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<a href="#" class="vector-toc-link"> <div class="vector-toc-text">Inizio</div> </a> </li> <li id="toc-Definizione_IUPAC[1]" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Definizione_IUPAC[1]"> <div class="vector-toc-text"> <span class="vector-toc-numb">1</span> <span>Definizione IUPAC<sup><span>[</span>1<span>]</span></sup></span> </div> </a> <ul id="toc-Definizione_IUPAC[1]-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 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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">Stereospecificità</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 15 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-15" 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">15 lingue</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Estereoespecificitat" title="Estereoespecificitat - catalano" lang="ca" hreflang="ca" data-title="Estereoespecificitat" data-language-autonym="Català" data-language-local-name="catalano" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Stereospecifita" title="Stereospecifita - ceco" lang="cs" hreflang="cs" data-title="Stereospecifita" data-language-autonym="Čeština" data-language-local-name="ceco" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Stereospecificity" title="Stereospecificity - inglese" lang="en" hreflang="en" data-title="Stereospecificity" 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/Estereoespecificidad" title="Estereoespecificidad - spagnolo" lang="es" hreflang="es" data-title="Estereoespecificidad" 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/Estereoespezifitate" title="Estereoespezifitate - basco" lang="eu" hreflang="eu" data-title="Estereoespezifitate" data-language-autonym="Euskara" data-language-local-name="basco" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Stereospesifisyys" title="Stereospesifisyys - finlandese" lang="fi" hreflang="fi" data-title="Stereospesifisyys" data-language-autonym="Suomi" data-language-local-name="finlandese" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/St%C3%A9r%C3%A9osp%C3%A9cificit%C3%A9" title="Stéréospécificité - francese" lang="fr" hreflang="fr" data-title="Stéréospécificité" 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%A1%D7%98%D7%A8%D7%99%D7%90%D7%95%D7%A1%D7%A4%D7%A6%D7%99%D7%A4%D7%99%D7%95%D7%AA" title="סטריאוספציפיות - ebraico" lang="he" hreflang="he" data-title="סטריאוספציפיות" data-language-autonym="עברית" data-language-local-name="ebraico" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E7%AB%8B%E4%BD%93%E7%89%B9%E7%95%B0%E6%80%A7" title="立体特異性 - giapponese" lang="ja" hreflang="ja" data-title="立体特異性" 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-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%9E%85%EC%B2%B4%ED%8A%B9%EC%9D%B4%EC%84%B1" title="입체특이성 - coreano" lang="ko" hreflang="ko" data-title="입체특이성" data-language-autonym="한국어" data-language-local-name="coreano" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Stereospecificiteit" title="Stereospecificiteit - olandese" lang="nl" hreflang="nl" data-title="Stereospecificiteit" data-language-autonym="Nederlands" data-language-local-name="olandese" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Estereoespecificidade" title="Estereoespecificidade - portoghese" lang="pt" hreflang="pt" data-title="Estereoespecificidade" 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/Stereospecificitate" title="Stereospecificitate - rumeno" lang="ro" hreflang="ro" data-title="Stereospecificitate" data-language-autonym="Română" data-language-local-name="rumeno" class="interlanguage-link-target"><span>Română</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A1%D1%82%D0%B5%D1%80%D0%B5%D0%BE%D1%81%D0%BF%D0%B5%D1%86%D0%B8%D1%84%D1%96%D1%87%D0%BD%D1%96%D1%81%D1%82%D1%8C" title="Стереоспецифічність - ucraino" lang="uk" hreflang="uk" data-title="Стереоспецифічність" 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%AB%8B%E4%BD%93%E4%B8%93%E4%B8%80%E6%80%A7" title="立体专一性 - cinese" lang="zh" hreflang="zh" data-title="立体专一性" 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 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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 stereochimica 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=Stereospecificit%C3%A0&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> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Stereospecific_carbene_reaction.gif" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/8/87/Stereospecific_carbene_reaction.gif" decoding="async" width="415" height="179" class="mw-file-element" data-file-width="415" data-file-height="179" /></a><figcaption>L'addizione stereospecifica di dibromocarbene al cis e trans 2-butene porta alla formazione di due stereoisomeri diversi di 2,3-dimetil-1,1-dibromociclopropano</figcaption></figure> <p>La <b>stereospecificità</b> in <a href="/wiki/Chimica" title="Chimica">chimica</a> è la proprietà di una stessa <a href="/wiki/Reazione_chimica" title="Reazione chimica">reazione chimica</a> di generare <a href="/wiki/Stereoisomero" title="Stereoisomero">stereoisomeri</a> diversi partendo da stereoisomeri diversi, o di prediligere come <a href="/wiki/Reagente" title="Reagente">reagente</a> un ben determinato stereoisomero. Si differenzia dalla <a href="/wiki/Stereoselettivit%C3%A0" title="Stereoselettività">stereoselettività</a> la quale si ha invece quando, indifferentemente dall'isomero di partenza, la reazione predilige sempre la maggiore produzione di un dato stereoisomero. </p><p>Questi due concetti estendono la loro notevole importanza all'ambito della <a href="/wiki/Biochimica" title="Biochimica">biochimica</a> e della sintesi industriale: si pensi ad esempio alla serie di reazioni implicate nelle vie metaboliche e alla messa a punto di <a href="/wiki/Catalizzatore" title="Catalizzatore">catalizzatori</a> in ambito industriale che permettano di ottenere prodotti caratterizzati da una specifica <a href="/wiki/Stereochimica" title="Stereochimica">stereochimica</a> (come i <a href="/wiki/Polimeri" class="mw-redirect" title="Polimeri">polimeri</a> <a href="/wiki/Tatticit%C3%A0" title="Tatticità">isotattici</a>). Inoltre è necessario ricordare che stereoisomeri differenti hanno proprietà <a href="/wiki/Farmacologia" title="Farmacologia">farmacologiche</a> diverse, addirittura talvolta un isomero può risultare tossico o inefficace. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Definizione_IUPAC[1]"><span id="Definizione_IUPAC.5B1.5D"></span>Definizione IUPAC<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></h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Stereospecificit%C3%A0&veaction=edit&section=1" title="Modifica la sezione Definizione IUPAC[1]" class="mw-editsection-visualeditor"><span>modifica</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Stereospecificit%C3%A0&action=edit&section=1" title="Edit section's source code: Definizione IUPAC[1]"><span>modifica wikitesto</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>(<span style="font-weight:bolder; font-size:80%"><abbr title="inglese">EN</abbr></span>) stereospecificity (stereospecific): </p> <ol><li>A reaction is termed stereospecific if starting materials differing only in their configuration are converted into stereoisomeric products. According to this definition, a stereospecific process is necessarily stereoselective but not all stereoselective processes are stereospecific. [...]</li> <li>The term has also been applied to describe a reaction of very high stereoselectivity, but this usage is unnecessary and is discouraged.</li></ol> <p><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> stereospecificità (stereospecifico): </p> <ol><li>Una reazione è definita stereospecifica se materiali di partenza diversi solo per la loro configurazione sono convertiti in prodotti stereoisomerici. Secondo questa definizione, un processo stereospecifico è necessariamente stereoselettivo, ma non tutti i processi stereoselettivi sono stereospecifici. [...]</li> <li>Questo termine è stato anche riferito a reazioni con stereoselettività molto alta, ma questo uso non è necessario ed è sconsigliato.</li></ol> <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=Stereospecificit%C3%A0&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=Stereospecificit%C3%A0&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"><a rel="nofollow" class="external text" href="http://goldbook.iupac.org/S05994.html">IUPAC Gold Book</a></span> </li> <li id="cite_note-2"><a href="#cite_ref-2"><b>^</b></a> <span class="reference-text">Traduzione italiana NON UFFICIALE!</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=Stereospecificit%C3%A0&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=Stereospecificit%C3%A0&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/Stereoselettivit%C3%A0" title="Stereoselettività">Stereoselettività</a></li> <li><a href="/wiki/Selettivit%C3%A0_(chimica)" title="Selettività (chimica)">Selettività (chimica)</a></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=Stereospecificit%C3%A0&veaction=edit&section=4" 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=Stereospecificit%C3%A0&action=edit&section=4" 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/stereospecificity"><span style="font-style:italic;">stereospecificity</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/Q2469470#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-Stereochimica"><tbody><tr><th colspan="3"><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:Stereochimica" title="Template:Stereochimica"><span title="Vai alla pagina del template">V</span></a> · <a href="/w/index.php?title=Discussioni_template:Stereochimica&action=edit&redlink=1" class="new" title="Discussioni template:Stereochimica (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:Stereochimica&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/Stereochimica" title="Stereochimica">Stereochimica</a></span></th></tr><tr><th colspan="1" class="navbox_group"><a href="/wiki/Isomeria" title="Isomeria">Isomeria</a></th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Stereoisomero" title="Stereoisomero">Stereoisomero</a><b> ·</b> <a href="/wiki/Enantiomero" title="Enantiomero">Enantiomero</a><b> ·</b> <a href="/wiki/Diastereoisomero" title="Diastereoisomero">Diastereoisomero</a><b> ·</b> <a href="/wiki/Epimero" title="Epimero">Epimero</a><b> ·</b> <a href="/wiki/Composto_meso" title="Composto meso">Composto meso</a></td><td rowspan="5" class="navbox_image"><span typeof="mw:File"><a href="/wiki/File:Chirality_with_hands.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Chirality_with_hands.svg/175px-Chirality_with_hands.svg.png" decoding="async" width="175" height="119" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Chirality_with_hands.svg/263px-Chirality_with_hands.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e8/Chirality_with_hands.svg/350px-Chirality_with_hands.svg.png 2x" data-file-width="765" data-file-height="519" /></a></span></td></tr><tr><th colspan="1" class="navbox_group"><a href="/wiki/Chiralit%C3%A0_(chimica)" title="Chiralità (chimica)">Chiralità</a></th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Elemento_stereogenico" title="Elemento stereogenico">Elemento stereogenico</a><b> ·</b> <a href="/w/index.php?title=Chiralit%C3%A0_planare&action=edit&redlink=1" class="new" title="Chiralità planare (la pagina non esiste)">Chiralità planare</a><b> ·</b> <a href="/w/index.php?title=Ligando_chirale&action=edit&redlink=1" class="new" title="Ligando chirale (la pagina non esiste)">Ligando chirale</a><b> ·</b> <a href="/w/index.php?title=Chiralit%C3%A0_assiale&action=edit&redlink=1" class="new" title="Chiralità assiale (la pagina non esiste)">Chiralità assiale</a><b> ·</b> <a href="/wiki/Chiralit%C3%A0_inerente" title="Chiralità inerente">Chiralità inerente</a><b> ·</b> <a href="/wiki/Prochiralit%C3%A0" title="Prochiralità">Prochiralità</a><b> ·</b> <a href="/wiki/Omochiralit%C3%A0" title="Omochiralità">Omochiralità</a><b> ·</b> <a href="/wiki/Racemo_(chimica)" title="Racemo (chimica)">Racemo</a><b> ·</b> <a href="/wiki/Anomeria" title="Anomeria">Anomeria</a> <b> ·</b></td></tr><tr><th colspan="1" class="navbox_group">Sintesi</th><td colspan="1" class="navbox_list navbox_odd"><a class="mw-selflink selflink">Stereospecificità</a><b> ·</b> <a href="/wiki/Stereoselettivit%C3%A0" title="Stereoselettività">Stereoselettività</a><b> ·</b> <a href="/wiki/Eccesso_enantiomerico" title="Eccesso enantiomerico">Eccesso enantiomerico</a><b> ·</b> <a href="/w/index.php?title=Eccesso_diastereoisomerico&action=edit&redlink=1" class="new" title="Eccesso diastereoisomerico (la pagina non esiste)">Eccesso diastereoisomerico</a></td></tr><tr><th colspan="1" class="navbox_group">Analisi</th><td colspan="1" class="navbox_list navbox_even"><a href="/wiki/Potere_rotatorio" title="Potere rotatorio">Potere rotatorio</a><b> ·</b> <a href="/w/index.php?title=Risoluzione_chirale&action=edit&redlink=1" class="new" title="Risoluzione chirale (la pagina non esiste)">Risoluzione chirale</a><b> ·</b> <a href="/wiki/Dicroismo_circolare" title="Dicroismo circolare">Dicroismo circolare</a></td></tr><tr><th colspan="1" class="navbox_group">Reazioni</th><td colspan="1" class="navbox_list navbox_odd"><a href="/wiki/Sintesi_asimmetrica" title="Sintesi asimmetrica">Sintesi asimmetrica</a><b> ·</b> <a href="/wiki/Ausiliario_chirale" title="Ausiliario chirale">Ausiliario chirale</a><b> ·</b> <a href="/wiki/Organocatalisi" title="Organocatalisi">Organocatalisi</a><b> ·</b> <a href="/wiki/Biocatalisi" title="Biocatalisi">Biocatalisi</a></td></tr></tbody></table> <div class="noprint" style="width:100%; 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