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Organometaalchemie - Wikipedia

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Beschikbaar in 43 talen" > <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-43" 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">43 talen</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/Organometaalchemie" title="Organometaalchemie – Afrikaans" lang="af" hreflang="af" data-title="Organometaalchemie" 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%83%D9%8A%D9%85%D9%8A%D8%A7%D8%A1_%D8%B9%D8%B6%D9%88%D9%8A%D8%A9_%D9%81%D9%84%D8%B2%D9%8A%D8%A9" title="كيمياء عضوية فلزية – Arabisch" lang="ar" hreflang="ar" data-title="كيمياء عضوية فلزية" data-language-autonym="العربية" data-language-local-name="Arabisch" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-ast mw-list-item"><a href="https://ast.wikipedia.org/wiki/Qu%C3%ADmica_organomet%C3%A1lica" title="Química organometálica – Asturisch" lang="ast" hreflang="ast" data-title="Química organometálica" data-language-autonym="Asturianu" data-language-local-name="Asturisch" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-bg mw-list-item"><a href="https://bg.wikipedia.org/wiki/%D0%9C%D0%B5%D1%82%D0%B0%D0%BB%D0%BE%D0%BE%D1%80%D0%B3%D0%B0%D0%BD%D0%B8%D1%87%D0%BD%D0%B0_%D1%85%D0%B8%D0%BC%D0%B8%D1%8F" title="Металоорганична химия – Bulgaars" lang="bg" hreflang="bg" data-title="Металоорганична химия" data-language-autonym="Български" data-language-local-name="Bulgaars" class="interlanguage-link-target"><span>Български</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%9C%E0%A7%88%E0%A6%AC-%E0%A6%A7%E0%A6%BE%E0%A6%A4%E0%A6%AC_%E0%A6%B0%E0%A6%B8%E0%A6%BE%E0%A6%AF%E0%A6%BC%E0%A6%A8" title="জৈব-ধাতব রসায়ন – Bengaals" lang="bn" hreflang="bn" data-title="জৈব-ধাতব রসায়ন" data-language-autonym="বাংলা" data-language-local-name="Bengaals" class="interlanguage-link-target"><span>বাংলা</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Qu%C3%ADmica_organomet%C3%A0l%C2%B7lica" title="Química organometàl·lica – Catalaans" lang="ca" hreflang="ca" data-title="Química organometàl·lica" data-language-autonym="Català" data-language-local-name="Catalaans" 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/Organokovov%C3%A1_chemie" title="Organokovová chemie – Tsjechisch" lang="cs" hreflang="cs" data-title="Organokovová chemie" data-language-autonym="Čeština" data-language-local-name="Tsjechisch" 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/Organometallisk_kemi" title="Organometallisk kemi – Deens" lang="da" hreflang="da" data-title="Organometallisk kemi" data-language-autonym="Dansk" data-language-local-name="Deens" 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/Metallorganische_Chemie" title="Metallorganische Chemie – Duits" lang="de" hreflang="de" data-title="Metallorganische Chemie" data-language-autonym="Deutsch" data-language-local-name="Duits" 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/Organometallic_chemistry" title="Organometallic chemistry – Engels" lang="en" hreflang="en" data-title="Organometallic chemistry" data-language-autonym="English" data-language-local-name="Engels" 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/Organometala_%C4%A5emio" title="Organometala ĥemio – Esperanto" lang="eo" hreflang="eo" data-title="Organometala ĥemio" 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/Qu%C3%ADmica_organomet%C3%A1lica" title="Química organometálica – Spaans" lang="es" hreflang="es" data-title="Química organometálica" data-language-autonym="Español" data-language-local-name="Spaans" 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/Kimika_organometaliko" title="Kimika organometaliko – Baskisch" lang="eu" hreflang="eu" data-title="Kimika organometaliko" data-language-autonym="Euskara" data-language-local-name="Baskisch" 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%B4%DB%8C%D9%85%DB%8C_%D8%A2%D9%84%DB%8C_%D9%81%D9%84%D8%B2%DB%8C" title="شیمی آلی فلزی – Perzisch" lang="fa" hreflang="fa" data-title="شیمی آلی فلزی" data-language-autonym="فارسی" data-language-local-name="Perzisch" 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/Chimie_organom%C3%A9tallique" title="Chimie organométallique – Frans" lang="fr" hreflang="fr" data-title="Chimie organométallique" data-language-autonym="Français" data-language-local-name="Frans" 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%9B%D7%99%D7%9E%D7%99%D7%94_%D7%90%D7%95%D7%A8%D7%92%D7%A0%D7%95-%D7%9E%D7%AA%D7%9B%D7%AA%D7%99%D7%AA" title="כימיה אורגנו-מתכתית – Hebreeuws" lang="he" hreflang="he" data-title="כימיה אורגנו-מתכתית" data-language-autonym="עברית" data-language-local-name="Hebreeuws" 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%95%E0%A4%BE%E0%A4%B0%E0%A5%8D%E0%A4%AC%E0%A4%A7%E0%A4%BE%E0%A4%A4%E0%A5%81%E0%A4%95_%E0%A4%AF%E0%A5%8C%E0%A4%97%E0%A4%BF%E0%A4%95" title="कार्बधातुक यौगिक – Hindi" lang="hi" hreflang="hi" data-title="कार्बधातुक यौगिक" 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/F%C3%A9morganikus_k%C3%A9mia" title="Fémorganikus kémia – Hongaars" lang="hu" hreflang="hu" data-title="Fémorganikus kémia" data-language-autonym="Magyar" data-language-local-name="Hongaars" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Kimia_organologam" title="Kimia organologam – Indonesisch" lang="id" hreflang="id" data-title="Kimia organologam" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesisch" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Chimica_metallorganica" title="Chimica metallorganica – Italiaans" lang="it" hreflang="it" data-title="Chimica metallorganica" data-language-autonym="Italiano" data-language-local-name="Italiaans" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E6%9C%89%E6%A9%9F%E9%87%91%E5%B1%9E%E5%8C%96%E5%AD%A6" title="有機金属化学 – Japans" lang="ja" hreflang="ja" data-title="有機金属化学" data-language-autonym="日本語" data-language-local-name="Japans" 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%9D%E1%83%A0%E1%83%92%E1%83%90%E1%83%9C%E1%83%9D%E1%83%9B%E1%83%94%E1%83%A2%E1%83%90%E1%83%9A%E1%83%A3%E1%83%A0%E1%83%98_%E1%83%A5%E1%83%98%E1%83%9B%E1%83%98%E1%83%90" title="ორგანომეტალური ქიმია – Georgisch" lang="ka" hreflang="ka" data-title="ორგანომეტალური ქიმია" data-language-autonym="ქართული" data-language-local-name="Georgisch" class="interlanguage-link-target"><span>ქართული</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%9C%A0%EA%B8%B0%EA%B8%88%EC%86%8D%ED%99%94%ED%95%99" title="유기금속화학 – Koreaans" lang="ko" hreflang="ko" data-title="유기금속화학" data-language-autonym="한국어" data-language-local-name="Koreaans" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-la mw-list-item"><a href="https://la.wikipedia.org/wiki/Chemia_organometallica" title="Chemia organometallica – Latijn" lang="la" hreflang="la" data-title="Chemia organometallica" data-language-autonym="Latina" data-language-local-name="Latijn" class="interlanguage-link-target"><span>Latina</span></a></li><li class="interlanguage-link interwiki-lb mw-list-item"><a href="https://lb.wikipedia.org/wiki/Organometallchimie" title="Organometallchimie – Luxemburgs" lang="lb" hreflang="lb" data-title="Organometallchimie" data-language-autonym="Lëtzebuergesch" data-language-local-name="Luxemburgs" class="interlanguage-link-target"><span>Lëtzebuergesch</span></a></li><li class="interlanguage-link interwiki-lt mw-list-item"><a href="https://lt.wikipedia.org/wiki/Organometaliniai_junginiai" title="Organometaliniai junginiai – Litouws" lang="lt" hreflang="lt" data-title="Organometaliniai junginiai" data-language-autonym="Lietuvių" data-language-local-name="Litouws" class="interlanguage-link-target"><span>Lietuvių</span></a></li><li class="interlanguage-link interwiki-mk mw-list-item"><a href="https://mk.wikipedia.org/wiki/%D0%9E%D1%80%D0%B3%D0%B0%D0%BD%D0%BE%D0%BC%D0%B5%D1%82%D0%B0%D0%BB%D0%BD%D0%B0_%D1%85%D0%B5%D0%BC%D0%B8%D1%98%D0%B0" title="Органометална хемија – Macedonisch" lang="mk" hreflang="mk" data-title="Органометална хемија" data-language-autonym="Македонски" data-language-local-name="Macedonisch" class="interlanguage-link-target"><span>Македонски</span></a></li><li class="interlanguage-link interwiki-oc mw-list-item"><a href="https://oc.wikipedia.org/wiki/Quimia_organometallica" title="Quimia organometallica – Occitaans" lang="oc" hreflang="oc" data-title="Quimia organometallica" data-language-autonym="Occitan" data-language-local-name="Occitaans" class="interlanguage-link-target"><span>Occitan</span></a></li><li class="interlanguage-link interwiki-pt mw-list-item"><a href="https://pt.wikipedia.org/wiki/Qu%C3%ADmica_organomet%C3%A1lica" title="Química organometálica – Portugees" lang="pt" hreflang="pt" data-title="Química organometálica" data-language-autonym="Português" data-language-local-name="Portugees" 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/Chimie_organometalic%C4%83" title="Chimie organometalică – Roemeens" lang="ro" hreflang="ro" data-title="Chimie organometalică" data-language-autonym="Română" data-language-local-name="Roemeens" 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%9C%D0%B5%D1%82%D0%B0%D0%BB%D0%BB%D0%BE%D0%BE%D1%80%D0%B3%D0%B0%D0%BD%D0%B8%D1%87%D0%B5%D1%81%D0%BA%D0%B0%D1%8F_%D1%85%D0%B8%D0%BC%D0%B8%D1%8F" title="Металлоорганическая химия – Russisch" lang="ru" hreflang="ru" data-title="Металлоорганическая химия" data-language-autonym="Русский" data-language-local-name="Russisch" 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/Organometalna_hemija" title="Organometalna hemija – Servo-Kroatisch" lang="sh" hreflang="sh" data-title="Organometalna hemija" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Servo-Kroatisch" 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/Organometallic_chemistry" title="Organometallic chemistry – Simple English" lang="en-simple" hreflang="en-simple" data-title="Organometallic chemistry" 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-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Organometalna_hemija" title="Organometalna hemija – Servisch" lang="sr" hreflang="sr" data-title="Organometalna hemija" data-language-autonym="Српски / srpski" data-language-local-name="Servisch" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-su mw-list-item"><a href="https://su.wikipedia.org/wiki/Kimia_organologam" title="Kimia organologam – Soendanees" lang="su" hreflang="su" data-title="Kimia organologam" data-language-autonym="Sunda" data-language-local-name="Soendanees" class="interlanguage-link-target"><span>Sunda</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Metallorganisk_kemi" title="Metallorganisk kemi – Zweeds" lang="sv" hreflang="sv" data-title="Metallorganisk kemi" data-language-autonym="Svenska" data-language-local-name="Zweeds" class="interlanguage-link-target"><span>Svenska</span></a></li><li class="interlanguage-link interwiki-ta mw-list-item"><a href="https://ta.wikipedia.org/wiki/%E0%AE%95%E0%AE%B0%E0%AE%BF%E0%AE%AE_%E0%AE%89%E0%AE%B2%E0%AF%8B%E0%AE%95_%E0%AE%B5%E0%AF%87%E0%AE%A4%E0%AE%BF%E0%AE%AF%E0%AE%BF%E0%AE%AF%E0%AE%B2%E0%AF%8D" title="கரிம உலோக வேதியியல் – Tamil" lang="ta" hreflang="ta" data-title="கரிம உலோக வேதியியல்" data-language-autonym="தமிழ்" data-language-local-name="Tamil" 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onderdeel van <a href="/wiki/Co%C3%B6rdinatiechemie" title="Coördinatiechemie">coördinatiechemie</a>. Een organometaalverbinding wordt gekarakteriseerd als coördinatieverbinding waarbij minstens één min of meer <a href="/wiki/Polair" class="mw-redirect" title="Polair">polaire</a> metaal-koolstofbinding aanwezig is. </p><p>Een organometaalverbinding kan erg reactief zijn en soms explosief reageren met lucht of water. Ze worden vaak gebruikt als <a href="/wiki/Reagens" title="Reagens">reagens</a> of <a href="/wiki/Katalysator" title="Katalysator">katalysator</a>. </p><p>Voorbeelden van reagentia zijn organolithium-, organoaluminium- en organomagnesiumverbindingen. De laatste groep staat bekend als <a href="/wiki/Grignard-reagens" title="Grignard-reagens">grignard-reagentia</a>, genoemd naar de Franse scheikundige <a href="/wiki/Victor_Grignard" title="Victor Grignard">Victor Grignard</a>. </p><p>Voorbeelden van organometaalkatalysatoren zijn: </p> <ul><li><a href="/wiki/Ziegler-Natta-katalysator" title="Ziegler-Natta-katalysator">Ziegler-Natta-katalysatoren</a> voor <a href="/wiki/Polymerisatie" title="Polymerisatie">polymerisatie</a> van <a href="/wiki/Alkeen" title="Alkeen">alkenen</a> of olefines naar polyolefines, onder andere propeen naar <a href="/wiki/Polypropeen" title="Polypropeen">polypropeen</a></li> <li><a href="/wiki/Wilkinson-katalysator" title="Wilkinson-katalysator">Wilkinson-katalysator</a> voor hydrogenering van olefines</li> <li><a href="/wiki/Carbeen" title="Carbeen">Fischercarbeencomplexen</a> voor de metathese van olefines</li></ul> <p>Sommige organometaalverbindingen zijn erg stabiel. Denk daarbij aan het in 1852 gesynthetiseerde <a href="/wiki/Tetra-ethyllood" title="Tetra-ethyllood">tetra-ethyllood</a>, dat vanaf 1922 tot aan het einde van de 20e eeuw aan <a href="/wiki/Benzine" title="Benzine">benzine</a> werd toegevoegd als <a href="/wiki/Antiklopmiddel" title="Antiklopmiddel">antiklopmiddel</a>. De stabiliteit van de binding heeft te maken met de aard van de binding, dus <a href="/wiki/Ionaire_binding" title="Ionaire binding">ionair</a> of <a href="/wiki/Covalente_binding" title="Covalente binding">covalent</a>, de polarisatie van de binding en de mate waarin de bindende <a href="/wiki/Orbitaal" title="Orbitaal">orbitalen</a> kunnen overlappen. </p><p>Binnen de <a href="/wiki/Biochemie" title="Biochemie">biochemie</a> is een voorbeeld <a href="/wiki/Vitamine_B12" title="Vitamine B12">vitamine B12</a> met binding van <a href="/wiki/Kobalt" title="Kobalt">kobalt</a> en <a href="/wiki/Koolstof" title="Koolstof">koolstof</a>. Het betreft daarbij alleen de binding tussen de cyano-groep en het kobalt-ion. De bindingen met de rest van het molecuul verlopen via kobalt-stikstofbindingen. </p><p>Een van de oudste organometaalverbindingen is <a href="/wiki/Calciumcarbide" title="Calciumcarbide">calciumcarbide</a>. De verbinding is relatief stabiel, maar reageert wel heftig met <a href="/wiki/Water" title="Water">water</a>, waarbij <a href="/wiki/Ethyn" title="Ethyn">ethyn</a> wordt gevormd. Van de <a href="/wiki/Organolithiumchemie" title="Organolithiumchemie">organische lithiumverbindingen</a> zijn vooral de <a href="/wiki/Butaan" title="Butaan">butaanderivaten</a> bekend. Ze worden vooral in het laboratorium als <a href="/wiki/Sterke_base" title="Sterke base">sterke basen</a> gebruikt. Sterk betekent in dit geval dat het OH<sup>−</sup>-ion niet sterk genoeg is, of het in deze reactie gevormde water een te <a href="/wiki/Sterk_zuur" title="Sterk zuur">sterk zuur</a>, bijvoorbeeld in Horner-Wittig-reacties. </p><p>Als Gilmanreagens is een groep organometaalverbindingen met <a href="/wiki/Lithium_(element)" title="Lithium (element)">lithium</a> en <a href="/wiki/Koper_(element)" title="Koper (element)">koper</a> bekend. Deze reagentia worden in de synthetisch organische chemie gebruikt om halogenen door alkylgroepen te vervangen. De formule kan als :R<sub>2</sub>CuLi worden geschreven, waarin R voor een <a href="/wiki/Alkyl" class="mw-redirect" title="Alkyl">alkylgroep</a> staat. Deze groep reagentia is door Henry Gilman ontdekt. Lithiumdimethylkoper (CH<sub>3</sub>)<sub>2</sub>CuLi kan worden <a href="/wiki/Chemische_synthese" title="Chemische synthese">gesynthetiseerd</a> door <a href="/wiki/Koper(I)jodide" title="Koper(I)jodide">koper(I)jodide</a> met <a href="/wiki/Methyllithium" title="Methyllithium">methyllithium</a> in <a href="/wiki/Tetrahydrofuraan" title="Tetrahydrofuraan">tetrahydrofuraan</a> te laten reageren bij −78&#160;°C. In onderstaande reactie draagt het Gilman-reagens een negatief geladen methylgroep over op het alkyn. De <a href="/wiki/Alkoxygroep" title="Alkoxygroep">alkoxygroep</a> van de <a href="/wiki/Ester_(scheikunde)" title="Ester (scheikunde)">ester</a> vertrekt vervolgens met de negatieve lading, waarbij tevens de vijf-ring gevormd wordt.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup> </p><p>Veel organische <a href="/wiki/Broom_(element)" title="Broom (element)">broomverbindingen</a> reageren in watervrije <a href="/wiki/Ether_(scheikunde)" title="Ether (scheikunde)">ether</a> of <a href="/wiki/Tetrahydrofuraan" title="Tetrahydrofuraan">THF</a> met metallisch <a href="/wiki/Magnesium" title="Magnesium">magnesium</a>, waarbij zogenaamde <a href="/wiki/Grignard-reagens" title="Grignard-reagens">grignard-verbindingen</a> worden gevormd. Deze verbindingen reageren vooral met <a href="/wiki/Aldehyde" title="Aldehyde">aldehyden</a>, <a href="/wiki/Keton" title="Keton">ketonen</a> en <a href="/wiki/Carbonzuur" title="Carbonzuur">carbonzuren</a>. De kern van deze reacties is de vorming van een nieuwe koolstof-koolstof binding. </p><p>Tin wordt in deze vorm gebruikt als anti-fouling verf. In het laboratorium wordt <a href="/wiki/Tributyltinhydride" title="Tributyltinhydride">tributyltinhydride</a> - (C<sub>4</sub>H<sub>9</sub>)<sub>3</sub>SnH - als reductiemiddel gebruikt om halogenen uit organische moleculen te elimineren. </p> <div class="mw-heading mw-heading2"><h2 id="Overzicht_van_de_koolstof-elementverbindingen">Overzicht van de koolstof-elementverbindingen</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Organometaalchemie&amp;veaction=edit&amp;section=1" title="Bewerk dit kopje: Overzicht van de koolstof-elementverbindingen" class="mw-editsection-visualeditor"><span>bewerken</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=Organometaalchemie&amp;action=edit&amp;section=1" title="De broncode bewerken van de sectie: Overzicht van de koolstof-elementverbindingen"><span>brontekst bewerken</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable" style="margin-left:auto; margin-right:auto; margin-bottom:0; margin-top:0; text-align:center; background-color:white; border:0px"> <tbody><tr> <td style="background-color:#bbff77"><a href="/wiki/Koolstof-waterstofbinding" title="Koolstof-waterstofbinding">H</a> </td> <td colspan="1" style="border:none"> </td> <td colspan="10" style="border:none" rowspan="3"> </td> <td colspan="5" style="border:none"> </td> <td style="background-color:lightgrey">He </td></tr> <tr> <td style="background-color:#bbbbff"><a href="/wiki/Organolithiumchemie" title="Organolithiumchemie">Li</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Groep_2-organometaalchemie" title="Groep 2-organometaalchemie">Be</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organoboorchemie" title="Organoboorchemie">B</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Koolstof-koolstofbinding" title="Koolstof-koolstofbinding">C</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organostikstofchemie" title="Organostikstofchemie">N</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Koolstof-zuurstofbinding" title="Koolstof-zuurstofbinding">O</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organofluorchemie" title="Organofluorchemie">F</a> </td> <td style="background-color:lightgrey">Ne </td></tr> <tr> <td style="background-color:#bbffff"><a href="/wiki/Organonatriumchemie" title="Organonatriumchemie">Na</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Groep_2-organometaalchemie" title="Groep 2-organometaalchemie">Mg</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organoaluminiumchemie" title="Organoaluminiumchemie">Al</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organosiliciumchemie" title="Organosiliciumchemie">Si</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organofosforchemie" title="Organofosforchemie">P</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organozwavelchemie" title="Organozwavelchemie">S</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organochloorchemie" title="Organochloorchemie">Cl</a> </td> <td style="background-color:#bbffff">CAr </td></tr> <tr> <td style="background-color:#bbffff"><a href="/wiki/Organokaliumchemie" title="Organokaliumchemie">K</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Groep_2-organometaalchemie" title="Groep 2-organometaalchemie">Ca</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoscandiumchemie" title="Organoscandiumchemie">Sc</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organotitaniumchemie" title="Organotitaniumchemie">Ti</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organovanadiumchemie" title="Organovanadiumchemie">V</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organochroomchemie" title="Organochroomchemie">Cr</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organomangaanchemie" title="Organomangaanchemie">Mn</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organo-ijzerchemie" title="Organo-ijzerchemie">Fe</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organokobaltchemie" title="Organokobaltchemie">Co</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organonikkelchemie" title="Organonikkelchemie">Ni</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organokoperchemie" title="Organokoperchemie">Cu</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organozinkchemie" title="Organozinkchemie">Zn</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organogalliumchemie" title="Organogalliumchemie">Ga</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organogermaniumchemie" title="Organogermaniumchemie">Ge</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organoarseenchemie" title="Organoarseenchemie">As</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organoseleenchemie" title="Organoseleenchemie">Se</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organobroomchemie" title="Organobroomchemie">Br</a> </td> <td style="background-color:#bbffff">Kr </td></tr> <tr> <td style="background-color:#bbffff"><a href="/wiki/Organokaliumchemie" title="Organokaliumchemie">Rb</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Groep_2-organometaalchemie" title="Groep 2-organometaalchemie">Sr</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoyttriumchemie" title="Organoyttriumchemie">Y</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organozirkoniumchemie" title="Organozirkoniumchemie">Zr</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoniobiumchemie" title="Organoniobiumchemie">Nb</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organomolybdeenchemie" title="Organomolybdeenchemie">Mo</a> </td> <td style="background-color:#bbffff"><a href="/w/index.php?title=Organotechnetiumchemie&amp;action=edit&amp;redlink=1" class="new" title="Organotechnetiumchemie (de pagina bestaat niet)">Tc</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organorutheniumchemie" title="Organorutheniumchemie">Ru</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organorodiumchemie" title="Organorodiumchemie">Rh</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organopalladiumchemie" title="Organopalladiumchemie">Pd</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organozilverchemie" title="Organozilverchemie">Ag</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organocadmiumchemie" title="Organocadmiumchemie">Cd</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organo-indiumchemie" title="Organo-indiumchemie">In</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organotinchemie" title="Organotinchemie">Sn</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoantimoonchemie" title="Organoantimoonchemie">Sb</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organotelluurchemie" title="Organotelluurchemie">Te</a> </td> <td style="background-color:#bbff77"><a href="/wiki/Organojoodchemie" title="Organojoodchemie">I</a> </td> <td style="background-color:#bbffff">Xe </td></tr> <tr> <td style="background-color:#bbffff"><a href="/wiki/Organokaliumchemie#Hogere_alkalimetalen:_rubidium_en_cesium" title="Organokaliumchemie">Cs</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Groep_2-organometaalchemie#Organobarium" title="Groep 2-organometaalchemie">Ba</a> </td> <td style="background-color:lightgrey"> </td> <td style="background-color:#bbffff"><a href="/wiki/Organohafniumchemie" title="Organohafniumchemie">Hf</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organotantaalchemie" title="Organotantaalchemie">Ta</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organowolfraamchemie" title="Organowolfraamchemie">W</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoreniumchemie" title="Organoreniumchemie">Re</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organo-osmiumchemie" title="Organo-osmiumchemie">Os</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organo-iridiumchemie" title="Organo-iridiumchemie">Ir</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organoplatinachemie" title="Organoplatinachemie">Pt</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organogoudchemie" title="Organogoudchemie">Au</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organokwikchemie" title="Organokwikchemie">Hg</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organothalliumchemie" title="Organothalliumchemie">Tl</a> </td> <td style="background-color:#bbbbff"><a href="/wiki/Organoloodchemie" title="Organoloodchemie">Pb</a> </td> <td style="background-color:#bbffff"><a href="/wiki/Organobismutchemie" title="Organobismutchemie">Bi</a> </td> <td style="background-color:#bbffff"><a href="/w/index.php?title=Organopoloniumchemie&amp;action=edit&amp;redlink=1" class="new" title="Organopoloniumchemie (de pagina bestaat niet)">Po</a> </td> <td style="background-color:lightgrey">At </td> <td style="background-color:lightgrey">Rn </td></tr> <tr style="background-color:lightgrey"> <td>Fr </td> <td style="background-color:#bbffff"><a href="/wiki/Groep_2-organometaalchemie#Organoradium" title="Groep 2-organometaalchemie">Ra</a> </td> <td> </td> <td>Rf </td> <td>Db </td> <td>Sg </td> <td>Bh </td> <td>Hs </td> <td>Mt </td> <td>Ds </td> <td>Rg </td> <td>Cn </td> <td>Nh </td> <td>Fl </td> <td>Mc </td> <td>Lv </td> <td>Ts </td> <td>Og </td></tr> <tr> <td colspan="2" style="border:none"> </td> <td style="border:none">↓ </td> <td colspan="14" style="border:none"> </td></tr> <tr style="background-color:#bbffff"> <td colspan="2" style="border:none; background-color:white"> </td> <td><a href="/w/index.php?title=Organolanthaanchemie&amp;action=edit&amp;redlink=1" class="new" title="Organolanthaanchemie (de pagina bestaat niet)">La</a> </td> <td><a href="/wiki/Organoceriumchemie" title="Organoceriumchemie">Ce</a> </td> <td>Pr </td> <td>Nd </td> <td style="background-color:lightgrey">Pm </td> <td><a href="/w/index.php?title=Organosamariumchemie&amp;action=edit&amp;redlink=1" class="new" title="Organosamariumchemie (de pagina bestaat niet)">Sm</a> </td> <td>Eu </td> <td>Gd </td> <td>Tb </td> <td>Dy </td> <td>Ho </td> <td>Er </td> <td>Tm </td> <td>Yb </td> <td>Lu </td></tr> <tr style="background-color:lightgrey"> <td colspan="2" style="border:none; background-color:white"> </td> <td>Ac </td> <td style="background-color:#bbffff"><a href="/w/index.php?title=Organothoriumchemie&amp;action=edit&amp;redlink=1" class="new" title="Organothoriumchemie (de pagina bestaat niet)">Th</a> </td> <td>Pa </td> <td style="background-color:#bbffff"><a href="/wiki/Organo-uraniumchemie" title="Organo-uraniumchemie">U</a> </td> <td>Np </td> <td>Pu </td> <td>Am </td> <td>Cm </td> <td>Bk </td> <td>Cf </td> <td>Es </td> <td>Fm </td> <td>Md </td> <td>No </td> <td>Lr </td> <td style="border:none; background-color:white"> </td></tr></tbody></table> <table class="wikitable" style="margin-left:auto; margin-right:auto; margin-bottom:0; margin-top:0; text-align:center; width:50%; font-size:100%;"> <caption><a href="/wiki/Chemische_binding" title="Chemische binding">Chemische bindingen</a> van <a href="/wiki/Koolstof" title="Koolstof">koolstof</a> </caption> <tbody><tr> <td style="background:#bbff77">Standaard verbinding in de <a href="/wiki/Organische_chemie" title="Organische chemie">organische chemie</a> </td> <td style="background:#bbbbff">Ruime toepassingen in de chemie </td></tr> <tr> <td style="background:#bbffff">Academisch interessant, maar beperkte toepassing </td> <td style="background:lightgrey">Binding onbekend of niet beschreven </td></tr></tbody></table> <div class="toccolours appendix" role="presentation" style="font-size:90%; margin:1em 0 -0.5em; clear:both;"> <div><span style="font-weight:bold">Voetnoten</span></div> <div class="reflist" style="list-style-type: decimal;"><div class="mw-references-wrap"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><a href="#cite_ref-1">↑</a></span> <span class="reference-text">redactie <span style="font-variant:small-caps;">N Krause</span>. <a rel="nofollow" class="external text" href="https://onlinelibrary.wiley.com/doi/book/10.1002/3527600086">Modern Organocopper Chemistry</a>, 2002.</span> </li> </ol></div></div> </div> <div class="interProject commons mw-list-item" style="display:none;"><a href="https://commons.wikimedia.org/wiki/Category:Organometaalchemie#mw-subcategories" class="extiw" title="commons:Category:Organometaalchemie">Mediabestanden</a></div> <div class="interProjectTemplate interProject-groot toccolours" style="display:flex; gap:1em; align-items:center; clear:both; margin:1em 0 -0.5em 0;"> <div style="min-width:max-content;"><span class="noviewer noresize" typeof="mw:File"><a href="/wiki/Bestand:Commons-logo.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/25px-Commons-logo.svg.png" decoding="async" width="25" height="34" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/38px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4a/Commons-logo.svg/50px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span></div> <div>Zie de categorie <i><b><a href="https://commons.wikimedia.org/wiki/Category:Organometallic_chemistry#mw-subcategories" class="extiw" title="commons:Category:Organometallic chemistry">Organometallic chemistry</a></b></i> van <a 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href="/wiki/Gemeinsame_Normdatei" title="Gemeinsame Normdatei">Gemeinsame Normdatei</a>:</b> <span class="uid"><a rel="nofollow" class="external text" href="https://d-nb.info/gnd/4602390-2">4602390-2</a></span></li><li><b><a href="/wiki/Library_of_Congress_Control_Number" title="Library of Congress Control Number">Library of Congress Control Number</a>:</b> <span class="uid"><a rel="nofollow" class="external text" href="https://id.loc.gov/authorities/subjects/sh86004134">sh86004134</a></span></li><li><b><a href="/wiki/Nationale_Bibliotheek_van_Tsjechi%C3%AB" title="Nationale Bibliotheek van Tsjechië">Nationale Bibliotheek van Tsjechië</a>:</b> <span class="uid"><a rel="nofollow" class="external text" href="https://aleph.nkp.cz/F/?func=find-c&amp;local_base=aut&amp;ccl_term=ica=ph849152&amp;CON_LNG=ENG">ph849152</a></span></li><li><b><a href="/wiki/Nationale_Bibliotheek_van_Isra%C3%ABl" title="Nationale Bibliotheek van Israël">Nationale Bibliotheek van Israël</a>:</b> <span 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