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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="//donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_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" 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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="//donate.wikimedia.org/wiki/Special:FundraiserRedirector?utm_source=donate&utm_medium=sidebar&utm_campaign=C13_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=Tropano" 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=Tropano" 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 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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-Struttura_chimica" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Struttura_chimica"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Struttura chimica</span> </div> </a> <ul id="toc-Struttura_chimica-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">2</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">3</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">4</span> <span>Altri progetti</span> </div> </a> <ul id="toc-Altri_progetti-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" > <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">Tropano</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 23 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-23" 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">23 lingue</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AA%D8%B1%D9%88%D9%BE%D8%A7%D9%86" title="تروپان - South Azerbaijani" lang="azb" hreflang="azb" data-title="تروپان" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Tropan" title="Tropan - tedesco" lang="de" hreflang="de" data-title="Tropan" data-language-autonym="Deutsch" data-language-local-name="tedesco" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Tropane" title="Tropane - inglese" lang="en" hreflang="en" data-title="Tropane" data-language-autonym="English" data-language-local-name="inglese" class="interlanguage-link-target"><span>English</span></a></li><li class="interlanguage-link interwiki-eo mw-list-item"><a href="https://eo.wikipedia.org/wiki/Tropano" title="Tropano - esperanto" lang="eo" hreflang="eo" data-title="Tropano" data-language-autonym="Esperanto" data-language-local-name="esperanto" class="interlanguage-link-target"><span>Esperanto</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Tropano" title="Tropano - spagnolo" lang="es" hreflang="es" data-title="Tropano" data-language-autonym="Español" data-language-local-name="spagnolo" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%D9%88%D9%BE%D8%A7%D9%86" title="تروپان - persiano" lang="fa" hreflang="fa" data-title="تروپان" 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/Tropane" title="Tropane - francese" lang="fr" hreflang="fr" data-title="Tropane" data-language-autonym="Français" data-language-local-name="francese" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%98%D7%A8%D7%95%D7%A4%D7%90%D7%9F" title="טרופאן - ebraico" lang="he" hreflang="he" data-title="טרופאן" data-language-autonym="עברית" data-language-local-name="ebraico" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%9F%E0%A5%8D%E0%A4%B0%E0%A5%8B%E0%A4%AA%E0%A5%87%E0%A4%A8" title="ट्रोपेन - hindi" lang="hi" hreflang="hi" data-title="ट्रोपेन" data-language-autonym="हिन्दी" data-language-local-name="hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Trop%C3%A1n" title="Tropán - ungherese" lang="hu" hreflang="hu" data-title="Tropán" data-language-autonym="Magyar" data-language-local-name="ungherese" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E3%83%88%E3%83%AD%E3%83%91%E3%83%B3" title="トロパン - giapponese" lang="ja" hreflang="ja" data-title="トロパン" 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-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Tropanas" title="Tropanas - lituano" lang="lt" hreflang="lt" data-title="Tropanas" data-language-autonym="Lietuvių" data-language-local-name="lituano" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Tropaan" title="Tropaan - olandese" lang="nl" hreflang="nl" data-title="Tropaan" data-language-autonym="Nederlands" data-language-local-name="olandese" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Tropan" title="Tropan - polacco" lang="pl" hreflang="pl" data-title="Tropan" 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/Tropano" title="Tropano - portoghese" lang="pt" hreflang="pt" data-title="Tropano" 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/Tropan" title="Tropan - rumeno" lang="ro" hreflang="ro" data-title="Tropan" 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%A2%D1%80%D0%BE%D0%BF%D0%B0%D0%BD" title="Тропан - russo" lang="ru" hreflang="ru" data-title="Тропан" 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/Tropan" title="Tropan - serbo-croato" lang="sh" hreflang="sh" data-title="Tropan" 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-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Tropan" title="Tropan - sloveno" lang="sl" hreflang="sl" data-title="Tropan" 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/Tropan" title="Tropan - serbo" lang="sr" hreflang="sr" data-title="Tropan" 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/Tropan" title="Tropan - svedese" lang="sv" hreflang="sv" data-title="Tropan" data-language-autonym="Svenska" data-language-local-name="svedese" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A2%D1%80%D0%BE%D0%BF%D0%B0%D0%BD" title="Тропан - ucraino" lang="uk" hreflang="uk" data-title="Тропан" 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/%E8%8E%A8%E8%8F%AA%E7%83%B7" title="莨菪烷 - cinese" lang="zh" hreflang="zh" data-title="莨菪烷" 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/Q410271#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/Tropano" 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:Tropano" rel="discussion" title="Vedi le discussioni 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mw-list-item"><a href="/w/index.php?title=Tropano&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=Tropano&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=Tropano&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/Tropano" 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/Tropano" rel="nofollow" title="Elenco delle ultime modifiche alle pagine collegate a questa [k]" accesskey="k"><span>Modifiche correlate</span></a></li><li id="t-specialpages" class="mw-list-item"><a href="/wiki/Speciale:PagineSpeciali" title="Elenco di tutte le pagine speciali [q]" accesskey="q"><span>Pagine speciali</span></a></li><li id="t-permalink" class="mw-list-item"><a href="/w/index.php?title=Tropano&oldid=125465341" 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=Tropano&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=Tropano&id=125465341&wpFormIdentifier=titleform" title="Informazioni su come citare questa pagina"><span>Cita questa voce</span></a></li><li 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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 noprint plainlinks avviso avviso-generico"> <div class="avviso-immagine mbox-image noprint"><span typeof="mw:File"><a href="/wiki/File:Puzzle_stub.svg" class="mw-file-description" title="Abbozzo"><img alt="Abbozzo" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Puzzle_stub.svg/45px-Puzzle_stub.svg.png" decoding="async" width="45" height="45" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Puzzle_stub.svg/68px-Puzzle_stub.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/0e/Puzzle_stub.svg/90px-Puzzle_stub.svg.png 2x" data-file-width="800" data-file-height="800" /></a></span></div> <div class="avviso-testo mbox-text"> <div class="mbox-text-div"><b>Questa voce  sull'argomento composti organici è solo un <a href="/wiki/Aiuto:Abbozzo" title="Aiuto:Abbozzo">abbozzo</a></b>.<br /> <div style="font-size:90%;"><a class="external text" href="https://it.wikipedia.org/w/index.php?title=Tropano&action=edit">Contribuisci</a> a migliorarla secondo le <a href="/wiki/Aiuto:Manuale_di_stile" title="Aiuto:Manuale di stile">convenzioni di Wikipedia</a>. </div> <div class="hide-when-compact"> </div> </div> </div> </div> <table class="infobox sinottico" summary="Tabella sinottica che riassume i principali dati del soggetto" style="width:300px;"><tbody><tr class="sinottico_testata"><th colspan="2" style="background-color:#AADDFF;">Tropano</th></tr><tr><td class="sinottico_testo_centrale" colspan="2"><figure class="mw-halign-center" typeof="mw:File/Frameless"><a href="/wiki/File:Tropane_2.svg" class="mw-file-description" title="Struttura del tropano"><img alt="Struttura del tropano" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6b/Tropane_2.svg/140px-Tropane_2.svg.png" decoding="async" width="140" height="189" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6b/Tropane_2.svg/210px-Tropane_2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6b/Tropane_2.svg/280px-Tropane_2.svg.png 2x" data-file-width="210" data-file-height="284" /></a><figcaption>Struttura del tropano</figcaption></figure> </td></tr><tr><td class="sinottico_testo_centrale" colspan="2"><figure class="mw-halign-center" typeof="mw:File/Frameless"><a href="/wiki/File:Tropane-3D-sticks.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tropane-3D-sticks.png/140px-Tropane-3D-sticks.png" decoding="async" width="140" height="115" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tropane-3D-sticks.png/210px-Tropane-3D-sticks.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/07/Tropane-3D-sticks.png/280px-Tropane-3D-sticks.png 2x" data-file-width="1100" data-file-height="906" /></a><figcaption></figcaption></figure> </td></tr><tr class="sinottico_divisione"><th colspan="2" style="background-color:#DDEEFF;">Nome <a href="/wiki/Unione_internazionale_di_chimica_pura_e_applicata" title="Unione internazionale di chimica pura e applicata">IUPAC</a></th></tr><tr><td class="sinottico_testo_centrale" colspan="2"><i>N</i>-metil-8-azabiciclo[3.2.1]ottano </td></tr><tr class="sinottico_divisione"><th colspan="2" style="background-color:#AAEEFF;">Caratteristiche generali</th></tr><tr><th><a href="/wiki/Formula_bruta" title="Formula bruta">Formula bruta</a> o <a href="/wiki/Formula_molecolare" title="Formula molecolare">molecolare</a></th><td>C<sub>8</sub>H<sub>15</sub>N </td></tr><tr><th><a href="/wiki/Massa_molecolare" title="Massa molecolare">Massa molecolare</a> (<a href="/wiki/Unit%C3%A0_di_massa_atomica" title="Unità di massa atomica">u</a>)</th><td>125,21 </td></tr><tr><th><a href="/wiki/Numero_CAS" title="Numero CAS">Numero CAS</a></th><td><span class="reflink plainlinksneverexpand"><span class="noarchive"><a class="external text" href="https://iw.toolforge.org/magnustools/cas.php?language=it&cas=529-17-9">529-17-9</a></span></span> </td></tr><tr><th><a href="/wiki/Numero_EINECS" title="Numero EINECS">Numero EINECS</a></th><td>628-350-5 </td></tr><tr><th><a href="/wiki/PubChem" title="PubChem">PubChem</a></th><td><a rel="nofollow" class="external text" href="http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=637986">637986</a> </td></tr><tr><th><a href="/wiki/SMILES" title="SMILES">SMILES</a></th><td><div style="word-break: break-all;"><code style="background-color:transparent; border:none">CN1C2CCCC1CC2</code></div> </td></tr><tr class="sinottico_divisione"><th colspan="2" style="background-color:#AAEEFF;">Proprietà chimico-fisiche</th></tr><tr><th><a href="/wiki/Densit%C3%A0" title="Densità">Densità</a> (g/cm<sup>3</sup>, in <a href="/wiki/Condizioni_standard" title="Condizioni standard">c.s.</a>)</th><td>0,934 </td></tr><tr><th><a href="/wiki/Temperatura_di_ebollizione" class="mw-redirect" title="Temperatura di ebollizione">Temperatura di ebollizione</a></th><td>166 °C (439,15 K) </td></tr><tr class="sinottico_divisione"><th colspan="2" style="background-color:#AAEEFF;">Indicazioni di sicurezza</th></tr><tr><th><a href="/wiki/Punto_di_infiammabilit%C3%A0" title="Punto di infiammabilità">Punto di fiamma</a></th><td>42,2 °C (315,35 K) </td></tr><tr class="sinottico_divisione"><th colspan="2" style="background-color:#DDEEFF; font-weight:normal;"><a href="/wiki/Simboli_di_rischio_chimico" title="Simboli di rischio chimico">Simboli di rischio chimico</a></th></tr><tr><td class="sinottico_testo_centrale" colspan="2"><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-flamme.svg" class="mw-file-description" title="infiammabile"><img alt="infiammabile" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/50px-GHS-pictogram-flamme.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/75px-GHS-pictogram-flamme.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/100px-GHS-pictogram-flamme.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span> <span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-exclam.svg" class="mw-file-description" title="irritante"><img alt="irritante" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/50px-GHS-pictogram-exclam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/75px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/100px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span>  </td></tr><tr><td class="sinottico_testo_centrale" colspan="2">attenzione </td></tr><tr><th><a href="/wiki/Frasi_H" class="mw-redirect" title="Frasi H">Frasi H</a></th><td><abbr title="Liquido e vapori infiammabili.">226 </abbr>- <abbr title="Provoca irritazione cutanea.">315 </abbr>- <abbr title="Provoca grave irritazione oculare.">319 </abbr>- <abbr title="Può irritare le vie respiratorie.">335 </abbr> </td></tr><tr><th><a href="/wiki/Consigli_P" title="Consigli P">Consigli P</a></th><td><abbr title="Evitare di respirare la polvere / i fumi / i gas / la nebbia / i vapori / gli aerosol.">261 </abbr>- <abbr title="In caso di contatto con gli occhi: sciacquare accuratamente per parecchi minuti. Togliere le eventuali lenti a contatto se è agevole farlo. Continuare a sciacquare.">305+351+338 </abbr> </td></tr><tr><td class="sinottico_piede2 noprint nomobile metadata" colspan="2"><a href="https://www.wikidata.org/wiki/Q410271" class="extiw" title="d:Q410271"><span title="Modifica i dati della voce Tropano su Wikidata">Modifica dati su Wikidata</span></a><b> ·</b> <a href="/wiki/Template:Composto_chimico/man" title="Template:Composto chimico/man"><span title="Manuale del template Composto chimico">Manuale</span></a></td></tr></tbody></table> <p>Il <b>tropano</b> è un <a href="/wiki/Composto_eterociclico" title="Composto eterociclico">composto eterociclico</a> azotato. È principalmente conosciuto per un gruppo di <a href="/wiki/Alcaloidi" title="Alcaloidi">alcaloidi</a> (<a href="/wiki/Alcaloide_tropanico" title="Alcaloide tropanico">alcaloidi tropanici</a>) che derivano da esso, tra i quali <a href="/wiki/Atropina" title="Atropina">atropina</a> e <a href="/wiki/Cocaina" title="Cocaina">cocaina</a>. Il <a href="/w/index.php?title=Tropinone&action=edit&redlink=1" class="new" title="Tropinone (la pagina non esiste)">tropinone</a>, il corrispondente <a href="/wiki/Chetoni" title="Chetoni">chetone</a> del tropano, è il precursore sintetico di entrambi i composti. I tropan-alcaloidi sono presenti in natura nelle <a href="/wiki/Piante" class="mw-redirect" title="Piante">piante</a> delle <a href="/wiki/Famiglia_(tassonomia)" title="Famiglia (tassonomia)">famiglie</a> <a href="/wiki/Erythroxylaceae" title="Erythroxylaceae">Erythroxylaceae</a> (che includono la <a href="/wiki/Erythroxylum_coca" title="Erythroxylum coca">coca</a>) e <a href="/wiki/Solanaceae" title="Solanaceae">Solanaceae</a> (che includono <a href="/wiki/Mandragora" title="Mandragora">mandragora</a>, <a href="/wiki/Hyoscyamus_niger" title="Hyoscyamus niger">giusquiamo nero</a>, <a href="/wiki/Atropa_belladonna" title="Atropa belladonna">atropa belladonna</a>, <a href="/wiki/Datura" title="Datura">datura</a>, <a href="/wiki/Solanum_tuberosum" title="Solanum tuberosum">patata</a>, <a href="/wiki/Solanum_lycopersicum" title="Solanum lycopersicum">pomodoro</a>).<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><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> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Struttura_chimica">Struttura chimica</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Tropano&veaction=edit&section=1" title="Modifica la sezione Struttura chimica" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Tropano&action=edit&section=1" title="Edit section's source code: Struttura chimica"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>La base della struttura del tropano è rappresentata da una <a href="/wiki/Molecola" title="Molecola">molecola</a> di <a href="/wiki/Piperidina" title="Piperidina">piperidina</a> i cui <a href="/wiki/Atomo" title="Atomo">atomi</a> di <a href="/wiki/Carbonio" title="Carbonio">carbonio</a> C1 e C5 sono legati da un ponte azotato. La struttura del tropano può anche essere interpretata come un ciclo di <a href="/wiki/Pirrolidina" title="Pirrolidina">pirrolidina</a> i cui atomi di carbonio C1 e C4 sono legati tramite un ponte <a href="/wiki/Propile" title="Propile">propilico</a>. In entrambi i casi si deve aggiunge un gruppo <a href="/wiki/Metile" title="Metile">metile</a> sull'atomo di <a href="/wiki/Azoto" title="Azoto">azoto</a> (l'atomo numero 8 del ciclo). Senza questo gruppo si ricava il <a href="/w/index.php?title=Nortropano&action=edit&redlink=1" class="new" title="Nortropano (la pagina non esiste)">nortropano</a>. </p> <figure class="mw-default-size mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:Nortropane_Principle_V.1.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e0/Nortropane_Principle_V.1.svg/220px-Nortropane_Principle_V.1.svg.png" decoding="async" width="220" height="105" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e0/Nortropane_Principle_V.1.svg/330px-Nortropane_Principle_V.1.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e0/Nortropane_Principle_V.1.svg/440px-Nortropane_Principle_V.1.svg.png 2x" data-file-width="494" data-file-height="236" /></a><figcaption>Confronto tra le strutture della <a href="/wiki/Pirrolidina" title="Pirrolidina">pirrolidina</a>, del <a href="/w/index.php?title=Nortropano&action=edit&redlink=1" class="new" title="Nortropano (la pagina non esiste)">nortropano</a> e della <a href="/wiki/Piperidina" title="Piperidina">piperidina</a></figcaption></figure> <p>La molecola possiede due <a href="/wiki/Elemento_stereogenico" title="Elemento stereogenico">centri stereogenici</a>, gli atomi di carbonio asimmetrici C1 e C5, che sono bloccati in una conformazione (R,S) a causa delle costrizioni geometriche del biciclo. Tuttavia la molecola rappresenta un <a href="/wiki/Composto_meso" title="Composto meso">composto meso</a> e pertanto non è <a href="/wiki/Attivit%C3%A0_ottica" class="mw-redirect" title="Attività ottica">otticamente attiva</a>. </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=Tropano&veaction=edit&section=2" 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=Tropano&action=edit&section=2" 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"><ol class="references"> <li id="cite_note-1"><a href="#cite_ref-1"><b>^</b></a> <span class="reference-text"><cite class="citation web" style="font-style:normal"> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20041107214323/http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE"><span style="font-style:italic;">Atropine content of plants</span></a>, in <span style="font-style:italic;">USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland</span>. <small>URL consultato il 21 giugno 2011</small> <small>(archiviato dall'<abbr title="http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE">url originale</abbr> il 7 novembre 2004)</small>.</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://web.archive.org/web/20041107170238/http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE"><span style="font-style:italic;">Cocaine content of plants</span></a>, in <span style="font-style:italic;">USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland</span>. <small>URL consultato il 21 giugno 2011</small> <small>(archiviato dall'<abbr title="http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE">url originale</abbr> il 7 novembre 2004)</small>.</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=Tropano&veaction=edit&section=3" 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=Tropano&action=edit&section=3" 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/Alcaloide_tropanico" title="Alcaloide tropanico">Alcaloidi tropanici</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=Tropano&veaction=edit&section=4" 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=Tropano&action=edit&section=4" 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:Tropane"><a class="external text" href="https://commons.wikimedia.org/wiki/Category:Tropane?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:Tropane?uselang=it">tropano</a></span></b></li></ul> <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?type=1x1" alt="" width="1" height="1" style="border: none; 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