - coreano" lang="ko" hreflang="ko" data-title="나이트로 화합물" data-language-autonym="한국어" data-language-local-name="coreano" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Nitrosavienojumi" title="Nitrosavienojumi - lettone" lang="lv" hreflang="lv" data-title="Nitrosavienojumi" data-language-autonym="Latviešu" data-language-local-name="lettone" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-nds mw-list-item"><a href="https://nds.wikipedia.org/wiki/Nitroverbinnen" title="Nitroverbinnen - basso tedesco" lang="nds" hreflang="nds" data-title="Nitroverbinnen" data-language-autonym="Plattdüütsch" data-language-local-name="basso tedesco" class="interlanguage-link-target"><span>Plattdüütsch</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Nitrozwi%C4%85zki" title="Nitrozwiązki - polacco" lang="pl" hreflang="pl" data-title="Nitrozwiązki" data-language-autonym="Polski" data-language-local-name="polacco" class="interlanguage-link-target"><span>Polski</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Nitroderivado" title="Nitroderivado - portoghese" lang="pt" hreflang="pt" data-title="Nitroderivado" data-language-autonym="Português" data-language-local-name="portoghese" 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/Nitroderivat" title="Nitroderivat - rumeno" lang="ro" hreflang="ro" data-title="Nitroderivat" data-language-autonym="Română" data-language-local-name="rumeno" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%9D%D0%B8%D1%82%D1%80%D0%BE%D1%81%D0%BE%D0%B5%D0%B4%D0%B8%D0%BD%D0%B5%D0%BD%D0%B8%D1%8F" title="Нитросоединения - russo" lang="ru" hreflang="ru" data-title="Нитросоединения" data-language-autonym="Русский" data-language-local-name="russo" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Nitro_jedinjenje" title="Nitro jedinjenje - serbo-croato" lang="sh" hreflang="sh" data-title="Nitro jedinjenje" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="serbo-croato" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Nitro_compound" title="Nitro compound - Simple English" lang="en-simple" hreflang="en-simple" data-title="Nitro compound" data-language-autonym="Simple English" data-language-local-name="Simple English" class="interlanguage-link-target"><span>Simple English</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Nitro_spojine" title="Nitro spojine - sloveno" lang="sl" hreflang="sl" data-title="Nitro spojine" data-language-autonym="Slovenščina" data-language-local-name="sloveno" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Nitro_jedinjenje" title="Nitro jedinjenje - serbo" lang="sr" hreflang="sr" data-title="Nitro jedinjenje" data-language-autonym="Српски / srpski" data-language-local-name="serbo" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Nitrof%C3%B6rening" title="Nitroförening - svedese" lang="sv" hreflang="sv" data-title="Nitroförening" data-language-autonym="Svenska" data-language-local-name="svedese" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Nitro_bile%C5%9Fi%C4%9Fi" title="Nitro bileşiği - turco" lang="tr" hreflang="tr" data-title="Nitro bileşiği" data-language-autonym="Türkçe" data-language-local-name="turco" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%9D%D1%96%D1%82%D1%80%D0%BE%D1%81%D0%BF%D0%BE%D0%BB%D1%83%D0%BA%D0%B8" title="Нітросполуки - ucraino" lang="uk" hreflang="uk" data-title="Нітросполуки" data-language-autonym="Українська" data-language-local-name="ucraino" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E7%A1%9D%E5%9F%BA%E5%8C%96%E5%90%88%E7%89%A9" title="硝基化合物 - cinese" lang="zh" hreflang="zh" data-title="硝基化合物" data-language-autonym="中文" data-language-local-name="cinese" 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/Q422772#sitelinks-wikipedia" title="Modifica collegamenti interlinguistici" class="wbc-editpage">Modifica collegamenti</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="Namespace"> <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/Nitroderivati" title="Vedi la voce [c]" accesskey="c"><span>Voce</span></a></li><li id="ca-talk" class="vector-tab-noicon mw-list-item"><a href="/wiki/Discussione:Nitroderivati" rel="discussion" title="Vedi le discussioni relative a questa pagina [t]" accesskey="t"><span>Discussione</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="Cambia versione linguistica" > <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">italiano</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="Visite"> <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/Nitroderivati"><span>Leggi</span></a></li><li id="ca-ve-edit" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Nitroderivati&veaction=edit" title="Modifica questa pagina [v]" accesskey="v"><span>Modifica</span></a></li><li id="ca-edit" class="collapsible vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Nitroderivati&action=edit" title="Modifica il wikitesto di questa pagina [e]" accesskey="e"><span>Modifica wikitesto</span></a></li><li id="ca-history" class="vector-tab-noicon mw-list-item"><a href="/w/index.php?title=Nitroderivati&action=history" title="Versioni precedenti di questa pagina [h]" accesskey="h"><span>Cronologia</span></a></li> </ul> </div> </div> </nav> <nav class="vector-page-tools-landmark" aria-label="Strumenti pagine"> <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="Strumenti" > <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">Strumenti</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">Strumenti</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-page-tools.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-page-tools.unpin">nascondi</button> </div> <div id="p-cactions" class="vector-menu mw-portlet mw-portlet-cactions emptyPortlet vector-has-collapsible-items" title="Altre opzioni" > <div class="vector-menu-heading"> Azioni </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/Nitroderivati"><span>Leggi</span></a></li><li id="ca-more-ve-edit" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Nitroderivati&veaction=edit" title="Modifica questa pagina [v]" accesskey="v"><span>Modifica</span></a></li><li id="ca-more-edit" class="collapsible vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Nitroderivati&action=edit" title="Modifica il wikitesto di questa pagina [e]" accesskey="e"><span>Modifica wikitesto</span></a></li><li id="ca-more-history" class="vector-more-collapsible-item mw-list-item"><a href="/w/index.php?title=Nitroderivati&action=history"><span>Cronologia</span></a></li> </ul> </div> </div> <div id="p-tb" class="vector-menu mw-portlet mw-portlet-tb" > <div class="vector-menu-heading"> Generale </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="t-whatlinkshere" class="mw-list-item"><a href="/wiki/Speciale:PuntanoQui/Nitroderivati" title="Elenco di tutte le pagine che sono collegate a questa [j]" accesskey="j"><span>Puntano qui</span></a></li><li id="t-recentchangeslinked" class="mw-list-item"><a href="/wiki/Speciale:ModificheCorrelate/Nitroderivati" rel="nofollow" title="Elenco delle ultime modifiche alle pagine collegate a questa [k]" accesskey="k"><span>Modifiche correlate</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Nitroderivati&oldid=143605557" title="Collegamento permanente a questa versione di questa pagina"><span>Link permanente</span></a></li><li id="t-info" class="mw-list-item"><a href="/w/index.php?title=Nitroderivati&action=info" title="Ulteriori informazioni su questa pagina"><span>Informazioni pagina</span></a></li><li id="t-cite" class="mw-list-item"><a href="/w/index.php?title=Speciale:Cita&page=Nitroderivati&id=143605557&wpFormIdentifier=titleform" title="Informazioni su come citare questa pagina"><span>Cita questa voce</span></a></li><li id="t-urlshortener" class="mw-list-item"><a href="/w/index.php?title=Speciale:UrlShortener&url=https%3A%2F%2Fit.wikipedia.org%2Fwiki%2FNitroderivati"><span>Ottieni URL breve</span></a></li><li id="t-urlshortener-qrcode" class="mw-list-item"><a href="/w/index.php?title=Speciale:QrCode&url=https%3A%2F%2Fit.wikipedia.org%2Fwiki%2FNitroderivati"><span>Scarica codice QR</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"> Stampa/esporta </div> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li id="coll-create_a_book" class="mw-list-item"><a href="/w/index.php?title=Speciale:Libro&bookcmd=book_creator&referer=Nitroderivati"><span>Crea un libro</span></a></li><li id="coll-download-as-rl" class="mw-list-item"><a href="/w/index.php?title=Speciale:DownloadAsPdf&page=Nitroderivati&action=show-download-screen"><span>Scarica come PDF</span></a></li><li id="t-print" class="mw-list-item"><a href="/w/index.php?title=Nitroderivati&printable=yes" title="Versione stampabile di questa pagina [p]" accesskey="p"><span>Versione stampabile</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 altri progetti </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:Nitro_compounds" 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/Q422772" title="Collegamento all'elemento connesso dell'archivio dati [g]" accesskey="g"><span>Elemento Wikidata</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="Strumenti pagine"> <div id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Aspetto"> <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">Aspetto</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">sposta nella barra laterale</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">nascondi</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">Da Wikipedia, l'enciclopedia libera.</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="it" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r133964453">.mw-parser-output .avviso .mbox-text-div>div,.mw-parser-output .avviso .mbox-text-full-div>div{font-size:90%}.mw-parser-output .avviso .mbox-image{flex-basis:52px;flex-grow:0;flex-shrink:0}.mw-parser-output .avviso .mbox-text-full-div .hide-when-compact{display:block}</style><div style="" class="ambox metadata plainlinks avviso avviso-contenuto"> <div class="avviso-immagine mbox-image noprint"><span typeof="mw:File"><a href="/wiki/File:Question_book-4.svg" class="mw-file-description" title="Niente fonti!"><img alt="Niente fonti!" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/Question_book-4.svg/45px-Question_book-4.svg.png" decoding="async" width="45" height="35" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/64/Question_book-4.svg/68px-Question_book-4.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/64/Question_book-4.svg/90px-Question_book-4.svg.png 2x" data-file-width="262" data-file-height="204" /></a></span></div> <div class="avviso-testo mbox-text"> <div class="mbox-text-div"><b>Questa voce o sezione  sull'argomento chimica <a href="/wiki/Wikipedia:Uso_delle_fonti" title="Wikipedia:Uso delle fonti">non cita le fonti necessarie</a> o quelle presenti sono insufficienti</b>. <div class="hide-when-compact"> <div class="noprint"><hr />Puoi <a class="external text" href="https://it.wikipedia.org/w/index.php?title=Nitroderivati&action=edit">migliorare questa voce</a> aggiungendo citazioni da <a href="/wiki/Wikipedia:Fonti_attendibili" title="Wikipedia:Fonti attendibili">fonti attendibili</a> secondo le <a href="/wiki/Wikipedia:Uso_delle_fonti" title="Wikipedia:Uso delle fonti">linee guida sull'uso delle fonti</a>. Segui i suggerimenti del <a href="/wiki/Progetto:Chimica" title="Progetto:Chimica">progetto di riferimento</a>.</div> </div> </div> </div> </div> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Nitro-group-2D.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nitro-group-2D.png/220px-Nitro-group-2D.png" decoding="async" width="220" height="224" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nitro-group-2D.png/330px-Nitro-group-2D.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nitro-group-2D.png/440px-Nitro-group-2D.png 2x" data-file-width="1061" data-file-height="1078" /></a><figcaption>Struttura del nitrocomposto</figcaption></figure> <p>I <b>nitrocomposti</b>, o <b>nitroderivati</b>, sono una categoria di <a href="/wiki/Composti_organici" class="mw-redirect" title="Composti organici">composti organici</a> contenenti il <a href="/wiki/Gruppo_funzionale" title="Gruppo funzionale">gruppo funzionale</a> "−NO<sub>2</sub>",<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> detto gruppo nitro o "nitrogruppo", o anche più di uno, che si unisce al resto della molecola a un atomo di <a href="/wiki/Carbonio" title="Carbonio">carbonio</a> di un residuo organico R (<a href="/wiki/Alchile" title="Alchile">alchile</a> o <a href="/wiki/Arile" title="Arile">arile</a>).<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> </p><p>I nitrocomposti che non contengano altri gruppi funzionali sono <a href="/wiki/Isomeria" title="Isomeria">isomeri</a> strutturali dei <a href="/wiki/Nitrito" title="Nitrito">nitriti</a> alchilici o arilici (<a href="/wiki/Esteri" title="Esteri">esteri</a> dell'<a href="/wiki/Acido_nitroso" title="Acido nitroso">acido nitroso</a>), di formula R−O−N=O, e non vanno confusi con essi. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Proprietà_e_reattività"><span id="Propriet.C3.A0_e_reattivit.C3.A0"></span>Proprietà e reattività</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=1" title="Modifica la sezione Proprietà e reattività" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=1" title="Edit section's source code: Proprietà e reattività"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Il nitrogruppo che caratterizza i nitrocomposti è lo stesso di quello presente nell'<a href="/wiki/Acido_nitrico" title="Acido nitrico">acido nitrico</a> (HO−NO<sub>2</sub>), sebbene in esso sia legato a un ossigeno di un <a href="/wiki/Gruppo_ossidrilico" title="Gruppo ossidrilico">ossidrile</a>, invece che al carbonio, come nei nitrocomposti. In ogni caso, l'atomo di azoto è <a href="/wiki/Valenza_(chimica)" title="Valenza (chimica)">pentavalente</a> e <a href="/wiki/Ibridizzazione" title="Ibridizzazione">ibridato</a> <i>sp</i><sup>2</sup><sup id="cite_ref-:02322_4-0" class="reference"><a href="#cite_note-:02322-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> ma, a differenza che nell'acido nitrico, nei nitrocomposti esso è allo <a href="/wiki/Stato_di_ossidazione" title="Stato di ossidazione">stato di ossidazione</a> +3, e non +5. </p><p>Per la presenza del nitrogruppo, i nitrocomposti (alifatici o aromatici) sono molecole o liquidi molto <a href="/wiki/Polarit%C3%A0" title="Polarità">polari</a>:<sup id="cite_ref-:0_5-0" class="reference"><a href="#cite_note-:0-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> il nitrometano ha un <a href="/wiki/Momento_dipolare" class="mw-redirect" title="Momento dipolare">momento dipolare</a> μ = 3,54 <a href="/wiki/Debye" title="Debye">D</a> e <a href="/wiki/Permittivit%C3%A0_elettrica" title="Permittività elettrica">costante dielettrica</a> <i>ε</i><sub>r</sub> = 39,40, il <a href="/wiki/Nitrobenzene" title="Nitrobenzene">nitrobenzene</a> ha μ = 4,28 D<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> e <i>ε</i><sub>r</sub> = 34,80.<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> Questa polarità abbassa la <a href="/wiki/Pressione_di_vapore" title="Pressione di vapore">tensione di vapore</a> dei nitrocomposti, che in tal modo sono liquidi parecchio meno volatili o più altobollenti rispetto agli idrocarburi di comparabile complessità molecolare (e quindi comparabile <a href="/wiki/Massa_molecolare" title="Massa molecolare">massa molecolare</a>):<sup id="cite_ref-:0_5-1" class="reference"><a href="#cite_note-:0-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> il nitrometano (M ≈ 61 <a href="/wiki/Unit%C3%A0_di_massa_atomica" title="Unità di massa atomica">u</a>) bolle a 103 °C, mentre il <a href="/wiki/Butano" title="Butano">butano</a> (M ≈ 58 u) bolle a ≈ 0°C. </p><p>I nitrocomposti sono sostanze che presentano una certa tendenza all'<a href="/wiki/Esplosione" title="Esplosione">esplosione</a>, tanto maggiore quanto maggiore è il grado di <a href="/wiki/Nitrazione" title="Nitrazione">nitrazione</a>. Il <a href="/wiki/Trinitrotoluene" title="Trinitrotoluene">2,4,6-trinitrotoluene</a>, più comunemente noto come tritolo o anche con la sigla TNT, con tre gruppi nitro sull'anello aromatico, è un noto esplosivo.<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Gruppo_Nitro">Gruppo Nitro</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=2" title="Modifica la sezione Gruppo Nitro" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=2" title="Edit section's source code: Gruppo Nitro"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Nel gruppo funzionale −NO<sub>2</sub> è presente la <a href="/wiki/Risonanza_(chimica)" title="Risonanza (chimica)">risonanza</a> che coinvolge i <a href="/wiki/Legame_%CF%80" title="Legame π">legami π</a> tra N e O e le <a href="/wiki/Coppia_solitaria" title="Coppia solitaria">coppie solitarie</a> sugli atomi di <a href="/wiki/Ossigeno" title="Ossigeno">ossigeno</a>: i legami π e le coppie solitarie si scambiano di posto nelle due forme limite, facendo sì che i due atomi di ossigeno risultino equivalenti e ciascuno con <a href="/wiki/Carica_formale" title="Carica formale">carica formale</a> -1/2:<b><sup id="cite_ref-:0_5-2" class="reference"><a href="#cite_note-:0-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup></b> </p><p>O=N<sup>+</sup>−O<sup>−</sup>   <big>↔</big>   <sup>−</sup>O−N<sup>+</sup>=O </p><p>Il nitrogruppo è <a href="/wiki/Elettronegativit%C3%A0" title="Elettronegatività">elettronegativo</a>, con <a href="/wiki/Effetto_induttivo" title="Effetto induttivo">effetto induttivo</a> -<i>I</i>,<sup id="cite_ref-:02322_4-1" class="reference"><a href="#cite_note-:02322-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> ma è anche fortemente elettronattrattore per <a href="/w/index.php?title=Effetto_mesomero&action=edit&redlink=1" class="new" title="Effetto mesomero (la pagina non esiste)">effetto mesomero</a> -<i>M</i>,<sup id="cite_ref-:0232_9-0" class="reference"><a href="#cite_note-:0232-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> molto più di un <a href="/wiki/Carbonile" title="Carbonile">carbonile</a>.<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> Questo si deve al fatto che l'atomo di <a href="/wiki/Azoto" title="Azoto">azoto</a> con cui tale gruppo si lega, oltre ad essere più elettronegativo del carbonio, porta una <a href="/wiki/Carica_formale" title="Carica formale">carica formale positiva</a>, il che aumenta la sua elettronegatività e quindi l'attrazione per gli elettroni di legame.<sup id="cite_ref-:02_11-0" class="reference"><a href="#cite_note-:02-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> Inoltre, il gruppo può delocalizzare sugli ossigeni una carica negativa che si formi sul carbonio in alfa ad esso in seguito ad una <a href="/wiki/Deprotonazione" class="mw-redirect" title="Deprotonazione">deprotonazione</a> e in tal modo il <a href="/wiki/Carbanione" title="Carbanione">carbanione</a> che si forma, l'anione <a href="/wiki/Nitronato" class="mw-redirect" title="Nitronato">nitronato</a>, risulta stabilizzato: </p><p>>C<sup>−</sup>−N<sup>+</sup>(=O)−O<sup>−</sup>   <big>↔</big>   >C=N<sup>+</sup>(−O<sup>−</sup>)<sub>2</sub> </p> <div class="mw-heading mw-heading3"><h3 id="Reattività_dei_nitrocomposti"><span id="Reattivit.C3.A0_dei_nitrocomposti"></span>Reattività dei nitrocomposti</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=3" title="Modifica la sezione Reattività dei nitrocomposti" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=3" title="Edit section's source code: Reattività dei nitrocomposti"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading4"><h4 id="Tautomeria">Tautomeria</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=4" title="Modifica la sezione Tautomeria" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=4" title="Edit section's source code: Tautomeria"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Questa stabilizzazione rende possibile l'instaurarsi di un <a href="/wiki/Equilibrio_chimico" title="Equilibrio chimico">equilibrio</a> <a href="/wiki/Tautomeria" title="Tautomeria">tautomerico</a> per i nitrocomposti <a href="/wiki/Composti_alifatici" title="Composti alifatici">alifatici</a> aventi almeno un atomo di <a href="/wiki/Idrogeno" title="Idrogeno">idrogeno</a> in alfa; in questi un protone (H<sup>+</sup>) si stacca dall'atomo di carbonio e, tramite riorganizzazione elettronica dei legami, viene ripreso da un atomo di ossigeno, e viceversa: </p><p>>CH−N<sup>+</sup>(=O)−O<sup>−</sup>   <big>⇌</big>   >C=N<sup>+</sup>(−O<sup>−</sup>)(−OH) </p><p>La prima forma tautomera è detta forma «nitro» e la seconda forma «aci» o, più propriamente, <a href="/wiki/Acidi_nitronici" title="Acidi nitronici">acido nitronico</a>. Questo equilibrio, che nei nitroalcani è fortemente spostato a sinistra (forma nitro), è del tutto analogo all'equilibrio che si ha nella <a href="/wiki/Tautomeria_cheto-enolica" title="Tautomeria cheto-enolica">tautomeria cheto-enolica</a>. </p> <div class="mw-heading mw-heading4"><h4 id="Acidità"><span id="Acidit.C3.A0"></span>Acidità</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=5" title="Modifica la sezione Acidità" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=5" title="Edit section's source code: Acidità"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Per i nitroalcani, come anche per <a href="/wiki/Aldeidi" title="Aldeidi">aldeidi</a> e <a href="/wiki/Chetoni" title="Chetoni">chetoni</a> (purché sia presente un H in alfa), la stabilizzazione del <a href="/wiki/Carbanione" title="Carbanione">carbanione</a> ( <a href="/wiki/Nitronato" class="mw-redirect" title="Nitronato">nitronato</a> o <a href="/wiki/Enoli" title="Enoli">enolato</a>, <a href="/wiki/Isoelettronico" title="Isoelettronico">isoelettronici</a>) favorisce la deprotonazione e li rende quindi sensibilmente <a href="/wiki/Acido" title="Acido">acidi</a>: il nitrometano (CH<sub>3</sub>NO<sub>2</sub>) ha <a href="/wiki/Costante_di_dissociazione_acida" title="Costante di dissociazione acida">p<i>K</i><sub>a</sub></a> = 10,2; il <a href="/w/index.php?title=Dinitrometano&action=edit&redlink=1" class="new" title="Dinitrometano (la pagina non esiste)">dinitrometano</a> (O<sub>2</sub>N−CH<sub>2</sub>−NO<sub>2</sub>), con due nitrogruppi, ha p<i>K</i><sub>a</sub> = 3,6<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> ed è quindi circa 10 volte più forte dell'<a href="/wiki/Acido_acetico" title="Acido acetico">acido acetico</a> (p<i>K</i><sub>a</sub> = 4,76), pur essendo un acido al carbonio (invece che all'ossigeno). Tuttavia, c'è una significativa differenza quantitativa: il nitrogruppo stabilizza il carbanione in alfa decisamente più del <a href="/wiki/Carbonile" title="Carbonile">carbonile</a>: il p<i>K</i><sub>a</sub> dell'<a href="/wiki/Acetaldeide" title="Acetaldeide">acetaldeide</a> (CH<sub>3</sub>CHO) è 13,57,<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> quindi il nitrometano è circa 2300 volte più acido. </p><p>Questo non ha una corrispondenza nei nitrocomposti aromatici, dato che non hanno un H in alfa. </p> <div class="mw-heading mw-heading4"><h4 id="Addizioni_nucleofile_al_carbonile">Addizioni nucleofile al carbonile</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=6" title="Modifica la sezione Addizioni nucleofile al carbonile" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=6" title="Edit section's source code: Addizioni nucleofile al carbonile"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>L'anione nitronato, che si forma facilmente trattando un nitrocomposto avente un H in alfa con una <a href="/wiki/Base_forte" class="mw-redirect" title="Base forte">base forte</a> (<a href="/wiki/Idrossido_di_sodio" title="Idrossido di sodio">NaOH</a>, <a href="/wiki/Metossido_di_sodio" title="Metossido di sodio">NaOMe</a>, etc.), è un buon nucleofilo e può addizionarsi al carbonile di aldeidi e chetoni dando dando <i>β</i>-nitroalcoli (<a href="/wiki/Reazione_di_Henry" title="Reazione di Henry">Reazione di Henry</a>, nota anche come reazione nitroaldolica):<sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-15" class="reference"><a href="#cite_note-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p><p>R−CH=O + <sup>−</sup>CH<sub>2</sub>–NO<sub>2</sub> (+H<sup>+</sup>)   →   R−CH(OH)−CH<sub>2</sub>–NO<sub>2</sub> </p><p>I <i>β</i>-nitroalcoli sono utili dal punto di vista sintetico: a) possono subire una facile disidratazione a dare nitroalcheni; b) possono subire una riduzione a dare <i>β</i>-amminoalcoli; c) possono subire un'<a href="/wiki/Ossidazione" title="Ossidazione">ossidazione</a> a dare <i>α</i>-nitrochetoni. </p> <div class="mw-heading mw-heading4"><h4 id="Sostituzioni_nucleofile_al_carbonile">Sostituzioni nucleofile al carbonile</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=7" title="Modifica la sezione Sostituzioni nucleofile al carbonile" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=7" title="Edit section's source code: Sostituzioni nucleofile al carbonile"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>L'anione nitronato si addiziona anche a composti carbonilici in cui è presente un gruppo uscente, quali gli <a href="/wiki/Alogenuri_acilici" title="Alogenuri acilici">alogenuri acilici</a> (RCO−X), le <a href="/wiki/Anidride" title="Anidride">anidridi</a> (RCO−O−COR'), gli <a href="/wiki/Esteri" title="Esteri">esteri</a> (RCO−OR'), ed altri, formando α-nitrochetoni:<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup> </p><p>R−CO−OR' + <sup>−</sup>CH<sub>2</sub>–NO<sub>2</sub> (+H<sup>+</sup>)   →   R−CO−CH<sub>2</sub>–NO<sub>2</sub> + R'OH </p> <div class="mw-heading mw-heading4"><h4 id="Sostituzioni_elettrofile_e_nucleofile_aromatiche">Sostituzioni elettrofile e nucleofile aromatiche</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=8" title="Modifica la sezione Sostituzioni elettrofile e nucleofile aromatiche" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=8" title="Edit section's source code: Sostituzioni elettrofile e nucleofile aromatiche"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Anche per i nitrocomposti aromatici l'effetto induttivo del nitrogruppo e specialmente quello mesomero caratterizzano la loro reattività: entrambi gli effetti impoveriscono la densità elettronica nell'anello e lo disattivano verso le reazioni di <a href="/wiki/Sostituzione_elettrofila_aromatica" title="Sostituzione elettrofila aromatica">sostituzione elettrofila aromatica</a> (S<sub>E</sub>Ar), mentre al tempo stesso favoriscono le reazioni di <a href="/wiki/Sostituzione_nucleofila_aromatica" title="Sostituzione nucleofila aromatica">sostituzione nucleofila aromatica</a> (S<sub>N</sub>2Ar), in presenza di un <a href="/wiki/Gruppo_uscente" title="Gruppo uscente">gruppo uscente</a> sull'anello. </p><p>Nelle S<sub>E</sub>Ar il nitrogruppo presente disattiva le posizioni orto e para dell'anello indirizzando l'elettrofilo entrante nelle posizioni meta. Nelle S<sub>N</sub>2Ar le posizioni orto e para sono quelle attivate: se una di queste è occupata da un gruppo uscente (ad esempio, un alogeno) il nucleofilo entrante lo può sostituire. </p> <div class="mw-heading mw-heading4"><h4 id="Riduzione">Riduzione</h4><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=9" title="Modifica la sezione Riduzione" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=9" title="Edit section's source code: Riduzione"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>La riduzione dei nitrocomposti con idrogeno molecolare in presenza di catalizzatori metallici (Ni, Pd) porta alla formazione di <a href="/wiki/Ammine" title="Ammine">ammine</a> primarie: </p><p>R−NO<sub>2</sub> (+ 3 H<sub>2</sub>/cat.)   →   R−NH<sub>2</sub> + 2 H<sub>2</sub>O </p><p>Un'altra possibilità per la riduzione ad ammina è il trattamento con zinco metallico e HCl (Sn, Fe, o altri metalli attivi).<sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </p><p>Questa reazione è importante specialmente per l'ottenimento di ammine aromatiche a partire dai corrispondenti nitrocomposti, dato che l'introduzione diretta di un gruppo amminico con una sostituzione elettrofila non è possibile. </p> <div class="mw-heading mw-heading2"><h2 id="Sintesi">Sintesi</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=10" title="Modifica la sezione Sintesi" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=10" title="Edit section's source code: Sintesi"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>La reazione per inserire un nitrogruppo su un composto arilico si chiama <a href="/wiki/Nitrazione" title="Nitrazione">nitrazione</a>, in cui si usa la <a href="/wiki/Miscela_solfonitrica" title="Miscela solfonitrica">miscela solfonitrica</a> (o semplicemente solfonitrica), ovvero una miscela di <a href="/wiki/Acido_nitrico" title="Acido nitrico">acido nitrico</a> e <a href="/wiki/Acido_solforico" title="Acido solforico">acido solforico</a>. I nitroalcani sono generalmente preparati per <a href="/wiki/Sostituzione_nucleofila" title="Sostituzione nucleofila">sostituzione nucleofila</a> di <a href="/wiki/Alogenoalcani" class="mw-redirect" title="Alogenoalcani">alogenoalcani</a> con ioni <a href="/wiki/Nitrito" title="Nitrito">nitrito</a>, eventualmente in presenza di <a href="/wiki/Nitrato_di_argento" class="mw-redirect" title="Nitrato di argento">nitrato di argento</a>. </p> <div class="mw-heading mw-heading2"><h2 id="Alcuni_nitrocomposti">Alcuni nitrocomposti</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=11" title="Modifica la sezione Alcuni nitrocomposti" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=11" title="Edit section's source code: Alcuni nitrocomposti"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Nitrobenzene" title="Nitrobenzene">Nitrobenzene</a></li> <li><a href="/w/index.php?title=B-Nitrostyrene&action=edit&redlink=1" class="new" title="B-Nitrostyrene (la pagina non esiste)"><i>β</i>-Nitrostirene</a></li> <li><a href="/wiki/Trinitrotoluene" title="Trinitrotoluene">Trinitrotoluene</a> (tritolo)</li> <li><a href="/wiki/Acido_2,2%27-dinitro-5,5%27-ditiodibenzoico" title="Acido 2,2'-dinitro-5,5'-ditiodibenzoico">Acido 2,2'-dinitro-5,5'-ditiodibenzoico</a></li> <li><a href="/wiki/Acido_3,5-dinitrobenzoico" title="Acido 3,5-dinitrobenzoico">Acido 3,5-dinitrobenzoico</a></li> <li><a href="/wiki/1-fluoro-2,4-dinitrobenzene" title="1-fluoro-2,4-dinitrobenzene">1-fluoro-2,4-dinitrobenzene</a> o reattivo di <a href="/wiki/Frederick_Sanger" title="Frederick Sanger">Sanger</a></li> <li><a href="/wiki/2-nitrobenzaldeide" title="2-nitrobenzaldeide">2-nitrobenzaldeide</a></li> <li><a href="/wiki/3-nitrofenolo" title="3-nitrofenolo">3-nitrofenolo</a></li> <li><a href="/wiki/4-nitrodifenile" title="4-nitrodifenile">4-nitrodifenile</a></li></ul> <p><a href="/wiki/Nitroglicerina" title="Nitroglicerina">Nitroglicerina</a> e <a href="/wiki/Tetranitrato_di_pentaeritrite" title="Tetranitrato di pentaeritrite">tetranitrato di pentaeritrite</a> (PETN) non sono propriamente nitrocomposti, dato che non hanno un legame diretto carbonio-azoto nella molecola. Possono essere considerati nitrati organici, ovvero esteri di alcoli e acido nitrico. </p> <div class="mw-heading mw-heading2"><h2 id="Note">Note</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=12" title="Modifica la sezione Note" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=12" title="Edit section's source code: Note"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-1"><a href="#cite_ref-1"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> Jonathan Clayden, Nick Greeves e Stuart Warren, <span style="font-style:italic;">Organic chemistry</span>, 2nd ed, Oxford university press, 2012, p. 30, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-0-19-927029-3" title="Speciale:RicercaISBN/978-0-19-927029-3">978-0-19-927029-3</a>.</cite></span> </li> <li id="cite_note-2"><a href="#cite_ref-2"><b>^</b></a> <span class="reference-text"><cite class="citation web" style="font-style:normal"> <a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:29785"><span style="font-style:italic;">nitro group (CHEBI:29785)</span></a>, su <span style="font-style:italic;">ebi.ac.uk</span>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-3"><a href="#cite_ref-3"><b>^</b></a> <span class="reference-text"><cite class="citation pubblicazione" style="font-style:normal">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) Henry Feuer (a cura di), <a rel="nofollow" class="external text" href="https://onlinelibrary.wiley.com/doi/book/10.1002/9780470771174"><span style="font-style:italic;">Nitro and Nitroso Groups: Vol. 2 (1970)</span></a>, in <span style="font-style:italic;">Chemistry of Functional Groups</span>, 1º gennaio 1970, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1002%2F9780470771174">10.1002/9780470771174</a>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-:02322-4"><span class="mw-cite-backlink"><b>^</b> <sup><i><a href="#cite_ref-:02322_4-0">a</a></i></sup> <sup><i><a href="#cite_ref-:02322_4-1">b</a></i></sup></span> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> R.O.C. Norman, <span style="font-style:italic;">CHIMICA ORGANICA Principi e Applicazioni alla Sintesi</span>, traduzione di Paolo Da Re, Piccin, 1973, pp. 48-50.</cite></span> </li> <li id="cite_note-:0-5"><span class="mw-cite-backlink"><b>^</b> <sup><i><a href="#cite_ref-:0_5-0">a</a></i></sup> <sup><i><a href="#cite_ref-:0_5-1">b</a></i></sup> <sup><i><a href="#cite_ref-:0_5-2">c</a></i></sup></span> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> R. Fusco, G. Bianchetti e V. Rosnati, <span style="font-style:italic;">16. - Nitrocomposti, Diazocomposti e altri derivati azotati</span>, in <span style="font-style:italic;">CHIMICA ORGANICA</span>, volume primo, L. G. Guadagni, 1974, pp. 720-726.</cite></span> </li> <li id="cite_note-6"><a href="#cite_ref-6"><b>^</b></a> <span class="reference-text"><cite class="citation web" style="font-style:normal"> <a rel="nofollow" class="external text" href="https://www.stenutz.eu/chem/solv6.php?name=nitromethane"><span style="font-style:italic;">nitromethane</span></a>, su <span style="font-style:italic;">stenutz.eu</span>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-7"><a href="#cite_ref-7"><b>^</b></a> <span class="reference-text"><cite class="citation web" style="font-style:normal"> <a rel="nofollow" class="external text" href="https://www.stenutz.eu/chem/solv6.php?name=nitrobenzene"><span style="font-style:italic;">nitrobenzene</span></a>, su <span style="font-style:italic;">stenutz.eu</span>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-8"><a href="#cite_ref-8"><b>^</b></a> <span class="reference-text"><cite class="citation web" style="font-style:normal">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) PubChem, <a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/8376#section=IUPAC-Name"><span style="font-style:italic;">Trinitrotoluene</span></a>, su <span style="font-style:italic;">pubchem.ncbi.nlm.nih.gov</span>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-:0232-9"><a href="#cite_ref-:0232_9-0"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> R.O.C. Norman, <span style="font-style:italic;">CHIMICA ORGANICA Principi e Applicazioni alla Sintesi</span>, traduzione di Paolo Da Re, Piccin, 1973, pp. 50-52.</cite></span> </li> <li id="cite_note-10"><a href="#cite_ref-10"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> Jonathan Clayden, Nick Greeves e Stuart Warren, <span style="font-style:italic;">Organic chemistry</span>, 2nd ed, Oxford university press, 2012, p. 511, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-0-19-927029-3" title="Speciale:RicercaISBN/978-0-19-927029-3">978-0-19-927029-3</a>.</cite></span> </li> <li id="cite_note-:02-11"><a href="#cite_ref-:02_11-0"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> J. E. Huheey, E. A. Keiter e R. L. Keiter, <span style="font-style:italic;">Chimica Inorganica, Principi, Strutture, Reattività</span>, Piccin, 1999, pp. 188-191, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/88-299-1470-3" title="Speciale:RicercaISBN/88-299-1470-3">88-299-1470-3</a>.</cite></span> </li> <li id="cite_note-12"><a href="#cite_ref-12"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> Michael Smith e Jerry March, <span style="font-style:italic;">March's advanced organic chemistry: reactions, mechanisms, and structure</span>, Eighth edition, John Wiley & Sons, Inc, 2020, p. 240, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-1-119-37180-9" title="Speciale:RicercaISBN/978-1-119-37180-9">978-1-119-37180-9</a>.</cite></span> </li> <li id="cite_note-13"><a href="#cite_ref-13"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> <span style="font-style:italic;">CRC handbook of chemistry and physics: a ready-reference book of chemical and physical data</span>, 97th edition, CRC Press, 2017, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-1-4987-5429-3" title="Speciale:RicercaISBN/978-1-4987-5429-3">978-1-4987-5429-3</a>.</cite></span> </li> <li id="cite_note-14"><a href="#cite_ref-14"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> László Kürti e Barbara Czakó, <span style="font-style:italic;">Strategic applications of named reactions in organic synthesis: background and detailed mechanisms ; 250 named reactions</span>, Nachdr., Elsevier Acad. Press, 2009, pp. 202-203, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-0-12-369483-6" title="Speciale:RicercaISBN/978-0-12-369483-6">978-0-12-369483-6</a>.</cite></span> </li> <li id="cite_note-15"><a href="#cite_ref-15"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> Noboru Ono, <span style="font-style:italic;">The nitro group in organic synthesis</span>, collana <span style="font-style:italic;">Organic nitro chemistry series</span>, Wiley-VCH, 2001, pp. 30-69, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-0-471-31611-4" title="Speciale:RicercaISBN/978-0-471-31611-4">978-0-471-31611-4</a>.</cite></span> </li> <li id="cite_note-16"><a href="#cite_ref-16"><b>^</b></a> <span class="reference-text"><cite class="citation pubblicazione" style="font-style:normal"> Roberto Ballini, Giovanna Bosica e Dennis Fiorini, <a rel="nofollow" class="external text" href="https://linkinghub.elsevier.com/retrieve/pii/S004040200501029X"><span style="font-style:italic;">Acyclic α-nitro ketones: a versatile class of α-functionalized ketones in organic synthesis</span></a>, in <span style="font-style:italic;">Tetrahedron</span>, vol. 61, n. 38, 19 settembre 2005, pp. 8971–8993, <a href="/wiki/Digital_object_identifier" title="Digital object identifier">DOI</a>:<a rel="nofollow" class="external text" href="https://dx.doi.org/10.1016%2Fj.tet.2005.06.033">10.1016/j.tet.2005.06.033</a>. <small>URL consultato il 14 febbraio 2025</small>.</cite></span> </li> <li id="cite_note-17"><a href="#cite_ref-17"><b>^</b></a> <span class="reference-text"><cite class="citation libro" style="font-style:normal"> Michael B. Smith, <span style="font-style:italic;">March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure</span>, eighth edition, Wiley, 2020, pp. 1558-1559, <a href="/wiki/ISBN" title="ISBN">ISBN</a> <a href="/wiki/Speciale:RicercaISBN/978-1-119-37180-9" title="Speciale:RicercaISBN/978-1-119-37180-9">978-1-119-37180-9</a>.</cite></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="Voci_correlate">Voci correlate</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=13" title="Modifica la sezione Voci correlate" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=13" title="Edit section's source code: Voci correlate"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Nitrati" class="mw-redirect" title="Nitrati">Nitrati</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="Altri_progetti">Altri progetti</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=14" title="Modifica la sezione Altri progetti" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=14" title="Edit section's source code: Altri progetti"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <div id="interProject" class="toccolours" style="display: none; clear: both; margin-top: 2em"><p id="sisterProjects" style="background-color: #efefef; color: black; font-weight: bold; margin: 0"><span>Altri progetti</span></p><ul title="Collegamenti verso gli altri progetti Wikimedia"> <li class="" title=""><span class="plainlinks" title="commons:Category:Nitro compounds"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Nitro_compounds?uselang=it">Wikimedia Commons</a></span></li></ul></div> <ul><li><span typeof="mw:File"><a href="https://commons.wikimedia.org/wiki/?uselang=it" title="Collabora a Wikimedia Commons"><img alt="Collabora a Wikimedia Commons" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/18px-Commons-logo.svg.png" decoding="async" width="18" height="24" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/27px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/36px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span> <span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/?uselang=it">Wikimedia Commons</a></span> contiene immagini o altri file su <b><span class="plainlinks"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Nitro_compounds?uselang=it">Nitroderivati</a></span></b></li></ul> <div class="mw-heading mw-heading2"><h2 id="Collegamenti_esterni">Collegamenti esterni</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nitroderivati&veaction=edit&section=15" title="Modifica la sezione Collegamenti esterni" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Nitroderivati&action=edit&section=15" title="Edit section's source code: Collegamenti esterni"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li class="mw-empty-elt"></li> <li><cite id="CITEREFBritannica.com" class="citation web" style="font-style:normal">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) <a rel="nofollow" class="external text" href="https://www.britannica.com/science/nitro-compound"><span style="font-style:italic;">nitro compound</span></a>, su <span style="font-style:italic;"><a href="/wiki/Enciclopedia_Britannica" title="Enciclopedia Britannica">Enciclopedia Britannica</a></span>, Encyclopædia Britannica, Inc.</cite> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q422772#P1417" title="Modifica su Wikidata"><img alt="Modifica su Wikidata" src="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/10px-Blue_pencil.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/15px-Blue_pencil.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/73/Blue_pencil.svg/20px-Blue_pencil.svg.png 2x" data-file-width="600" data-file-height="600" /></a></span></li></ul> <style data-mw-deduplicate="TemplateStyles:r141815314">.mw-parser-output .navbox{border:1px solid #aaa;clear:both;margin:auto;padding:2px;width:100%}.mw-parser-output .navbox th{padding-left:1em;padding-right:1em;text-align:center}.mw-parser-output .navbox>tbody>tr:first-child>th{background:#ccf;font-size:90%;width:100%;color:var(--color-base,black)}.mw-parser-output .navbox_navbar{float:left;margin:0;padding:0 10px 0 0;text-align:left;width:6em}.mw-parser-output .navbox_title{font-size:110%}.mw-parser-output .navbox_abovebelow{background:#ddf;font-size:90%;font-weight:normal}.mw-parser-output .navbox_group{background:#ddf;font-size:90%;padding:0 10px;white-space:nowrap}.mw-parser-output .navbox_list{font-size:90%;width:100%}.mw-parser-output .navbox_list a{white-space:nowrap}html:not(.vector-feature-night-mode-enabled) .mw-parser-output .navbox_odd{background:#fdfdfd;color:var(--color-base,black)}html:not(.vector-feature-night-mode-enabled) .mw-parser-output .navbox_even{background:#f7f7f7;color:var(--color-base,black)}.mw-parser-output .navbox a.mw-selflink{color:var(--color-base,black)}.mw-parser-output .navbox_center{text-align:center}.mw-parser-output .navbox .navbox_image{padding-left:7px;vertical-align:middle;width:0}.mw-parser-output .navbox+.navbox{margin-top:-1px}.mw-parser-output .navbox .mw-collapsible-toggle{font-weight:normal;text-align:right;width:7em}body.skin--responsive .mw-parser-output .navbox_image img{max-width:none!important}.mw-parser-output .subnavbox{margin:-3px;width:100%}.mw-parser-output .subnavbox_group{background:#e6e6ff;padding:0 10px}@media screen{html.skin-theme-clientpref-night .mw-parser-output .navbox>tbody>tr:first-child>th{background:var(--background-color-interactive)!important}html.skin-theme-clientpref-night .mw-parser-output .navbox th{color:var(--color-base)!important}html.skin-theme-clientpref-night .mw-parser-output .navbox_abovebelow,html.skin-theme-clientpref-night .mw-parser-output .navbox_group{background:var(--background-color-interactive-subtle)!important}html.skin-theme-clientpref-night .mw-parser-output .subnavbox_group{background:var(--background-color-neutral-subtle)!important}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbox>tbody>tr:first-child>th{background:var(--background-color-interactive)!important}html.skin-theme-clientpref-os .mw-parser-output .navbox th{color:var(--color-base)!important}html.skin-theme-clientpref-os .mw-parser-output .navbox_abovebelow,html.skin-theme-clientpref-os .mw-parser-output .navbox_group{background:var(--background-color-interactive-subtle)!important}html.skin-theme-clientpref-os .mw-parser-output .subnavbox_group{background:var(--background-color-neutral-subtle)!important}}</style><table class="navbox mw-collapsible mw-collapsed noprint metadata" id="navbox-Sistematica_organica"><tbody><tr><th colspan="2" style="background:azzurro;"><div class="navbox_navbar"><div class="noprint plainlinks" style="background-color:transparent; padding:0; font-size:xx-small; color:var(--color-base, #000000); white-space:nowrap;"><a href="/wiki/Template:Sistematica_organica" title="Template:Sistematica organica"><span title="Vai alla pagina del template">V</span></a> · <a href="/w/index.php?title=Discussioni_template:Sistematica_organica&action=edit&redlink=1" class="new" title="Discussioni template:Sistematica organica (la pagina non esiste)"><span title="Discuti del template">D</span></a> · <a class="external text" href="https://it.wikipedia.org/w/index.php?title=Template:Sistematica_organica&action=edit"><span title="Modifica il template. Usa l'anteprima prima di salvare">M</span></a></div></div><span class="navbox_title"><a href="/wiki/Sistematica_organica" title="Sistematica organica">Sistematica organica</a></span></th></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Composti_alifatici" title="Composti alifatici">Composti alifatici</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Acetali" title="Acetali">Acetali</a> · <a href="/wiki/Acidi_carbossilici" title="Acidi carbossilici">Acidi carbossilici</a> · <a href="/wiki/Alcani" title="Alcani">Alcani</a> · <a href="/wiki/Alcheni" title="Alcheni">Alcheni</a> · <a href="/wiki/Alchini" title="Alchini">Alchini</a> · <a href="/wiki/Alcoli" title="Alcoli">Alcoli</a> · <a href="/wiki/Aldeidi" title="Aldeidi">Aldeidi</a> · <a href="/wiki/Anidride" title="Anidride">Anidridi</a> · <a href="/wiki/Annuleni" title="Annuleni">Annuleni</a> · <a href="/wiki/Chetali" title="Chetali">Chetali</a> · <a href="/wiki/Chetoni" title="Chetoni">Chetoni</a> · <a href="/wiki/Cicloalcani" title="Cicloalcani">Cicloalcani</a> · <a href="/wiki/Cicloalcheni" title="Cicloalcheni">Cicloalcheni</a> · <a href="/wiki/Dioli" title="Dioli">Dioli</a> · <a href="/wiki/Enoli" title="Enoli">Enoli</a> · <a href="/wiki/Epossidi" title="Epossidi">Epossidi</a> · <a href="/wiki/Esteri" title="Esteri">Esteri</a> · <a href="/wiki/Eteri" title="Eteri">Eteri</a> · <a href="/wiki/Eteri_corona" title="Eteri corona">Eteri corona</a> · <a href="/wiki/Lattoni" title="Lattoni">Lattoni</a> · <a href="/wiki/Lattoli" title="Lattoli">Lattoli</a> · <a href="/wiki/Perossidi" title="Perossidi">Perossidi</a> · <a href="/wiki/Perossiacido" title="Perossiacido">Perossiacidi</a> · <a href="/wiki/Polieni" title="Polieni">Polieni</a> · <a href="/wiki/Polioli" title="Polioli">Polioli</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Composti_aromatici" title="Composti aromatici">Composti aromatici</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/w/index.php?title=Arini_(chimica)&action=edit&redlink=1" class="new" title="Arini (chimica) (la pagina non esiste)">Arini</a> · <a href="/wiki/Ciclofani" title="Ciclofani">Ciclofani</a> · <a href="/wiki/Benzene" title="Benzene">Benzene</a> · <a href="/wiki/Fenoli" title="Fenoli">Fenoli</a> · <a href="/w/index.php?title=Eterocicli_aromatici&action=edit&redlink=1" class="new" title="Eterocicli aromatici (la pagina non esiste)">Eterocicli aromatici</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Azoto#Composti_dell'azoto" title="Azoto">Contenenti azoto</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alcaloidi" title="Alcaloidi">Alcaloidi</a> · <a href="/wiki/Ammonio" title="Ammonio">Ammonio</a> · <a href="/wiki/Ammidi" title="Ammidi">Ammidi</a> · <a href="/wiki/Ammine" title="Ammine">Ammine</a> · <a href="/wiki/Amminali" title="Amminali">Amminali</a> · <a href="/wiki/Azine" title="Azine">Azine</a> · <a href="/wiki/Azoturo" title="Azoturo">Azidi</a> · <a href="/wiki/Azocomposti" title="Azocomposti">Azocomposti</a> · <a href="/wiki/Azoli" title="Azoli">Azoli</a> · <a href="/wiki/Carbammati" title="Carbammati">Carbammati</a> · <a href="/wiki/Cianidrine" title="Cianidrine">Cianidrine</a> · <a href="/wiki/Diazocomposti" title="Diazocomposti">Diazocomposti</a> · <a href="/wiki/Idrazoni" title="Idrazoni">Idrazoni</a> · <a href="/wiki/Immidi" title="Immidi">Immidi</a> · <a href="/wiki/Immine" title="Immine">Immine</a> · <a href="/wiki/Isocianati" title="Isocianati">Isocianati</a> · <a href="/wiki/Isocianuri" title="Isocianuri">Isocianuri</a> · <a href="/wiki/Isotiocianati" title="Isotiocianati">Isotiocianati</a> · <a href="/wiki/Lattami" title="Lattami">Lattami</a> · <a href="/wiki/Nitrili" title="Nitrili">Nitrili</a> · <a class="mw-selflink selflink">Nitrocomposti</a> · <a href="/wiki/Nitrosocomposti" class="mw-redirect" title="Nitrosocomposti">Nitrosocomposti</a> · <a href="/wiki/Osazoni" title="Osazoni">Osazoni</a> · <a href="/wiki/Ossima" title="Ossima">Ossime</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Zolfo#Composti_dello_zolfo" title="Zolfo">Contenenti zolfo</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Acidi_solfonici" title="Acidi solfonici">Acidi solfonici</a> · <a href="/wiki/Ditiani" title="Ditiani">Ditiani</a> · <a href="/wiki/Isotiocianati" title="Isotiocianati">Isotiocianati</a> · <a href="/wiki/Solfoni" title="Solfoni">Solfoni</a> · <a href="/wiki/Solfossidi" title="Solfossidi">Solfossidi</a> · <a href="/wiki/Tioesteri" title="Tioesteri">Tioesteri</a> · <a href="/wiki/Tioeteri" title="Tioeteri">Tioeteri</a> · <a href="/wiki/Tioli" title="Tioli">Tioli</a> · <a href="/wiki/Tioacetali" title="Tioacetali">Tioacetali</a> · <a href="/wiki/Tiochetali" title="Tiochetali">Tiochetali</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Alogenuro" title="Alogenuro">Contenenti alogeni</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alogenuri_acilici" title="Alogenuri acilici">Alogenuri acilici</a> · <a href="/wiki/Alogenuri_alchilici" title="Alogenuri alchilici">Alogenuri alchilici</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;"><a href="/wiki/Silicio#Composti" title="Silicio">Contenenti silicio</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Silani" title="Silani">Silani</a> · <a href="/w/index.php?title=Sililalchini&action=edit&redlink=1" class="new" title="Sililalchini (la pagina non esiste)">Sililalchini</a> · <a href="/w/index.php?title=Sililalogenuri&action=edit&redlink=1" class="new" title="Sililalogenuri (la pagina non esiste)">Sililalogenuri</a> · <a href="/w/index.php?title=Sililidruri&action=edit&redlink=1" class="new" title="Sililidruri (la pagina non esiste)">Sililidruri</a> · <a href="/w/index.php?title=Silanoli&action=edit&redlink=1" class="new" title="Silanoli (la pagina non esiste)">Silanoli</a> · <a href="/wiki/Alcossisilani" title="Alcossisilani">Alcossisilani</a> · <a href="/wiki/Silossani" title="Silossani">Silossani</a> · <a href="/w/index.php?title=Silazani&action=edit&redlink=1" class="new" title="Silazani (la pagina non esiste)">Silazani</a></td></tr><tr><th colspan="1" class="navbox_group" style="background:azzurro;">Altro</th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Alcossido" title="Alcossido">Alcossidi</a> · <a href="/wiki/Idrocarburi" title="Idrocarburi">Idrocarburi</a> · <a href="/wiki/Stannani" title="Stannani">Stannani</a> · <a href="/wiki/Terpeni" title="Terpeni">Terpeni</a></td></tr><tr><th colspan="2" class="navbox_abovebelow">Vedi pure <i><a href="/wiki/Nomenclatura_IUPAC_dei_composti_organici" title="Nomenclatura IUPAC dei composti organici">Nomenclatura IUPAC dei composti organici</a></i></th></tr></tbody></table> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r141815314"><table class="navbox mw-collapsible mw-collapsed noprint metadata" id="navbox-Composti_dell'azoto"><tbody><tr><th colspan="2"><div class="navbox_navbar"><div class="noprint plainlinks" style="background-color:transparent; padding:0; font-size:xx-small; color:var(--color-base, #000000); white-space:nowrap;"><a href="/wiki/Template:Composti_dell%27azoto" title="Template:Composti dell'azoto"><span title="Vai alla pagina del template">V</span></a> · <a href="/w/index.php?title=Discussioni_template:Composti_dell%27azoto&action=edit&redlink=1" class="new" title="Discussioni template:Composti dell'azoto (la pagina non esiste)"><span title="Discuti del template">D</span></a> · <a class="external text" href="https://it.wikipedia.org/w/index.php?title=Template:Composti_dell%27azoto&action=edit"><span title="Modifica il template. Usa l'anteprima prima di salvare">M</span></a></div></div><span class="navbox_title">Composti dell'azoto</span></th></tr><tr><th colspan="1" class="navbox_group" style="text-align:center;">Composti inorganici</th><td colspan="1" class="navbox_list navbox_odd" style="text-align:left;"><table class="subnavbox"><tbody><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con l'<a href="/wiki/Idrogeno" title="Idrogeno">idrogeno</a></th><td colspan="1" style="text-align:left;"><a href="/wiki/Ammoniaca" title="Ammoniaca">Ammoniaca</a><b> ·</b> <a href="/wiki/Idrazina" title="Idrazina">Idrazina</a><b> ·</b> <a href="/wiki/Diazene" title="Diazene">Diazene</a><b> ·</b> <a href="/wiki/Triazene" title="Triazene">Triazene</a><b> ·</b> <a href="/wiki/Tetrazene" title="Tetrazene">Tetrazene</a><b> ·</b> <a href="/wiki/Triazano" title="Triazano">Triazano</a><b> ·</b> <a href="/w/index.php?title=Ciclotriazano&action=edit&redlink=1" class="new" title="Ciclotriazano (la pagina non esiste)">Ciclotriazano</a><b> ·</b> <a href="/wiki/Acido_azotidrico" title="Acido azotidrico">Acido azotidrico</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con l'<a href="/wiki/Ossigeno" title="Ossigeno">ossigeno</a></th><td colspan="1" style="text-align:left;"><a href="/wiki/Monossido_di_azoto" title="Monossido di azoto">Monossido di azoto</a><b> ·</b> <a href="/wiki/Diossido_di_azoto" title="Diossido di azoto">Diossido di azoto</a><b> ·</b> <a href="/wiki/Ossido_di_diazoto" title="Ossido di diazoto">Ossido di diazoto</a><b> ·</b> <a href="/w/index.php?title=Diossido_di_diazoto&action=edit&redlink=1" class="new" title="Diossido di diazoto (la pagina non esiste)">Diossido di diazoto</a><b> ·</b> <a href="/wiki/Triossido_di_diazoto" title="Triossido di diazoto">Triossido di diazoto</a><b> ·</b> <a href="/wiki/Tetrossido_di_diazoto" title="Tetrossido di diazoto">Tetraossido di diazoto</a><b> ·</b> <a href="/wiki/Pentossido_di_diazoto" title="Pentossido di diazoto">Pentaossido di diazoto</a><b> ·</b> <a href="/wiki/Nitrosilazoturo" title="Nitrosilazoturo">Nitrosilazoturo</a><b> ·</b> <a href="/wiki/Nitrilazoturo" title="Nitrilazoturo">Nitrilazoturo</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con l'ossigeno e l'idrogeno</th><td colspan="1" style="text-align:left;"><a href="/wiki/Acido_nitrico" title="Acido nitrico">Acido nitrico</a><b> ·</b> <a href="/wiki/Acido_nitroso" title="Acido nitroso">acido nitroso</a><b> ·</b> <a href="/wiki/Idrossilammina" title="Idrossilammina">Idrossilammina</a><b> ·</b> <a href="/wiki/Acido_iponitroso" title="Acido iponitroso">acido iponitroso</a><b> ·</b> <a href="/w/index.php?title=Nitrosile&action=edit&redlink=1" class="new" title="Nitrosile (la pagina non esiste)">nitrosile</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con gli <a href="/wiki/Alogeni" title="Alogeni">alogeni</a></th><td colspan="1" style="text-align:left;"><a href="/wiki/Trifluoruro_di_azoto" title="Trifluoruro di azoto">Trifluoruro di azoto</a><b> ·</b> <a href="/wiki/Tetrafluoroidrazina" title="Tetrafluoroidrazina">Tetrafluoroidrazina</a><b> ·</b> <a href="/wiki/Difluoroammina" title="Difluoroammina">Difluoroammina</a><b> ·</b> <a href="/w/index.php?title=Difluorodiazene&action=edit&redlink=1" class="new" title="Difluorodiazene (la pagina non esiste)">Difluorodiazene</a><b> ·</b> <a href="/wiki/Difluoruro_di_diazoto" title="Difluoruro di diazoto">Difluoruro di diazoto</a><b> ·</b> <a href="/wiki/Fluoruro_di_triazoto" title="Fluoruro di triazoto">Fluoruro di triazoto</a><b> ·</b> <a href="/w/index.php?title=Ossido_di_trifluoroammina&action=edit&redlink=1" class="new" title="Ossido di trifluoroammina (la pagina non esiste)">Ossido di trifluoroammina</a><b> ·</b> <a href="/w/index.php?title=Clorodifluoroammina&action=edit&redlink=1" class="new" title="Clorodifluoroammina (la pagina non esiste)">Clorodifluoroammina</a><b> ·</b> <a href="/w/index.php?title=Diclorofluoroammina&action=edit&redlink=1" class="new" title="Diclorofluoroammina (la pagina non esiste)">Diclorofluoroammina</a><b> ·</b> <a href="/wiki/Tricloruro_di_azoto" title="Tricloruro di azoto">Tricloruro di azoto</a><b> ·</b> <a href="/w/index.php?title=Cloroazoturo&action=edit&redlink=1" class="new" title="Cloroazoturo (la pagina non esiste)">Cloroazoturo</a><b> ·</b> <a href="/wiki/Tribromuro_di_azoto" title="Tribromuro di azoto">Tribromuro di azoto</a><b> ·</b> <a href="/w/index.php?title=Bromoazoturo&action=edit&redlink=1" class="new" title="Bromoazoturo (la pagina non esiste)">Bromoazoturo</a><b> ·</b> <a href="/wiki/Nitruro_di_iodio" title="Nitruro di iodio">Triioduro di azoto</a><b> ·</b> <a href="/w/index.php?title=Iodoazoturo&action=edit&redlink=1" class="new" title="Iodoazoturo (la pagina non esiste)">Iodoazoturo</a><b> ·</b> <a href="/w/index.php?title=Alogenoammine&action=edit&redlink=1" class="new" title="Alogenoammine (la pagina non esiste)">Alogenoammine</a><b> ·</b> <a href="/w/index.php?title=Ossoalogenuri&action=edit&redlink=1" class="new" title="Ossoalogenuri (la pagina non esiste)">Ossoalogenuri</a><b> ·</b> <a href="/w/index.php?title=Alogenonitrati&action=edit&redlink=1" class="new" title="Alogenonitrati (la pagina non esiste)">Alogenonitrati</a><b> ·</b> <a href="/wiki/Trifluoruro_di_tiazile" title="Trifluoruro di tiazile">Trifluoruro di tiazile</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con il <a href="/wiki/Boro" title="Boro">boro</a></th><td colspan="1" style="text-align:left;"><a href="/wiki/Nitruro_di_boro" title="Nitruro di boro">Nitruro di boro</a><b> ·</b> <a href="/wiki/Borazina" title="Borazina">Borazina</a><b> ·</b> <a href="/w/index.php?title=Amminoborani&action=edit&redlink=1" class="new" title="Amminoborani (la pagina non esiste)">Amminoborani</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con il <a href="/wiki/Fosforo" title="Fosforo">fosforo</a></th><td colspan="1" style="text-align:left;"><a href="/w/index.php?title=Acido_fosforoamidico&action=edit&redlink=1" class="new" title="Acido fosforoamidico (la pagina non esiste)">Acido fosforoamidico</a><b> ·</b> <a href="/w/index.php?title=Acido_fosforodiamidico&action=edit&redlink=1" class="new" title="Acido fosforodiamidico (la pagina non esiste)">Acido fosforodiamidico</a><b> ·</b> <a href="/w/index.php?title=Triamide&action=edit&redlink=1" class="new" title="Triamide (la pagina non esiste)">Triamide</a><b> ·</b> <a href="/wiki/Fosfazeni" title="Fosfazeni">Fosfazeni</a><b> ·</b> <a href="/w/index.php?title=Policlorofosfazeni&action=edit&redlink=1" class="new" title="Policlorofosfazeni (la pagina non esiste)">Policlorofosfazeni</a><b> ·</b> <a href="/w/index.php?title=Polifluorofosfazeni&action=edit&redlink=1" class="new" title="Polifluorofosfazeni (la pagina non esiste)">Polifluorofosfazeni</a><b> ·</b> <a href="/w/index.php?title=Fosfame&action=edit&redlink=1" class="new" title="Fosfame (la pagina non esiste)">Fosfame</a></td></tr><tr><th class="subnavbox_group" style="text-align:right; width:7.5em;">Con lo <a href="/wiki/Zolfo" title="Zolfo">zolfo</a></th><td colspan="1" style="text-align:left;"><a href="/wiki/Acido_ammidosolfonico" title="Acido ammidosolfonico">Acido ammidosolfonico</a><b> ·</b> <a href="/w/index.php?title=Solfuro_di_diazoto&action=edit&redlink=1" class="new" title="Solfuro di diazoto (la pagina non esiste)">Solfuro di diazoto</a><b> ·</b> <a href="/w/index.php?title=Disolfuro_di_azoto&action=edit&redlink=1" class="new" title="Disolfuro di azoto (la pagina non esiste)">Disolfuro di azoto</a><b> ·</b> <a href="/wiki/Tetranitruro_di_tetrazolfo" title="Tetranitruro di tetrazolfo">Tetranitruro di tetrazolfo</a><b> ·</b> <a href="/w/index.php?title=Dinitruro_di_dizolfo&action=edit&redlink=1" class="new" title="Dinitruro di dizolfo (la pagina non esiste)">Dinitruro di dizolfo</a><b> ·</b> <a href="/w/index.php?title=Politiazile&action=edit&redlink=1" class="new" title="Politiazile (la pagina non esiste)">Politiazile</a><b> ·</b> <a href="/wiki/Trifluoruro_di_tiazile" title="Trifluoruro di tiazile">Trifluoruro di tiazile</a></td></tr></tbody></table></td></tr><tr><th colspan="1" class="navbox_group" style="text-align:center;">Composti organici</th><td colspan="1" class="navbox_list navbox_even" style="text-align:left;"><a href="/wiki/Ammine" title="Ammine">Ammine</a><b> ·</b> <a href="/wiki/Ammidi" title="Ammidi">Ammidi</a><b> ·</b> <a href="/wiki/Lattami" title="Lattami">Lattami</a><b> ·</b> <a href="/wiki/Nitrili" title="Nitrili">Nitrili</a><b> ·</b> <a href="/wiki/Cianidrine" title="Cianidrine">Cianidrine</a><b> ·</b> <a class="mw-selflink selflink">Nitroderivati</a><b> ·</b> <a href="/wiki/Nitrosoderivati" title="Nitrosoderivati">Nitrosoderivati</a><b> ·</b> <a href="/wiki/Immidi" title="Immidi">Immidi</a><b> ·</b> <a href="/wiki/Diazine" title="Diazine">Diazine</a><b> ·</b> <a href="/wiki/Triazine" title="Triazine">Triazine</a><b> ·</b> <a href="/wiki/Tetrazine" title="Tetrazine">Tetrazine</a><b> ·</b> <a href="/wiki/Ossima" title="Ossima">Ossime</a><b> ·</b> <a href="/wiki/Idrazoni" title="Idrazoni">Idrazoni</a><b> ·</b> <a href="/wiki/Azoturo" title="Azoturo">Azidi</a><b> ·</b> <a href="/wiki/N-nitrosammine" title="N-nitrosammine">N-nitrosammine</a><b> ·</b> <a href="/wiki/Sale_di_diazonio" title="Sale di diazonio">Sali di diazonio</a><b> ·</b> <a href="/wiki/Isocianati" title="Isocianati">Isocianati</a><b> ·</b> <a href="/wiki/Carbammati" title="Carbammati">Carbammati</a><b> ·</b> <a href="/wiki/Cianammiduri" title="Cianammiduri">Cianammiduri</a><b> ·</b> <a href="/wiki/Carbodiimmidi" title="Carbodiimmidi">Carbodiimmidi</a><b> ·</b> <a href="/wiki/Nitrone" title="Nitrone">Nitroni</a><b> ·</b> <a href="/w/index.php?title=Eterocicli_azotati&action=edit&redlink=1" class="new" title="Eterocicli azotati (la pagina non esiste)">Eterocicli azotati</a><b> ·</b> <a href="/wiki/Amminoacido" title="Amminoacido">Amminoacidi</a><b> ·</b> <a href="/wiki/Alcaloidi" title="Alcaloidi">Alcaloidi</a><b> ·</b> <a href="/wiki/Peptide" title="Peptide">Peptidi</a><b> ·</b> <a href="/wiki/Isotiocianati" title="Isotiocianati">Isotiocianati</a></td></tr><tr><th colspan="1" class="navbox_group" style="text-align:center;">Classi di composti</th><td colspan="1" class="navbox_list navbox_odd" style="text-align:left;"><a href="/wiki/Nitruri" title="Nitruri">Nitruri</a><b> ·</b> <a href="/wiki/Azoturo" title="Azoturo">Azoturi</a><b> ·</b> <a href="/wiki/Azani" title="Azani">Azani,Azeni</a><b> ·</b> <a href="/wiki/Azocomposti" title="Azocomposti">Azocomposti</a><b> ·</b> <a href="/wiki/Diazocomposti" title="Diazocomposti">Diazocomposti</a></td></tr></tbody></table> <style data-mw-deduplicate="TemplateStyles:r140554510">.mw-parser-output .CdA{border:1px solid #aaa;width:100%;margin:auto;font-size:90%;padding:2px}.mw-parser-output .CdA th{background-color:#f2f2f2;font-weight:bold;width:20%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .CdA{border-color:#54595D}html.skin-theme-clientpref-night .mw-parser-output .CdA th{background-color:#202122}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .CdA{border-color:#54595D}html.skin-theme-clientpref-os .mw-parser-output .CdA th{background-color:#202122}}</style><table class="CdA"><tbody><tr><th><a href="/wiki/Aiuto:Controllo_di_autorit%C3%A0" title="Aiuto:Controllo di autorità">Controllo di autorità</a></th><td><a href="/wiki/Gemeinsame_Normdatei" title="Gemeinsame Normdatei">GND</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="tedesco">DE</abbr></span>) <a rel="nofollow" class="external text" href="https://d-nb.info/gnd/4136117-9">4136117-9</a></span><span style="font-weight:bold;"> ·</span> <a href="/wiki/Biblioteca_della_Dieta_nazionale_del_Giappone" title="Biblioteca della Dieta nazionale del Giappone">NDL</a> <span class="uid">(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr>, <abbr title="giapponese">JA</abbr></span>) <a rel="nofollow" class="external text" href="https://id.ndl.go.jp/auth/ndlna/00568573">00568573</a></span></td></tr></tbody></table> <div class="noprint" style="width:100%; padding: 3px 0; display: flex; flex-wrap: wrap; row-gap: 4px; column-gap: 8px; box-sizing: border-box;"><div style="flex-grow: 1"><style data-mw-deduplicate="TemplateStyles:r140555418">.mw-parser-output .itwiki-template-occhiello{width:100%;line-height:25px;border:1px solid #CCF;background-color:#F0EEFF;box-sizing:border-box}.mw-parser-output .itwiki-template-occhiello-progetto{background-color:#FAFAFA}@media screen{html.skin-theme-clientpref-night .mw-parser-output .itwiki-template-occhiello{background-color:#202122;border-color:#54595D}html.skin-theme-clientpref-night .mw-parser-output .itwiki-template-occhiello-progetto{background-color:#282929}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .itwiki-template-occhiello{background-color:#202122;border-color:#54595D}html.skin-theme-clientpref-os .mw-parser-output .itwiki-template-occhiello-progetto{background-color:#282929}}</style><div class="itwiki-template-occhiello"><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Gnome-applications-science.svg" class="mw-file-description" title="Chimica"><img alt=" " src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/25px-Gnome-applications-science.svg.png" decoding="async" width="25" height="25" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/38px-Gnome-applications-science.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2e/Gnome-applications-science.svg/50px-Gnome-applications-science.svg.png 2x" data-file-width="48" data-file-height="48" /></a></span> <b><a href="/wiki/Portale:Chimica" title="Portale:Chimica">Portale Chimica</a></b>: il portale della scienza della composizione, delle proprietà e delle trasformazioni della materia</div></div></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Estratto da "<a dir="ltr" href="https://it.wikipedia.org/w/index.php?title=Nitroderivati&oldid=143605557">https://it.wikipedia.org/w/index.php?title=Nitroderivati&oldid=143605557</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Categoria:Categorie" title="Categoria:Categorie">Categoria</a>: <ul><li><a href="/wiki/Categoria:Nitrocomposti" title="Categoria:Nitrocomposti">Nitrocomposti</a></li></ul></div><div id="mw-hidden-catlinks" class="mw-hidden-catlinks mw-hidden-cats-hidden">Categorie nascoste: <ul><li><a href="/wiki/Categoria:Senza_fonti_-_chimica" title="Categoria:Senza fonti - chimica">Senza fonti - chimica</a></li><li><a href="/wiki/Categoria:Senza_fonti_-_luglio_2017" title="Categoria:Senza fonti - luglio 2017">Senza fonti - luglio 2017</a></li><li><a href="/wiki/Categoria:P1417_letta_da_Wikidata" title="Categoria:P1417 letta da Wikidata">P1417 letta da Wikidata</a></li><li><a href="/wiki/Categoria:Voci_con_codice_GND" title="Categoria:Voci con codice GND">Voci con codice GND</a></li><li><a href="/wiki/Categoria:Voci_con_codice_NDL" title="Categoria:Voci con codice NDL">Voci con codice NDL</a></li><li><a href="/wiki/Categoria:Voci_non_biografiche_con_codici_di_controllo_di_autorit%C3%A0" title="Categoria:Voci non biografiche con codici di controllo di autorità">Voci non biografiche con codici di controllo di autorità</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"> Questa pagina è stata modificata per l'ultima volta il 15 feb 2025 alle 14:29.</li> <li id="footer-info-copyright">Il testo è disponibile secondo la <a rel="nofollow" class="external text" href="https://creativecommons.org/licenses/by-sa/4.0/deed.it">licenza Creative Commons Attribuzione-Condividi allo stesso modo</a>; possono applicarsi condizioni ulteriori. Vedi le <a class="external text" href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Terms_of_Use/it">condizioni d'uso</a> per i dettagli.</li> </ul> <ul id="footer-places"> <li id="footer-places-privacy"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Privacy_policy/it">Informativa sulla privacy</a></li> <li id="footer-places-about"><a href="/wiki/Wikipedia:Sala_stampa/Wikipedia">Informazioni su Wikipedia</a></li> <li id="footer-places-disclaimers"><a href="/wiki/Wikipedia:Avvertenze_generali">Avvertenze</a></li> <li id="footer-places-wm-codeofconduct"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Universal_Code_of_Conduct">Codice di condotta</a></li> <li id="footer-places-developers"><a href="https://developer.wikimedia.org">Sviluppatori</a></li> <li id="footer-places-statslink"><a href="https://stats.wikimedia.org/#/it.wikipedia.org">Statistiche</a></li> <li id="footer-places-cookiestatement"><a href="https://foundation.wikimedia.org/wiki/Special:MyLanguage/Policy:Cookie_statement">Dichiarazione sui cookie</a></li> <li id="footer-places-mobileview"><a href="//it.m.wikipedia.org/w/index.php?title=Nitroderivati&mobileaction=toggle_view_mobile" class="noprint stopMobileRedirectToggle">Versione mobile</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" lang="en" 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"><picture><source media="(min-width: 500px)" srcset="/w/resources/assets/poweredby_mediawiki.svg" width="88" height="31"><img src="/w/resources/assets/mediawiki_compact.svg" alt="Powered by MediaWiki" width="25" height="25" loading="lazy"></picture></a></li> </ul> </footer> </div> </div> </div> <div class="vector-header-container vector-sticky-header-container"> <div id="vector-sticky-header" class="vector-sticky-header"> <div class="vector-sticky-header-start"> <div class="vector-sticky-header-icon-start vector-button-flush-left vector-button-flush-right" aria-hidden="true"> <button class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-sticky-header-search-toggle" tabindex="-1" data-event-name="ui.vector-sticky-search-form.icon"><span class="vector-icon mw-ui-icon-search mw-ui-icon-wikimedia-search"></span> <span>Ricerca</span> </button> </div> <div role="search" class="vector-search-box-vue vector-search-box-show-thumbnail vector-search-box"> <div class="vector-typeahead-search-container"> <div class="cdx-typeahead-search cdx-typeahead-search--show-thumbnail"> <form action="/w/index.php" id="vector-sticky-search-form" class="cdx-search-input cdx-search-input--has-end-button"> <div 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="Cerca in Wikipedia"> <span class="cdx-text-input__icon cdx-text-input__start-icon"></span> </div> <input type="hidden" name="title" value="Speciale:Ricerca"> </div> <button class="cdx-button cdx-search-input__end-button">Ricerca</button> </form> </div> </div> </div> <div class="vector-sticky-header-context-bar"> <nav aria-label="Indice" class="vector-toc-landmark"> <div id="vector-sticky-header-toc" class="vector-dropdown mw-portlet mw-portlet-sticky-header-toc vector-sticky-header-toc vector-button-flush-left" > <input type="checkbox" id="vector-sticky-header-toc-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-vector-sticky-header-toc" class="vector-dropdown-checkbox " aria-label="Mostra/Nascondi l'indice" > <label id="vector-sticky-header-toc-label" for="vector-sticky-header-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">Mostra/Nascondi l'indice</span> </label> <div class="vector-dropdown-content"> <div id="vector-sticky-header-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <div class="vector-sticky-header-context-bar-primary" aria-hidden="true" ><span class="mw-page-title-main">Nitroderivati</span></div> </div> </div> <div class="vector-sticky-header-end" aria-hidden="true"> <div class="vector-sticky-header-icons"> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-talk-sticky-header" tabindex="-1" data-event-name="talk-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbles mw-ui-icon-wikimedia-speechBubbles"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-subject-sticky-header" tabindex="-1" data-event-name="subject-sticky-header"><span class="vector-icon mw-ui-icon-article mw-ui-icon-wikimedia-article"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-history-sticky-header" tabindex="-1" data-event-name="history-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-history mw-ui-icon-wikimedia-wikimedia-history"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only mw-watchlink" id="ca-watchstar-sticky-header" tabindex="-1" data-event-name="watch-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-star mw-ui-icon-wikimedia-wikimedia-star"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-ve-edit-sticky-header" tabindex="-1" data-event-name="ve-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-edit mw-ui-icon-wikimedia-wikimedia-edit"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-edit-sticky-header" tabindex="-1" data-event-name="wikitext-edit-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-wikiText mw-ui-icon-wikimedia-wikimedia-wikiText"></span> <span></span> </a> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--icon-only" id="ca-viewsource-sticky-header" tabindex="-1" data-event-name="ve-edit-protected-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-editLock mw-ui-icon-wikimedia-wikimedia-editLock"></span> <span></span> </a> </div> <div class="vector-sticky-header-buttons"> <button class="cdx-button cdx-button--weight-quiet mw-interlanguage-selector" id="p-lang-btn-sticky-header" tabindex="-1" data-event-name="ui.dropdown-p-lang-btn-sticky-header"><span class="vector-icon mw-ui-icon-wikimedia-language mw-ui-icon-wikimedia-wikimedia-language"></span> <span>36 lingue</span> </button> <a href="#" class="cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive" id="ca-addsection-sticky-header" tabindex="-1" data-event-name="addsection-sticky-header"><span class="vector-icon mw-ui-icon-speechBubbleAdd-progressive mw-ui-icon-wikimedia-speechBubbleAdd-progressive"></span> <span>Aggiungi argomento</span> </a> </div> <div class="vector-sticky-header-icon-end"> <div class="vector-user-links"> </div> </div> </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-b766959bd-w8dzp","wgBackendResponseTime":604,"wgPageParseReport":{"limitreport":{"cputime":"0.319","walltime":"0.434","ppvisitednodes":{"value":4450,"limit":1000000},"postexpandincludesize":{"value":55612,"limit":2097152},"templateargumentsize":{"value":1686,"limit":2097152},"expansiondepth":{"value":15,"limit":100},"expensivefunctioncount":{"value":5,"limit":500},"unstrip-depth":{"value":0,"limit":20},"unstrip-size":{"value":19479,"limit":5000000},"entityaccesscount":{"value":1,"limit":400},"timingprofile":["100.00% 341.193 1 -total"," 29.87% 101.922 1 Template:Collegamenti_esterni"," 14.09% 48.061 2 Template:Navbox"," 12.73% 43.418 11 Template:Cita_libro"," 9.93% 33.879 1 Template:Sistematica_organica"," 9.92% 33.830 1 Template:Interprogetto"," 8.95% 30.547 1 Template:F"," 8.57% 29.225 1 Template:Avviso"," 7.08% 24.169 1 Template:Portale"," 5.71% 19.475 1 Template:Categorie_avviso"]},"scribunto":{"limitreport-timeusage":{"value":"0.169","limit":"10.000"},"limitreport-memusage":{"value":5616036,"limit":52428800}},"cachereport":{"origin":"mw-web.codfw.main-b766959bd-w8dzp","timestamp":"20250217072722","ttl":2592000,"transientcontent":false}}});});</script> <script type="application/ld+json">{"@context":"https:\/\/schema.org","@type":"Article","name":"Nitroderivati","url":"https:\/\/it.wikipedia.org\/wiki\/Nitroderivati","sameAs":"http:\/\/www.wikidata.org\/entity\/Q422772","mainEntity":"http:\/\/www.wikidata.org\/entity\/Q422772","author":{"@type":"Organization","name":"Contributori ai progetti Wikimedia"},"publisher":{"@type":"Organization","name":"Wikimedia Foundation, Inc.","logo":{"@type":"ImageObject","url":"https:\/\/www.wikimedia.org\/static\/images\/wmf-hor-googpub.png"}},"datePublished":"2007-03-26T20:08:15Z","dateModified":"2025-02-15T13:29:58Z","image":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/6\/62\/Nitro-group-2D.png"}</script> </body> </html>