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有机硅化学 - 维基百科,自由的百科全书
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</li> <li id="toc-硅唑" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#硅唑"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.6</span> <span>硅唑</span> </div> </a> <ul id="toc-硅唑-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-参见" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#参见"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> <span>参见</span> </div> </a> <ul id="toc-参见-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-参考文献" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#参考文献"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>参考文献</span> </div> </a> <ul id="toc-参考文献-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-外部連結" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#外部連結"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>外部連結</span> </div> </a> <ul id="toc-外部連結-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="目录" 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="开关目录" > <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">开关目录</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">有机硅化学</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="前往另一种语言写成的文章。26种语言可用" > <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-26" 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">26种语言</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-ar mw-list-item"><a href="https://ar.wikipedia.org/wiki/%D9%85%D8%B1%D9%83%D8%A8_%D8%B3%D9%8A%D9%84%D9%8A%D9%83%D9%88%D9%86_%D8%B9%D8%B6%D9%88%D9%8A" title="مركب سيليكون عضوي – 阿拉伯语" lang="ar" hreflang="ar" data-title="مركب سيليكون عضوي" data-language-autonym="العربية" data-language-local-name="阿拉伯语" 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/Compuestu_de_organosilicio" title="Compuestu de organosilicio – 阿斯图里亚斯语" lang="ast" hreflang="ast" data-title="Compuestu de organosilicio" data-language-autonym="Asturianu" data-language-local-name="阿斯图里亚斯语" class="interlanguage-link-target"><span>Asturianu</span></a></li><li class="interlanguage-link interwiki-az mw-list-item"><a href="https://az.wikipedia.org/wiki/Silisiumlu_%C3%BCzvi_birl%C9%99%C5%9Fm%C9%99l%C9%99r" title="Silisiumlu üzvi birləşmələr – 阿塞拜疆语" lang="az" hreflang="az" data-title="Silisiumlu üzvi birləşmələr" data-language-autonym="Azərbaycanca" data-language-local-name="阿塞拜疆语" class="interlanguage-link-target"><span>Azərbaycanca</span></a></li><li class="interlanguage-link interwiki-ca mw-list-item"><a href="https://ca.wikipedia.org/wiki/Organosil%C3%ADcic" title="Organosilícic – 加泰罗尼亚语" lang="ca" hreflang="ca" data-title="Organosilícic" data-language-autonym="Català" data-language-local-name="加泰罗尼亚语" 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/Organok%C5%99em%C3%ADkov%C3%A9_slou%C4%8Deniny" title="Organokřemíkové sloučeniny – 捷克语" lang="cs" hreflang="cs" data-title="Organokřemíkové sloučeniny" data-language-autonym="Čeština" data-language-local-name="捷克语" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-de mw-list-item"><a href="https://de.wikipedia.org/wiki/Siliciumorganische_Verbindungen" title="Siliciumorganische Verbindungen – 德语" lang="de" hreflang="de" data-title="Siliciumorganische Verbindungen" data-language-autonym="Deutsch" data-language-local-name="德语" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-el mw-list-item"><a href="https://el.wikipedia.org/wiki/%CE%9F%CF%81%CE%B3%CE%B1%CE%BD%CE%B9%CE%BA%CE%AD%CF%82_%CE%B5%CE%BD%CF%8E%CF%83%CE%B5%CE%B9%CF%82_%CE%BC%CE%B5_%CF%80%CF%85%CF%81%CE%AF%CF%84%CE%B9%CE%BF" title="Οργανικές ενώσεις με πυρίτιο – 希腊语" lang="el" hreflang="el" data-title="Οργανικές ενώσεις με πυρίτιο" data-language-autonym="Ελληνικά" data-language-local-name="希腊语" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Organosilicon_chemistry" title="Organosilicon chemistry – 英语" lang="en" hreflang="en" data-title="Organosilicon chemistry" data-language-autonym="English" data-language-local-name="英语" 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/Compuesto_de_organosilicio" title="Compuesto de organosilicio – 西班牙语" lang="es" hreflang="es" data-title="Compuesto de organosilicio" data-language-autonym="Español" data-language-local-name="西班牙语" 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/Konposatu_organosiliziko" title="Konposatu organosiliziko – 巴斯克语" lang="eu" hreflang="eu" data-title="Konposatu organosiliziko" data-language-autonym="Euskara" data-language-local-name="巴斯克语" class="interlanguage-link-target"><span>Euskara</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%DA%A9%DB%8C%D8%A8%D8%A7%D8%AA_%D8%A2%D9%84%DB%8C_%D8%B3%DB%8C%D9%84%DB%8C%D8%B3%DB%8C%D9%85" title="ترکیبات آلی سیلیسیم – 波斯语" lang="fa" hreflang="fa" data-title="ترکیبات آلی سیلیسیم" data-language-autonym="فارسی" data-language-local-name="波斯语" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Organopiiyhdisteet" title="Organopiiyhdisteet – 芬兰语" lang="fi" hreflang="fi" data-title="Organopiiyhdisteet" data-language-autonym="Suomi" data-language-local-name="芬兰语" 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/Compos%C3%A9_organosilici%C3%A9" title="Composé organosilicié – 法语" lang="fr" hreflang="fr" data-title="Composé organosilicié" data-language-autonym="Français" data-language-local-name="法语" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-gl mw-list-item"><a href="https://gl.wikipedia.org/wiki/Composto_de_organosilicio" title="Composto de organosilicio – 加利西亚语" lang="gl" hreflang="gl" data-title="Composto de organosilicio" data-language-autonym="Galego" data-language-local-name="加利西亚语" class="interlanguage-link-target"><span>Galego</span></a></li><li class="interlanguage-link interwiki-hy mw-list-item"><a href="https://hy.wikipedia.org/wiki/%D5%8D%D5%AB%D5%AC%D5%AB%D6%81%D5%AB%D5%B8%D6%82%D5%B4%D5%AB_%D6%85%D6%80%D5%A3%D5%A1%D5%B6%D5%A1%D5%AF%D5%A1%D5%B6_%D5%B4%D5%AB%D5%A1%D6%81%D5%B8%D6%82%D5%A9%D5%B5%D5%B8%D6%82%D5%B6%D5%B6%D5%A5%D6%80" title="Սիլիցիումի օրգանական միացություններ – 亚美尼亚语" lang="hy" hreflang="hy" data-title="Սիլիցիումի օրգանական միացություններ" data-language-autonym="Հայերեն" data-language-local-name="亚美尼亚语" class="interlanguage-link-target"><span>Հայերեն</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%E3%82%B1%E3%82%A4%E7%B4%A0%E5%8C%96%E5%90%88%E7%89%A9" title="有機ケイ素化合物 – 日语" lang="ja" hreflang="ja" data-title="有機ケイ素化合物" data-language-autonym="日本語" data-language-local-name="日语" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Organosiliciumchemie" title="Organosiliciumchemie – 荷兰语" lang="nl" hreflang="nl" data-title="Organosiliciumchemie" data-language-autonym="Nederlands" data-language-local-name="荷兰语" 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/Zwi%C4%85zki_krzemoorganiczne" title="Związki krzemoorganiczne – 波兰语" lang="pl" hreflang="pl" data-title="Związki krzemoorganiczne" data-language-autonym="Polski" data-language-local-name="波兰语" 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/Organossil%C3%ADcio" title="Organossilício – 葡萄牙语" lang="pt" hreflang="pt" data-title="Organossilício" data-language-autonym="Português" data-language-local-name="葡萄牙语" 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/Compus_organosilicic" title="Compus organosilicic – 罗马尼亚语" lang="ro" hreflang="ro" data-title="Compus organosilicic" data-language-autonym="Română" data-language-local-name="罗马尼亚语" 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%9A%D1%80%D0%B5%D0%BC%D0%BD%D0%B8%D0%B9%D0%BE%D1%80%D0%B3%D0%B0%D0%BD%D0%B8%D1%87%D0%B5%D1%81%D0%BA%D0%B8%D0%B5_%D1%81%D0%BE%D0%B5%D0%B4%D0%B8%D0%BD%D0%B5%D0%BD%D0%B8%D1%8F" title="Кремнийорганические соединения – 俄语" lang="ru" hreflang="ru" data-title="Кремнийорганические соединения" data-language-autonym="Русский" data-language-local-name="俄语" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Organosilicijumska_jedinjenja" title="Organosilicijumska jedinjenja – 塞尔维亚语" lang="sr" hreflang="sr" data-title="Organosilicijumska jedinjenja" data-language-autonym="Српски / srpski" data-language-local-name="塞尔维亚语" class="interlanguage-link-target"><span>Српски / srpski</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%9A%E0%AE%BF%E0%AE%B2%E0%AE%BF%E0%AE%95%E0%AF%8D%E0%AE%95%E0%AE%A9%E0%AF%8D_%E0%AE%9A%E0%AF%87%E0%AE%B0%E0%AF%8D%E0%AE%AE%E0%AE%99%E0%AF%8D%E0%AE%95%E0%AE%B3%E0%AF%8D" title="கரிமசிலிக்கன் சேர்மங்கள் – 泰米尔语" lang="ta" hreflang="ta" data-title="கரிமசிலிக்கன் சேர்மங்கள்" data-language-autonym="தமிழ்" data-language-local-name="泰米尔语" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Organosilisyum" title="Organosilisyum – 土耳其语" lang="tr" hreflang="tr" data-title="Organosilisyum" data-language-autonym="Türkçe" data-language-local-name="土耳其语" class="interlanguage-link-target"><span>Türkçe</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A1%D0%B8%D0%BB%D1%96%D1%86%D1%96%D0%B9%D0%BE%D1%80%D0%B3%D0%B0%D0%BD%D1%96%D1%87%D0%BD%D1%96_%D1%81%D0%BF%D0%BE%D0%BB%D1%83%D0%BA%D0%B8" title="Силіційорганічні сполуки – 乌克兰语" lang="uk" hreflang="uk" data-title="Силіційорганічні сполуки" data-language-autonym="Українська" data-language-local-name="乌克兰语" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh-yue mw-list-item"><a href="https://zh-yue.wikipedia.org/wiki/%E6%9C%89%E6%A9%9F%E7%9F%BD%E5%8C%96%E5%AD%B8" title="有機矽化學 – 粤语" lang="yue" hreflang="yue" data-title="有機矽化學" data-language-autonym="粵語" data-language-local-name="粤语" class="interlanguage-link-target"><span>粵語</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/Q422789#sitelinks-wikipedia" title="编辑跨语言链接" class="wbc-editpage">编辑链接</a></span></div> </div> 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.ambox-protection{border-left-color:#a2a9b1!important}}</style><table class="box-Expand plainlinks metadata ambox ambox-style" role="presentation"><tbody><tr><td class="mbox-image"><div style="width:52px"><span typeof="mw:File"><a href="/wiki/File:Antistub.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Antistub.svg/44px-Antistub.svg.png" decoding="async" width="44" height="44" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Antistub.svg/66px-Antistub.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/2a/Antistub.svg/88px-Antistub.svg.png 2x" data-file-width="200" data-file-height="200" /></a></span></div></td><td class="mbox-text"><div class="mbox-text-span">此條目<b>需要擴充。</b><span class="hide-when-compact"></span> <small class="date-container"><i>(<span class="date">2012年1月16日</span>)</i></small><span class="hide-when-compact"><br /><small>请協助<a class="external text" href="https://zh.wikipedia.org/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit">改善这篇條目</a>,更進一步的信息可能會在<a href="/wiki/Talk:%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6" title="Talk:有机硅化学">討論頁</a>或<a href="/wiki/Wikipedia:%E6%89%A9%E5%85%85%E8%AF%B7%E6%B1%82" title="Wikipedia:扩充请求">扩充请求</a>中找到。请在擴充條目後將此模板移除。</small></span><span class="hide-when-compact"></span></div></td></tr></tbody></table> <figure typeof="mw:File/Thumb"><a href="/wiki/File:OrganosiliconLogo.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/50/OrganosiliconLogo.png/150px-OrganosiliconLogo.png" decoding="async" width="150" height="53" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/5/50/OrganosiliconLogo.png 1.5x" data-file-width="212" data-file-height="75" /></a><figcaption>有机硅化合物</figcaption></figure> <p><b>有机硅化学</b>(organosilicon compounds)主要研究<b>有机硅化合物</b>的性质及反应活性。有机硅化合物就是含有<a href="/wiki/%E7%A2%B3" title="碳">碳</a><a href="/wiki/%E7%A1%85" title="硅">硅</a><a href="/wiki/%E5%8C%96%E5%AD%A6%E9%94%AE" title="化学键">键</a>的<a href="/wiki/%E6%9C%89%E6%9C%BA%E5%8C%96%E5%90%88%E7%89%A9" title="有机化合物">有机化合物</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> </p><p>和碳类似,有机硅也是四配位的四面体结构。在生物分子中,还没有找到含有碳硅键的化合物。<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>第一个有机硅化合物是在1863年由法国化学家<a href="/w/index.php?title=%E6%9F%A5%E5%B0%94%E6%96%AF%C2%B7%E5%82%85%E9%87%8C%E5%BE%B7%E5%B0%94&action=edit&redlink=1" class="new" title="查尔斯·傅里德尔(页面不存在)">查尔斯·傅里德尔</a>(Friedel C)和美国化学家<a href="/wiki/%E8%A9%B9%E5%A7%86%E6%96%AF%C2%B7%E5%85%8B%E6%8B%89%E5%A4%AB%E8%8C%A8" title="詹姆斯·克拉夫茨">詹姆斯·克拉夫茨</a>(Crafts J)共同发现。他们用<a href="/wiki/%E5%9B%9B%E6%B0%AF%E5%8C%96%E7%A1%85" title="四氯化硅">四氯化硅</a>和<a href="/wiki/%E4%BA%8C%E4%B9%99%E5%9F%BA%E9%94%8C" title="二乙基锌">二乙基锌</a>反应得到<a href="/w/index.php?title=%E5%9B%9B%E4%B9%99%E5%9F%BA%E7%A1%85&action=edit&redlink=1" class="new" title="四乙基硅(页面不存在)">四乙基硅</a>。简单的碳硅化合物——<a href="/wiki/%E7%A2%B3%E5%8C%96%E7%A1%85" title="碳化硅">碳化硅</a>则是无机化合物。 </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="官能团"><span id=".E5.AE.98.E8.83.BD.E5.9B.A2"></span>官能团</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=1" title="编辑章节:官能团"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>硅是许多官能团的成分,其中大部分的官能团类似于有机化合物。如<span class="ilh-all" data-orig-title="双键规则" data-lang-code="en" data-lang-name="英语" data-foreign-title="double bond rule"><span class="ilh-page"><a href="/w/index.php?title=%E5%8F%8C%E9%94%AE%E8%A7%84%E5%88%99&action=edit&redlink=1" class="new" title="双键规则(页面不存在)">双键规则</a></span><span class="noprint ilh-comment">(<span class="ilh-lang">英语</span><span class="ilh-colon">:</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/double_bond_rule" class="extiw" title="en:double bond rule"><span lang="en" dir="auto">double bond rule</span></a></span>)</span></span>所述,首要的例外是硅不常与其他元素形成多键。 </p> <div class="mw-heading mw-heading3"><h3 id="硅醇、硅醇盐和硅氧烷"><span id=".E7.A1.85.E9.86.87.E3.80.81.E7.A1.85.E9.86.87.E7.9B.90.E5.92.8C.E7.A1.85.E6.B0.A7.E7.83.B7"></span>硅醇、硅醇盐和硅氧烷</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=2" title="编辑章节:硅醇、硅醇盐和硅氧烷"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><span class="ilh-all" data-orig-title="硅醇" data-lang-code="en" data-lang-name="英语" data-foreign-title="silanol"><span class="ilh-page"><a href="/w/index.php?title=%E7%A1%85%E9%86%87&action=edit&redlink=1" class="new" title="硅醇(页面不存在)">硅醇</a></span><span class="noprint ilh-comment">(<span class="ilh-lang">英语</span><span class="ilh-colon">:</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/silanol" class="extiw" title="en:silanol"><span lang="en" dir="auto">silanol</span></a></span>)</span></span>是醇的类似物。它们通常通过氯硅烷类的水解制备:<sup id="cite_ref-Lickiss_3-0" class="reference"><a href="#cite_note-Lickiss-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>R<sub>3</sub>SiCl + H<sub>2</sub>O → R<sub>3</sub>SiOH + HCl</dd></dl> <p>一个较少用的方法是将氢硅烷氧化,这个过程需要金属催化剂: </p> <dl><dd>2 R<sub>3</sub>SiH + O<sub>2</sub> → 2 R<sub>3</sub>SiOH</dd></dl> <p>许多硅醇已得到分离,包括<a href="/wiki/%E4%B8%89%E7%94%B2%E5%9F%BA%E7%A1%85%E9%86%87" title="三甲基硅醇">(CH<sub>3</sub>)<sub>3</sub>SiOH</a>和(C<sub>6</sub>H<sub>5</sub>)<sub>3</sub>SiOH。它们的酸性比所对应的醇大约高500倍。<span class="ilh-all" data-orig-title="硅醇盐" data-lang-code="en" data-lang-name="英语" data-foreign-title="siloxide"><span class="ilh-page"><a href="/w/index.php?title=%E7%A1%85%E9%86%87%E7%9B%90&action=edit&redlink=1" class="new" title="硅醇盐(页面不存在)">硅醇盐</a></span><span class="noprint ilh-comment">(<span class="ilh-lang">英语</span><span class="ilh-colon">:</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/siloxide" class="extiw" title="en:siloxide"><span lang="en" dir="auto">siloxide</span></a></span>)</span></span>是硅醇的去质子化衍生物:<sup id="cite_ref-Lickiss_3-1" class="reference"><a href="#cite_note-Lickiss-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>R<sub>3</sub>SiOH + NaOH → R<sub>3</sub>SiONa + H<sub>2</sub>O</dd></dl> <p>硅醇通常失水成<a href="/wiki/%E7%A1%85%E6%B0%A7%E7%83%B7" title="硅氧烷">硅氧烷</a>: </p> <dl><dd>2 R<sub>3</sub>SiOH → R<sub>3</sub>Si-O-SiR<sub>3</sub> + H<sub>2</sub>O</dd></dl> <p>由重复的硅氧烷连接而成的聚合物称为<a href="/wiki/%E7%9F%BD%E6%B0%A7%E8%81%9A%E5%90%88%E7%89%A9" class="mw-redirect" title="矽氧聚合物">硅氧聚合物</a>。含有Si=O双键的化合物称为<span class="ilh-all ilh-blue" data-orig-title="硅酮" data-lang-code="en" data-lang-name="英语" data-foreign-title="silanone"><span class="ilh-page"><a href="/wiki/%E7%A1%85%E9%85%AE" class="mw-redirect" title="硅酮">硅酮</a></span></span>,它们极度不稳定。 </p> <div class="mw-heading mw-heading3"><h3 id="硅醚"><span id=".E7.A1.85.E9.86.9A"></span>硅醚</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=3" title="编辑章节:硅醚"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/%E7%A1%85%E9%86%9A" title="硅醚">硅醚</a>拥有Si-O-C键。它们通常由醇和氯硅烷类的反应制备: </p> <dl><dd>(CH<sub>3</sub>)<sub>3</sub>SiCl + ROH → (CH<sub>3</sub>)<sub>3</sub>Si-O-R + HCl</dd></dl> <p>硅醚被广泛用于<a href="/wiki/%E9%86%87" title="醇">醇</a>的<a href="/wiki/%E4%BF%9D%E6%8A%A4%E5%9F%BA" title="保护基">保护基</a>。 </p><p>利用Si-F键的强度,氟试剂(如<a href="/wiki/%E5%9B%9B%E6%AD%A3%E4%B8%81%E5%9F%BA%E6%B0%9F%E5%8C%96%E9%93%B5" title="四正丁基氟化铵">四正丁基氟化铵</a>)可以用来脱除硅醚的保护: </p> <dl><dd>(CH<sub>3</sub>)<sub>3</sub>Si-O-R + F<sup>−</sup> + H<sub>2</sub>O → (CH<sub>3</sub>)<sub>3</sub>Si-F + H-O-R + OH<sup>−</sup></dd></dl> <div class="mw-heading mw-heading3"><h3 id="氯硅烷类"><span id=".E6.B0.AF.E7.A1.85.E7.83.B7.E7.B1.BB"></span>氯硅烷类</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=4" title="编辑章节:氯硅烷类"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>有机氯硅烷是重要的化合物。它们主要用来制造上述的<a href="/wiki/%E7%9F%BD%E6%B0%A7%E8%81%9A%E5%90%88%E7%89%A9" class="mw-redirect" title="矽氧聚合物">硅氧聚合物</a>。尤为重要的氯硅烷有<a href="/wiki/%E4%BA%8C%E7%94%B2%E5%9F%BA%E4%BA%8C%E6%B0%AF%E7%A1%85%E7%83%B7" title="二甲基二氯硅烷">二甲基二氯硅烷</a>(Me<sub>2</sub>SiCl<sub>2</sub>)、<a href="/w/index.php?title=%E7%94%B2%E5%9F%BA%E4%B8%89%E6%B0%AF%E7%A1%85%E7%83%B7&action=edit&redlink=1" class="new" title="甲基三氯硅烷(页面不存在)">甲基三氯硅烷</a>(MeSiCl<sub>3</sub>)和三甲基氯硅烷(Me<sub>3</sub>SiCl)。有商业应用的更特殊衍生物包括<a href="/w/index.php?title=%E4%BA%8C%E6%B0%AF%E7%94%B2%E5%9F%BA%E8%8B%AF%E5%9F%BA%E7%A1%85%E7%83%B7&action=edit&redlink=1" class="new" title="二氯甲基苯基硅烷(页面不存在)">二氯甲基苯基硅烷</a>、三氯(氯甲基)硅烷、三氯(二氯苯基)硅烷、三氯乙基硅烷,以及苯基三氯硅烷。 </p><p>有机硅化合物被广泛用于<a href="/wiki/%E6%9C%89%E6%9C%BA%E5%90%88%E6%88%90" title="有机合成">有机合成</a>,尽管跟其他方法相比,这个用途相对较少用。<a href="/wiki/%E4%B8%89%E7%94%B2%E5%9F%BA%E6%B0%AF%E7%A1%85%E7%83%B7" title="三甲基氯硅烷">三甲基氯硅烷</a> Me<sub>3</sub>SiCl是主要的硅烷化剂。一个合成此类化合物的经典反应——<a href="/w/index.php?title=Flood%E5%8F%8D%E5%BA%94&action=edit&redlink=1" class="new" title="Flood反应(页面不存在)">Flood反应</a>——是将六烷基二硅氧烷R<sub>3</sub>SiOSiR<sub>3</sub>、浓<a href="/wiki/%E7%A1%AB%E9%85%B8" title="硫酸">硫酸</a>和<a href="/wiki/%E5%8D%A4%E5%8C%96%E7%89%A9" title="卤化物">卤化</a>钠共热。<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="氢硅烷"><span id=".E6.B0.A2.E7.A1.85.E7.83.B7"></span>氢硅烷</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=5" title="编辑章节:氢硅烷"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:TTMSS.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/TTMSS.png/220px-TTMSS.png" decoding="async" width="220" height="165" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/00/TTMSS.png/330px-TTMSS.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/00/TTMSS.png/440px-TTMSS.png 2x" data-file-width="602" data-file-height="452" /></a><figcaption><span class="ilh-all" data-orig-title="三(三甲基甲硅烷基)硅烷" data-lang-code="en" data-lang-name="英语" data-foreign-title="tris(trimethylsilyl)silane)"><span class="ilh-page"><a href="/w/index.php?title=%E4%B8%89(%E4%B8%89%E7%94%B2%E5%9F%BA%E7%94%B2%E7%A1%85%E7%83%B7%E5%9F%BA)%E7%A1%85%E7%83%B7&action=edit&redlink=1" class="new" title="三(三甲基甲硅烷基)硅烷(页面不存在)">三(三甲基甲硅烷基)硅烷</a></span><span class="noprint ilh-comment">(<span class="ilh-lang">英语</span><span class="ilh-colon">:</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/tris(trimethylsilyl)silane)" class="extiw" title="en:tris(trimethylsilyl)silane)"><span lang="en" dir="auto">tris(trimethylsilyl)silane)</span></a></span>)</span></span>是一个得到大量研究的氢硅烷。<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup></figcaption></figure> <p>硅氢键比C–H键较长(分别为148和105 pm),较弱 (分别为299和338 kJ/mol)。三乙基硅烷的化学式为Et<sub>3</sub>SiH。苯基硅烷为PhSiH<sub>3</sub>。母体化合物TSiH<sub>4</sub>称为<a href="/wiki/%E7%94%B2%E7%A1%85%E7%83%B7" title="甲硅烷">甲硅烷</a>。 </p> <div class="mw-heading mw-heading3"><h3 id="硅烯"><span id=".E7.A1.85.E7.83.AF"></span>硅烯</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=6" title="编辑章节:硅烯"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>有机硅化合物不像碳的同类化合物一样,没有大量<a href="/wiki/%E5%8F%8C%E9%94%AE" class="mw-redirect" title="双键">双键</a>。<sup id="cite_ref-6" class="reference"><a href="#cite_note-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup>硅烯(具有Si=C键的化合物)是实验室里的奇珍异品,如苯的硅类似物<a href="/wiki/%E7%A1%85%E6%9D%82%E8%8B%AF" title="硅杂苯">硅杂苯</a>。1967年,Gusel'nikov和Flowers通过将二甲基硅杂环丁烷<a href="/wiki/%E7%83%AD%E8%A3%82%E8%A7%A3" title="热裂解">热裂解</a>,为硅烯提供第一份证据。<sup id="cite_ref-7" class="reference"><a href="#cite_note-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup>第一个稳定的硅烯于1981年由Brook报告。<sup id="cite_ref-8" class="reference"><a href="#cite_note-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-9" class="reference"><a href="#cite_note-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p><p><span class="mw-default-size" typeof="mw:File"><a href="/wiki/File:Silenes.svg" class="mw-file-description" title="Silenes Gusel'nikov 1967 Brook 1981"><img alt="Silenes Gusel'nikov 1967 Brook 1981" src="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Silenes.svg/514px-Silenes.svg.png" decoding="async" width="514" height="231" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/8/84/Silenes.svg/771px-Silenes.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/8/84/Silenes.svg/1028px-Silenes.svg.png 2x" data-file-width="514" data-file-height="231" /></a></span> </p><p><a href="/wiki/%E4%BA%8C%E7%A1%85%E7%83%AF" title="二硅烯">二硅烯</a>有Si=Si双键。<span class="ilh-all" data-orig-title="二硅炔" data-lang-code="en" data-lang-name="英语" data-foreign-title="disilyne"><span class="ilh-page"><a href="/w/index.php?title=%E4%BA%8C%E7%A1%85%E7%82%94&action=edit&redlink=1" class="new" title="二硅炔(页面不存在)">二硅炔</a></span><span class="noprint ilh-comment">(<span class="ilh-lang">英语</span><span class="ilh-colon">:</span><span class="ilh-link"><a href="https://en.wikipedia.org/wiki/disilyne" class="extiw" title="en:disilyne"><span lang="en" dir="auto">disilyne</span></a></span>)</span></span>是炔烃的硅类似物。第一个<b>硅炔</b>(具有硅碳三键的化合物)于2010年报告。<sup id="cite_ref-10" class="reference"><a href="#cite_note-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="硅唑"><span id=".E7.A1.85.E5.94.91"></span>硅唑</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=7" title="编辑章节:硅唑"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-right" typeof="mw:File/Thumb"><a href="/wiki/File:Silole.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Silole.png/75px-Silole.png" decoding="async" width="75" height="120" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Silole.png/113px-Silole.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/e1/Silole.png/150px-Silole.png 2x" data-file-width="617" data-file-height="989" /></a><figcaption>硅唑的化学结构</figcaption></figure> <p><b>硅唑</b>,又称<b>硅杂环戊二烯</b>,是<a href="/wiki/%E9%87%91%E5%B1%9E%E5%94%91" title="金属唑">金属唑</a>的一员。它们是<a href="/wiki/%E7%8E%AF%E6%88%8A%E4%BA%8C%E7%83%AF" title="环戊二烯">环戊二烯</a>的硅类似物,目前因为其<a href="/wiki/%E7%94%B5%E8%87%B4%E5%8F%91%E5%85%89" class="mw-redirect" title="电致发光">电致发光</a>和其他电子性质而受到学术关注。<sup id="cite_ref-11" class="reference"><a href="#cite_note-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup>硅唑的电子运输能力很强。它们具有如此低的<a href="/wiki/LUMO" class="mw-redirect" title="LUMO">LUMO</a>,是因为<a href="/wiki/%E5%8F%8D%E9%94%AE" class="mw-redirect" title="反键">反键</a><a href="/wiki/%CE%A3%E9%94%AE" class="mw-redirect" title="Σ键">σ</a>硅轨道和<a href="/wiki/%E4%B8%81%E4%BA%8C%E7%83%AF" title="丁二烯">丁二烯</a>部分的反键<a href="/wiki/%CE%A0%E8%BD%A8%E9%81%93" class="mw-redirect" title="Π轨道">π轨道</a>进行着有利的互动。 </p> <div class="mw-heading mw-heading2"><h2 id="参见"><span id=".E5.8F.82.E8.A7.81"></span>参见</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=8" title="编辑章节:参见"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/%E9%85%8D%E5%90%88%E7%89%A9" title="配合物">配合物</a></li> <li><a href="/wiki/%E9%87%91%E5%B1%9E%E6%9C%89%E6%9C%BA%E5%8C%96%E5%AD%A6" class="mw-redirect" title="金属有机化学">金属有机化学</a></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r84265675">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output .hlist.inline ul,.mw-parser-output .hlist dl dl,.mw-parser-output .hlist dl ol,.mw-parser-output .hlist dl ul,.mw-parser-output .hlist ol dl,.mw-parser-output .hlist ol ol,.mw-parser-output .hlist ol ul,.mw-parser-output .hlist ul dl,.mw-parser-output .hlist ul ol,.mw-parser-output .hlist ul ul{display:inline}.mw-parser-output .hlist .mw-empty-li{display:none}.mw-parser-output .hlist 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href="/wiki/Special:%E7%BC%96%E8%BE%91%E9%A1%B5%E9%9D%A2/Template:%E5%90%AB%E7%A2%B3%E5%8C%96%E5%90%88%E7%89%A9" title="Special:编辑页面/Template:含碳化合物"><abbr title="编辑该模板">编</abbr></a></li></ul></div><div id="元素周期表中与碳成键所形成的化合物" style="font-size:110%;margin:0 5em">元素周期表中与<a href="/wiki/%E7%A2%B3" title="碳">碳</a>成键所形成的化合物</div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd wikitable" style="width:100%;padding:0px"><div style="padding:0em 0.25em"> <table cellpadding="3" style="margin:0 auto"> <tbody><tr> <td style="background-color:#99bbff"><a href="/wiki/%E7%A2%B3-%E6%B0%A2%E9%94%AE" title="碳-氢键">CH</a> </td> <td colspan="1" style="border:none"> </td> <td colspan="11" style="border:none" rowspan="3"> </td> <td colspan="5" style="border:none"> </td> <td style="background-color:#FFE4E1">He </td></tr> <tr> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%82%E8%AF%95%E5%89%82" title="有机锂试剂">CLi</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%8D%E5%8C%96%E5%AD%A6" title="有机铍化学">CBe</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A1%BC%E5%8C%96%E5%90%88%E7%89%A9" title="有机硼化合物">CB</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E7%A2%B3-%E7%A2%B3%E9%94%AE" title="碳-碳键">CC</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E7%A2%B3-%E6%B0%AE%E9%94%AE" title="碳-氮键">CN</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E7%A2%B3-%E6%B0%A7%E9%94%AE" title="碳-氧键">CO</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E6%B0%9F%E5%8C%96%E5%AD%A6" title="有机氟化学">CF</a> </td> <td style="background-color:#FFE4E1">Ne </td></tr> <tr> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%A0%E5%8C%96%E5%AD%A6" title="有机钠化学">CNa</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%95%81%E5%8C%96%E5%AD%A6" title="有机镁化学">CMg</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%9D%E5%8C%96%E5%90%88%E7%89%A9" title="有机铝化合物">CAl</a> </td> <td style="background-color:#99bbff"><a class="mw-selflink selflink">CSi</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A3%B7%E5%8C%96%E5%90%88%E7%89%A9" title="有机磷化合物">CP</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A1%AB%E5%8C%96%E5%AD%A6" title="有机硫化学">CS</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E6%B0%AF%E5%8C%96%E5%90%88%E7%89%A9" title="有机氯化合物">CCl</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E6%B0%A9%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机氩化学(页面不存在)">CAr</a> </td></tr> <tr> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%BE%E5%8C%96%E5%AD%A6" title="有机钾化学">CK</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%99%E5%8C%96%E5%AD%A6" title="有机钙化学">CCa</a> </td> <td> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%AA%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钪化学(页面不存在)">CSc</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%9B%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钛化学(页面不存在)">CTi</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%92%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钒化学(页面不存在)">CV</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%AC%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铬化学(页面不存在)">CCr</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%B0%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锰化学(页面不存在)">CMn</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%81%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铁化学(页面不存在)">CFe</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%B4%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钴化学(页面不存在)">CCo</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%95%8D%E5%8C%96%E5%AD%A6" title="有机镍化学">CNi</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%A9%9F%E9%8A%85%E5%8C%96%E5%90%88%E7%89%A9" title="有機銅化合物">CCu</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%8C%E5%8C%96%E5%90%88%E7%89%A9" title="有机锌化合物">CZn</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%95%93%E5%8C%96%E5%AD%A6" title="有机镓化学">CGa</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%97%E5%8C%96%E5%AD%A6" title="有机锗化学">CGe</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A0%B7%E5%8C%96%E5%AD%A6" title="有机砷化学">CAs</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A1%92%E5%8C%96%E5%90%88%E7%89%A9" title="有机硒化合物">CSe</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E6%BA%B4%E5%8C%96%E5%90%88%E7%89%A9" title="有机溴化合物">CBr</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E6%B0%AA%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机氪化学(页面不存在)">CKr</a> </td></tr> <tr> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%B7%E5%8C%96%E5%AD%A6" title="有机铷化学">CRb</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%B6%E5%8C%96%E5%AD%A6" title="有机锶化学">CSr</a> </td> <td> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%87%E5%8C%96%E5%AD%A6" title="有机钇化学">CY</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%86%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锆化学(页面不存在)">CZr</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%8C%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铌化学(页面不存在)">CNb</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%BC%E5%8C%96%E5%AD%A6" title="有机钼化学">CMo</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%9D%E5%8C%96%E5%90%88%E7%89%A9" title="有机锝化合物">CTc</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%8C%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钌化学(页面不存在)">CRu</a> </td> <td style="background-color:#98FF98"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%91%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铑化学(页面不存在)">CRh</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%AF%E5%8C%96%E5%AD%A6" title="有机钯化学">CPd</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%B6%E5%8C%96%E5%90%88%E7%89%A9" title="有机银化合物">CAg</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%95%89%E5%8C%96%E5%90%88%E7%89%A9" title="有机镉化合物">CCd</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%9F%E5%8C%96%E5%AD%A6" title="有机铟化学">CIn</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%A1%E5%8C%96%E5%AD%A6" title="有机锡化学">CSn</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%94%91%E5%8C%96%E5%AD%A6" title="有机锑化学">CSb</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A2%B2%E5%8C%96%E5%90%88%E7%89%A9" title="有机碲化合物">CTe</a> </td> <td style="background-color:#99bbff"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A2%98%E5%8C%96%E5%90%88%E7%89%A9" title="有机碘化合物">CI</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E6%B0%99%E5%8C%96%E5%90%88%E7%89%A9" title="有机氙化合物">CXe</a> </td></tr> <tr> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%AF%E5%8C%96%E5%AD%A6" title="有机铯化学">CCs</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%A1%E5%8C%96%E5%AD%A6" title="有机钡化学">CBa</a> </td> <td style="text-align:center; vertical-align:middle; background:white"><span typeof="mw:File"><span><img alt="1 asterisk" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/16px-Asterisks_one.svg.png" decoding="async" width="16" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/24px-Asterisks_one.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/32px-Asterisks_one.svg.png 2x" data-file-width="106" data-file-height="98" /></span></span> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%A5%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镥化学(页面不存在)">CLu</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%AA%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铪化学(页面不存在)">CHf</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%BD%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钽化学(页面不存在)">CTa</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%A8%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钨化学(页面不存在)">CW</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%BC%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铼化学(页面不存在)">CRe</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%87%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锇化学(页面不存在)">COs</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%B1%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铱化学(页面不存在)">CIr</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%82%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铂化学(页面不存在)">CPt</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%87%91%E5%8C%96%E5%AD%A6" title="有机金化学">CAu</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E6%B1%9E%E5%8C%96%E5%90%88%E7%89%A9" title="有机汞化合物">CHg</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%8A%E5%8C%96%E5%AD%A6" title="有机铊化学">CTl</a> </td> <td style="background-color:#98FF98"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%85%E5%8C%96%E5%90%88%E7%89%A9" title="有机铅化合物">CPb</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%8B%E5%8C%96%E5%AD%A6" title="有机铋化学">CBi</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%92%8B%E5%8C%96%E5%AD%A6" title="有机钋化学">CPo</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E7%A0%B9%E5%8C%96%E5%AD%A6" title="有机砹化学">CAt</a> </td> <td style="background-color:#FFE4E1">Rn </td></tr> <tr style="background-color:#FFE4E1"> <td style="background-color:#FFE4E1">Fr </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%AD%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镭化学(页面不存在)">CRa</a> </td> <td style="text-align:center; vertical-align:middle; background:white"><span typeof="mw:File"><span><img alt="2 asterisks" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/16px-Asterisks_two.svg.png" decoding="async" width="16" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/24px-Asterisks_two.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/32px-Asterisks_two.svg.png 2x" data-file-width="106" data-file-height="98" /></span></span> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%B9%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铹化学(页面不存在)">Lr</a> </td> <td>Rf </td> <td>Db </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%F0%A8%AD%8E%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机𨭎化学(页面不存在)">CSg</a> </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 style="border:none; line-height:0.7em;">  </td></tr> <tr style="background-color:#F0DC82"> <td colspan="2" style="border:none; background-color:white"> </td> <td style="text-align:center; vertical-align:middle; background:white"><span typeof="mw:File"><span><img alt="1 asterisk" src="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/16px-Asterisks_one.svg.png" decoding="async" width="16" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/24px-Asterisks_one.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/49/Asterisks_one.svg/32px-Asterisks_one.svg.png 2x" data-file-width="106" data-file-height="98" /></span></span> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%A7%E7%B3%BB%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镧系化学(页面不存在)">CLa</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%88%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铈化学(页面不存在)">CCe</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%A8%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镨化学(页面不存在)">CPr</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%95%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钕化学(页面不存在)">CNd</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%B7%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钷化学(页面不存在)">CPm</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%90%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钐化学(页面不存在)">CSm</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%95%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铕化学(页面不存在)">CEu</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%86%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钆化学(页面不存在)">CGd</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%BD%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铽化学(页面不存在)">CTb</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%9D%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镝化学(页面不存在)">CDy</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%AC%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钬化学(页面不存在)">CHo</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%92%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铒化学(页面不存在)">CEr</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%93%A5%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机铥化学(页面不存在)">CTm</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%B1%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镱化学(页面不存在)">CYb</a> </td></tr> <tr style="background-color:#FFE4E1"> <td colspan="2" style="border:none; background-color:white"> </td> <td style="text-align:center; vertical-align:middle; background:white;"><span typeof="mw:File"><span><img alt="2 asterisks" src="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/16px-Asterisks_two.svg.png" decoding="async" width="16" height="15" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/24px-Asterisks_two.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/3/3f/Asterisks_two.svg/32px-Asterisks_two.svg.png 2x" data-file-width="106" data-file-height="98" /></span></span> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%95%E7%B3%BB%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锕系化学(页面不存在)">Ac</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%8D%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钍化学(页面不存在)">CTh</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%A4%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镤化学(页面不存在)">CPa</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%93%80%E5%8C%96%E5%90%88%E7%89%A9" title="有机铀化合物">CU</a> </td> <td style="background-color:#F0DC82"><a href="/wiki/%E6%9C%89%E6%9C%BA%E9%95%8E%E5%8C%96%E5%90%88%E7%89%A9" title="有机镎化合物">CNp</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%9A%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钚化学(页面不存在)">CPu</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%85%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镅化学(页面不存在)">CAm</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%94%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锔化学(页面不存在)">CCm</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%AB%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锫化学(页面不存在)">CBk</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%8E%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锎化学(页面不存在)">CCf</a> </td> <td style="background-color:#F0DC82"><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%BF%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锿化学(页面不存在)">CEs</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%95%84%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机镄化学(页面不存在)">Fm</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%92%94%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机钔化学(页面不存在)">Md</a> </td> <td><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E9%94%98%E5%8C%96%E5%AD%A6&action=edit&redlink=1" class="new" title="有机锘化学(页面不存在)">No</a> </td></tr></tbody></table> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">图例</th><td class="navbox-list-with-group navbox-list navbox-even wikitable" style="width:100%;padding:0px"><div style="padding:0em 0.25em"><div class="hlist"><ul><li>与碳所成的<a href="/wiki/%E5%8C%96%E5%AD%A6%E9%94%AE" title="化学键">化学键</a>系</li><li><span style="background:#99bbff; padding:3px;; display:inline-block">有机化学重要研究对象</span></li><li><span style="background:#98FF98; padding:3px;; display:inline-block">有广泛应用的领域</span></li><li><span style="background:#F0DC82; padding:3px;; display:inline-block">仅是学术研究的对象</span></li><li><span style="background:#FFE4E1; padding:3px;; display:inline-block">尚未发现此类键</span></li></ul></div></div></td></tr></tbody></table></div> <div class="mw-heading mw-heading2"><h2 id="参考文献"><span id=".E5.8F.82.E8.80.83.E6.96.87.E7.8C.AE"></span>参考文献</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=9" title="编辑章节:参考文献"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="reflist" style="list-style-type: decimal;"> <ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text"><i>Silicon in Organic Synthesis</i> Colvin, E. Butterworth: London 1981</span> </li> <li id="cite_note-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-2">^</a></b></span> <span class="reference-text"><i>Organosilicon Chemistry</i> S. Pawlenko Walter de Gruyter New York 1986</span> </li> <li id="cite_note-Lickiss-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-Lickiss_3-0"><sup><b>3.0</b></sup></a> <a href="#cite_ref-Lickiss_3-1"><sup><b>3.1</b></sup></a></span> <span class="reference-text">Paul D. Lickiss "The Synthesis and Structure of <a href="/w/index.php?title=Organosilanols&action=edit&redlink=1" class="new" title="Organosilanols(页面不存在)">Organosilanols</a>" Advances in Inorganic Chemistry Volume 42, 1995, Pages 147–262. <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0898-8838%2808%2960053-7">10.1016/S0898-8838(08)60053-7</a></span> </li> <li id="cite_note-4"><span class="mw-cite-backlink"><b><a href="#cite_ref-4">^</a></b></span> <span class="reference-text"><i>Preparation of Triethylsilicon Halides</i> E. A. Flood <a href="/wiki/J._Am._Chem._Soc." class="mw-redirect" title="J. Am. Chem. Soc.">J. Am. Chem. Soc.</a>; <b>1933</b>; 55(4) pp 1735–1736; <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01331a504">10.1021/ja01331a504</a></span> </li> <li id="cite_note-5"><span class="mw-cite-backlink"><b><a href="#cite_ref-5">^</a></b></span> <span class="reference-text"><cite class="citation journal">Chryssostomos Chatgilialoglu, Carla Ferreri, Yannick Landais, Vitaliy I. Timokhin. Thirty Years of (TMS)<sub>3</sub>SiH: A Milestone in Radical-Based Synthetic Chemistry. Chemical Reviews. 2018, <b>118</b> (14): 6516–6572. <a rel="nofollow" class="external text" href="//www.ncbi.nlm.nih.gov/pubmed/29938502"><span title="公共医学识别码">PMID 29938502</span></a>. <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:49413857"><span title="Semantic Scholar">S2CID 49413857</span></a>. <a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Facs.chemrev.8b00109"><span title="數位物件識別號">doi:10.1021/acs.chemrev.8b00109</span></a>.</cite><span title="ctx_ver=Z39.88-2004&rfr_id=info%3Asid%2Fzh.wikipedia.org%3A%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&rft.atitle=Thirty+Years+of+%28TMS%29%3Csub%3E3%3C%2Fsub%3ESiH%3A+A+Milestone+in+Radical-Based+Synthetic+Chemistry&rft.date=2018&rft.genre=article&rft.issue=14&rft.jtitle=Chemical+Reviews&rft.pages=6516-6572&rft.volume=118&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A49413857&rft_id=info%3Adoi%2F10.1021%2Facs.chemrev.8b00109&rft_id=info%3Apmid%2F29938502&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal" class="Z3988"><span style="display:none;"> </span></span></span> </li> <li id="cite_note-6"><span class="mw-cite-backlink"><b><a href="#cite_ref-6">^</a></b></span> <span class="reference-text">Henrik Ottosson and Patrick G. 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(London), <b>1967</b>, 864–865, <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2FC19670000864">10.1039/C19670000864</a></span> </li> <li id="cite_note-8"><span class="mw-cite-backlink"><b><a href="#cite_ref-8">^</a></b></span> <span class="reference-text"><i>A solid silaethene: isolation and characterization</i> Adrian G. Brook, Fereydon Abdesaken, Brigitte Gutekunst, Gerhard Gutekunst, R. Krishna Kallury J. Chem. Soc., Chem. Commun., <b>1981</b>, 191–192, <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2FC39810000191">10.1039/C39810000191</a></span> </li> <li id="cite_note-9"><span class="mw-cite-backlink"><b><a href="#cite_ref-9">^</a></b></span> <span class="reference-text"><i>Brook silenes: inspiration for a generation</i> Kim M. Baines Chem. Commun., 2013, 6366-6369. <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2FC3CC42595A">10.1039/C3CC42595A</a></span> </li> <li id="cite_note-10"><span class="mw-cite-backlink"><b><a href="#cite_ref-10">^</a></b></span> <span class="reference-text">Gau, D., Kato, T., Saffon-Merceron, N., De Cózar, A., Cossío, F. and Baceiredo, A. (2010), <i>Synthesis and Structure of a Base-Stabilized C-Phosphino-Si-Amino Silyne</i>. Angewandte Chemie International Edition, 49: 6585–6588. <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2Fanie.201003616">10.1002/anie.201003616</a></span> </li> <li id="cite_note-11"><span class="mw-cite-backlink"><b><a href="#cite_ref-11">^</a></b></span> <span class="reference-text">Direct synthesis of 2,5-dihalosiloles <a href="/wiki/Organic_Syntheses" class="mw-redirect" title="Organic Syntheses">Organic Syntheses</a> <b>2008</b>, 85, 53-63 <a rel="nofollow" class="external free" href="http://www.orgsynth.org/orgsyn/pdfs/V85P0053.pdf">http://www.orgsynth.org/orgsyn/pdfs/V85P0053.pdf</a> (<a rel="nofollow" class="external text" href="//web.archive.org/web/20120208144530/http://www.orgsynth.org/orgsyn/pdfs/V85P0053.pdf">页面存档备份</a>,存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>)</span> </li> <li id="cite_note-12"><span class="mw-cite-backlink"><b><a href="#cite_ref-12">^</a></b></span> <span class="reference-text"><i>Synthesis of new dipyridylphenylaminosiloles for highly emissive organic electroluminescent devices</i> Laurent Aubouy, Philippe Gerbier, Nolwenn Huby, Guillaume Wantz, Laurence Vignau, Lionel Hirsch and Jean-Marc Jano New J. Chem., <b>2004</b>, 28, 1086–1090, <a href="/wiki/DOI" title="DOI">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1039%2Fb405238b">10.1039/b405238b</a></span> </li> </ol></div> <div class="mw-heading mw-heading2"><h2 id="外部連結"><span id=".E5.A4.96.E9.83.A8.E9.80.A3.E7.B5.90"></span>外部連結</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%E6%9C%89%E6%9C%BA%E7%A1%85%E5%8C%96%E5%AD%A6&action=edit&section=10" title="编辑章节:外部連結"><span>编辑</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li>Magnus Walter's <a rel="nofollow" class="external text" href="http://users.ox.ac.uk/~mwalter/web_05/resources/sil_chem/org_silicon_chem.shtml">Selected Aspects of Organosilicon Chemistry</a> (<a rel="nofollow" class="external text" href="//web.archive.org/web/20060504031036/http://users.ox.ac.uk/~mwalter/web_05/resources/sil_chem/org_silicon_chem.shtml">页面存档备份</a>,存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>)</li> <li><a rel="nofollow" class="external text" href="http://www.chem.wisc.edu/areas/reich/orgmet/silicon.htm">Silicon in organic synthesis</a> (<a rel="nofollow" class="external text" href="//web.archive.org/web/20120717044923/http://www.chem.wisc.edu/areas/reich/orgmet/silicon.htm">页面存档备份</a>,存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>)</li> <li><a rel="nofollow" class="external text" href="http://msds.chem.ox.ac.uk/ME/methyltrichlorosilane.html">Safety data for methyltrichlorosilane</a> (<a rel="nofollow" class="external text" href="//web.archive.org/web/20111003154955/http://msds.chem.ox.ac.uk/ME/methyltrichlorosilane.html">页面存档备份</a>,存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>) from the Chemistry Department at Oxford University.</li> <li>S. Marsden (Editor): <a rel="nofollow" class="external text" href="http://www.beilstein-journals.org/bjoc/browse/singleSeries.htm?sn=1">Contemporary organosilicon chemistry.</a> (<a rel="nofollow" class="external text" href="//web.archive.org/web/20140314131832/http://www.beilstein-journals.org/bjoc/browse/singleSeries.htm?sn=1">页面存档备份</a>,存于<a href="/wiki/%E4%BA%92%E8%81%94%E7%BD%91%E6%A1%A3%E6%A1%88%E9%A6%86" title="互联网档案馆">互联网档案馆</a>) Thematic Series in the Open Access Beilstein Journal of Organic Chemistry.</li></ul> <!-- NewPP limit report Parsed by mw‐web.codfw.main‐6d848949df‐fbtdc Cached time: 20241113075819 Cache expiry: 2592000 Reduced expiry: false Complications: [show‐toc] CPU time usage: 0.377 seconds Real time usage: 0.576 seconds Preprocessor visited node count: 1544/1000000 Post‐expand include size: 75029/2097152 bytes Template argument size: 1723/2097152 bytes Highest expansion depth: 13/100 Expensive parser function count: 8/500 Unstrip recursion depth: 0/20 Unstrip post‐expand size: 24147/5000000 bytes Lua time usage: 0.115/10.000 seconds Lua memory usage: 2733670/52428800 bytes Number of Wikibase entities loaded: 0/400 --> <!-- Transclusion expansion time report (%,ms,calls,template) 100.00% 346.511 1 -total 34.34% 118.994 1 Template:含碳化合物 33.51% 116.123 1 Template:Navbox 24.96% 86.496 1 Template:Expand 23.08% 79.967 1 Template:Ambox 17.02% 58.959 1 Template:Reflist 11.85% 41.076 1 Template:Hlist 11.77% 40.768 1 Template:Cite_journal 10.92% 37.840 1 Template:NoteTA 7.56% 26.183 6 Template:Le --> <!-- Saved in parser cache with key zhwiki:pcache:idhash:769501-0!canonical!zh and timestamp 20241113075819 and revision id 78624558. 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