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Халогенација — Википедија

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class="vector-toc-numb">2</span> <span>Референце</span> </div> </a> <ul id="toc-Референце-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="Садржај" 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="Прикажи/сакриј садржај" > <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 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Доступан на: 38" > <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-38" 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">38 језика</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%87%D9%84%D8%AC%D9%86%D8%A9" title="هلجنة — арапски" lang="ar" hreflang="ar" data-title="هلجنة" data-language-autonym="العربية" data-language-local-name="арапски" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Halogenasi" title="Halogenasi — индонежански" lang="id" hreflang="id" data-title="Halogenasi" data-language-autonym="Bahasa Indonesia" data-language-local-name="индонежански" class="interlanguage-link-target"><span>Bahasa Indonesia</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Penghalogenan" title="Penghalogenan — малајски" lang="ms" hreflang="ms" data-title="Penghalogenan" data-language-autonym="Bahasa Melayu" data-language-local-name="малајски" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%B9%E0%A7%8D%E0%A6%AF%E0%A6%BE%E0%A6%B2%E0%A7%8B%E0%A6%9C%E0%A7%87%E0%A6%A8_%E0%A6%B8%E0%A6%82%E0%A6%AF%E0%A7%8B%E0%A6%97_%E0%A6%AC%E0%A6%BF%E0%A6%95%E0%A7%8D%E0%A6%B0%E0%A6%BF%E0%A6%AF%E0%A6%BC%E0%A6%BE" title="হ্যালোজেন সংযোগ বিক্রিয়া — бенгалски" lang="bn" hreflang="bn" data-title="হ্যালোজেন সংযোগ বিক্রিয়া" data-language-autonym="বাংলা" data-language-local-name="бенгалски" 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/Halogenaci%C3%B3" title="Halogenació — каталонски" lang="ca" hreflang="ca" data-title="Halogenació" data-language-autonym="Català" data-language-local-name="каталонски" 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/Halogenace" title="Halogenace — чешки" lang="cs" hreflang="cs" data-title="Halogenace" data-language-autonym="Čeština" data-language-local-name="чешки" 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/Halogenierung" title="Halogenierung — немачки" lang="de" hreflang="de" data-title="Halogenierung" data-language-autonym="Deutsch" data-language-local-name="немачки" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-et mw-list-item"><a href="https://et.wikipedia.org/wiki/Halogeenimine" title="Halogeenimine — естонски" lang="et" hreflang="et" data-title="Halogeenimine" data-language-autonym="Eesti" data-language-local-name="естонски" class="interlanguage-link-target"><span>Eesti</span></a></li><li class="interlanguage-link interwiki-en mw-list-item"><a href="https://en.wikipedia.org/wiki/Halogenation" title="Halogenation — енглески" lang="en" hreflang="en" data-title="Halogenation" data-language-autonym="English" data-language-local-name="енглески" 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/Halogenaci%C3%B3n" title="Halogenación — шпански" lang="es" hreflang="es" data-title="Halogenación" data-language-autonym="Español" data-language-local-name="шпански" 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/Halogenazio" title="Halogenazio — баскијски" lang="eu" hreflang="eu" data-title="Halogenazio" data-language-autonym="Euskara" data-language-local-name="баскијски" 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/%D9%87%D8%A7%D9%84%D9%88%DA%98%D9%86%E2%80%8C%D8%AF%D8%A7%D8%B1_%DA%A9%D8%B1%D8%AF%D9%86" title="هالوژن‌دار کردن — персијски" lang="fa" hreflang="fa" data-title="هالوژن‌دار کردن" data-language-autonym="فارسی" data-language-local-name="персијски" 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/Halog%C3%A9nation" title="Halogénation — француски" lang="fr" hreflang="fr" data-title="Halogénation" data-language-autonym="Français" data-language-local-name="француски" 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%94%D7%9C%D7%95%D7%92%D7%A0%D7%A6%D7%99%D7%94" title="הלוגנציה — хебрејски" lang="he" hreflang="he" data-title="הלוגנציה" data-language-autonym="עברית" data-language-local-name="хебрејски" 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%B9%E0%A5%88%E0%A4%B2%E0%A5%8B%E0%A4%9C%E0%A4%A8%E0%A4%A8" title="हैलोजनन — хинди" lang="hi" hreflang="hi" data-title="हैलोजनन" data-language-autonym="हिन्दी" data-language-local-name="хинди" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-hr mw-list-item"><a href="https://hr.wikipedia.org/wiki/Halogeniranje" title="Halogeniranje — хрватски" lang="hr" hreflang="hr" data-title="Halogeniranje" data-language-autonym="Hrvatski" data-language-local-name="хрватски" class="interlanguage-link-target"><span>Hrvatski</span></a></li><li class="interlanguage-link interwiki-it mw-list-item"><a href="https://it.wikipedia.org/wiki/Alogenazione" title="Alogenazione — италијански" lang="it" hreflang="it" data-title="Alogenazione" data-language-autonym="Italiano" data-language-local-name="италијански" 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/%E3%83%8F%E3%83%AD%E3%82%B2%E3%83%B3%E5%8C%96" title="ハロゲン化 — јапански" lang="ja" hreflang="ja" data-title="ハロゲン化" data-language-autonym="日本語" data-language-local-name="јапански" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-kk mw-list-item"><a href="https://kk.wikipedia.org/wiki/%D0%93%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B4%D0%B5%D1%83" title="Галогендеу — казашки" lang="kk" hreflang="kk" data-title="Галогендеу" data-language-autonym="Қазақша" data-language-local-name="казашки" class="interlanguage-link-target"><span>Қазақша</span></a></li><li class="interlanguage-link interwiki-lv mw-list-item"><a href="https://lv.wikipedia.org/wiki/Halogen%C4%93%C5%A1ana" title="Halogenēšana — летонски" lang="lv" hreflang="lv" data-title="Halogenēšana" data-language-autonym="Latviešu" data-language-local-name="летонски" class="interlanguage-link-target"><span>Latviešu</span></a></li><li class="interlanguage-link interwiki-lb mw-list-item"><a href="https://lb.wikipedia.org/wiki/Halogenatioun" title="Halogenatioun — луксембуршки" lang="lb" hreflang="lb" data-title="Halogenatioun" data-language-autonym="Lëtzebuergesch" data-language-local-name="луксембуршки" class="interlanguage-link-target"><span>Lëtzebuergesch</span></a></li><li class="interlanguage-link interwiki-hu mw-list-item"><a href="https://hu.wikipedia.org/wiki/Halog%C3%A9nez%C3%A9s" title="Halogénezés — мађарски" lang="hu" hreflang="hu" data-title="Halogénezés" data-language-autonym="Magyar" data-language-local-name="мађарски" class="interlanguage-link-target"><span>Magyar</span></a></li><li class="interlanguage-link interwiki-nl mw-list-item"><a href="https://nl.wikipedia.org/wiki/Halogenering" title="Halogenering — холандски" lang="nl" hreflang="nl" data-title="Halogenering" data-language-autonym="Nederlands" data-language-local-name="холандски" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-no mw-list-item"><a href="https://no.wikipedia.org/wiki/Halogenering" title="Halogenering — норвешки букмол" lang="nb" hreflang="nb" data-title="Halogenering" data-language-autonym="Norsk bokmål" data-language-local-name="норвешки букмол" class="interlanguage-link-target"><span>Norsk bokmål</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Halogenowanie" title="Halogenowanie — пољски" lang="pl" hreflang="pl" data-title="Halogenowanie" data-language-autonym="Polski" data-language-local-name="пољски" 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/Halogena%C3%A7%C3%A3o" title="Halogenação — португалски" lang="pt" hreflang="pt" data-title="Halogenação" data-language-autonym="Português" data-language-local-name="португалски" 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/Halogenare" title="Halogenare — румунски" lang="ro" hreflang="ro" data-title="Halogenare" data-language-autonym="Română" data-language-local-name="румунски" 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%93%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B8%D1%80%D0%BE%D0%B2%D0%B0%D0%BD%D0%B8%D0%B5" title="Галогенирование — руски" lang="ru" hreflang="ru" data-title="Галогенирование" data-language-autonym="Русский" data-language-local-name="руски" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sk mw-list-item"><a href="https://sk.wikipedia.org/wiki/Halogen%C3%A1cia" title="Halogenácia — словачки" lang="sk" hreflang="sk" data-title="Halogenácia" data-language-autonym="Slovenčina" data-language-local-name="словачки" class="interlanguage-link-target"><span>Slovenčina</span></a></li><li class="interlanguage-link interwiki-sl mw-list-item"><a href="https://sl.wikipedia.org/wiki/Kloriranje" title="Kloriranje — словеначки" lang="sl" hreflang="sl" data-title="Kloriranje" data-language-autonym="Slovenščina" data-language-local-name="словеначки" class="interlanguage-link-target"><span>Slovenščina</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Halogenacija" title="Halogenacija — српскохрватски" lang="sh" hreflang="sh" data-title="Halogenacija" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="српскохрватски" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-fi mw-list-item"><a href="https://fi.wikipedia.org/wiki/Halogenointi" title="Halogenointi — фински" lang="fi" hreflang="fi" data-title="Halogenointi" data-language-autonym="Suomi" data-language-local-name="фински" class="interlanguage-link-target"><span>Suomi</span></a></li><li class="interlanguage-link interwiki-sv mw-list-item"><a href="https://sv.wikipedia.org/wiki/Halogenering" title="Halogenering — шведски" lang="sv" hreflang="sv" data-title="Halogenering" data-language-autonym="Svenska" data-language-local-name="шведски" 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%86%E0%AE%B2%E0%AE%9A%E0%AE%A9%E0%AF%87%E0%AE%B1%E0%AF%8D%E0%AE%B1%E0%AE%AE%E0%AF%8D" title="ஆலசனேற்றம் — тамилски" lang="ta" hreflang="ta" data-title="ஆலசனேற்றம்" data-language-autonym="தமிழ்" data-language-local-name="тамилски" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-tg mw-list-item"><a href="https://tg.wikipedia.org/wiki/%D2%B2%D0%BE%D0%BB%D1%83%D0%B6%D0%B5%D0%BD%D0%B4%D0%BE%D1%80_%D0%BA%D0%B0%D1%80%D0%B4%D0%B0%D0%BD" title="Ҳолужендор кардан — таџички" lang="tg" hreflang="tg" data-title="Ҳолужендор кардан" data-language-autonym="Тоҷикӣ" data-language-local-name="таџички" class="interlanguage-link-target"><span>Тоҷикӣ</span></a></li><li class="interlanguage-link interwiki-tr mw-list-item"><a href="https://tr.wikipedia.org/wiki/Halojenleme" title="Halojenleme — турски" lang="tr" hreflang="tr" data-title="Halojenleme" data-language-autonym="Türkçe" data-language-local-name="турски" 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%93%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D1%83%D0%B2%D0%B0%D0%BD%D0%BD%D1%8F" title="Галогенування — украјински" lang="uk" hreflang="uk" data-title="Галогенування" data-language-autonym="Українська" data-language-local-name="украјински" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a href="https://zh.wikipedia.org/wiki/%E9%B9%B5%E5%8C%96" title="鹵化 — кинески" lang="zh" hreflang="zh" data-title="鹵化" data-language-autonym="中文" data-language-local-name="кинески" class="interlanguage-link-target"><span>中文</span></a></li> </ul> <div class="after-portlet 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id="vector-page-tools-pinned-container" class="vector-pinned-container"> </div> </nav> <nav class="vector-appearance-landmark" aria-label="Изглед"> <div id="vector-appearance-pinned-container" class="vector-pinned-container"> <div id="vector-appearance" class="vector-appearance vector-pinnable-element"> <div class="vector-pinnable-header vector-appearance-pinnable-header vector-pinnable-header-pinned" data-feature-name="appearance-pinned" data-pinnable-element-id="vector-appearance" data-pinned-container-id="vector-appearance-pinned-container" data-unpinned-container-id="vector-appearance-unpinned-container" > <div class="vector-pinnable-header-label">Изглед</div> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">помери на страну</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">сакриј</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">С Википедије, слободне енциклопедије</div> </div> <div id="contentSub"><div id="mw-content-subtitle"></div></div> <div id="mw-content-text" class="mw-body-content"><div class="mw-content-ltr mw-parser-output" lang="sr" dir="ltr"><p><b>Халогенација</b> је <a href="/wiki/%D0%A5%D0%B5%D0%BC%D0%B8%D1%98%D1%81%D0%BA%D0%B0_%D1%80%D0%B5%D0%B0%D0%BA%D1%86%D0%B8%D1%98%D0%B0" title="Хемијска реакција">хемијска реакција</a> у којој <a href="/wiki/%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD" title="Халоген">халоген</a> реагује са неком другом хемикалијом, и чији резултат је адиција халогена. <a href="/wiki/Organsko_jedinjenje" title="Organsko jedinjenje"> Органска једињења</a> подлежу халогенацији много чешће од <a href="/wiki/Neorgansko_jedinjenje" class="mw-redirect" title="Neorgansko jedinjenje"> неорганских једињења</a>. <b>Дехалогенација</b> је реверзна реакција халогенацији, и њен резултат је уклањање халогена из молекула<sup id="cite_ref-Patai_1-0" class="reference"><a href="#cite_note-Patai-1"><span class="cite-bracket">&#91;</span>1<span class="cite-bracket">&#93;</span></a></sup>. Пут и <a href="/wiki/%D0%A1%D1%82%D0%B5%D1%85%D0%B8%D0%BE%D0%BC%D0%B5%D1%82%D1%80%D0%B8%D1%98%D0%B0" title="Стехиометрија">стехиометрија</a> халогенације су зависни од структурних својстава и <a href="/wiki/Funkcionalna_grupa" title="Funkcionalna grupa"> функционалних група</a> органског супстрата, као и ххалогена. Неорганиска једињења попут метала такође подлежу халогенацији. </p> <div class="mw-heading mw-heading2"><h2 id="Халогенација_органских_једињења:_Врсте_реакција"><span id=".D0.A5.D0.B0.D0.BB.D0.BE.D0.B3.D0.B5.D0.BD.D0.B0.D1.86.D0.B8.D1.98.D0.B0_.D0.BE.D1.80.D0.B3.D0.B0.D0.BD.D1.81.D0.BA.D0.B8.D1.85_.D1.98.D0.B5.D0.B4.D0.B8.D1.9A.D0.B5.D1.9A.D0.B0:_.D0.92.D1.80.D1.81.D1.82.D0.B5_.D1.80.D0.B5.D0.B0.D0.BA.D1.86.D0.B8.D1.98.D0.B0"></span>Халогенација органских једињења: Врсте реакција</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;veaction=edit&amp;section=1" title="Уредите одељак „Халогенација органских једињења: Врсте реакција”" class="mw-editsection-visualeditor"><span>уреди</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;section=1" title="Уреди извор одељка: Халогенација органских једињења: Врсте реакција"><span>уреди извор</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Постоји неколико процеса халогенације органских једињења, укључујући <a href="/w/index.php?title=%D0%A1%D0%BB%D0%BE%D0%B1%D0%BE%D0%B4%D0%BD%D0%BE_%D1%80%D0%B0%D0%B4%D0%B8%D0%BA%D0%B0%D0%BB%D0%BD%D0%B0_%D1%85%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;redlink=1" class="new" title="Слободно радикална халогенација (страница не постоји)"> слободно радикалну халогенација</a>, <a href="/w/index.php?title=%D0%9A%D0%B5%D1%82%D0%BE%D0%BD%D1%81%D0%BA%D0%B0_%D1%85%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;redlink=1" class="new" title="Кетонска халогенација (страница не постоји)"> кетонску халогенацију</a>, <a href="/w/index.php?title=%D0%95%D0%BB%D0%B5%D0%BA%D1%82%D1%80%D0%BE%D1%84%D0%B8%D0%BB%D0%BD%D0%B0_%D1%85%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;redlink=1" class="new" title="Електрофилна халогенација (страница не постоји)"> електрофилну халогенацију</a>, и <a href="/w/index.php?title=%D0%A0%D0%B5%D0%B0%D0%BA%D1%86%D0%B8%D1%98%D0%B0_%D0%B0%D0%B4%D0%B8%D1%86%D0%B8%D1%98%D0%B5_%D1%85%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0&amp;action=edit&amp;redlink=1" class="new" title="Реакција адиције халогена (страница не постоји)"> реакцију адиције халогена </a>. Одређујући фактори су функционалне групе. </p> <div class="mw-heading mw-heading3"><h3 id="Слободно_радикална_халогенација"><span id=".D0.A1.D0.BB.D0.BE.D0.B1.D0.BE.D0.B4.D0.BD.D0.BE_.D1.80.D0.B0.D0.B4.D0.B8.D0.BA.D0.B0.D0.BB.D0.BD.D0.B0_.D1.85.D0.B0.D0.BB.D0.BE.D0.B3.D0.B5.D0.BD.D0.B0.D1.86.D0.B8.D1.98.D0.B0"></span>Слободно радикална халогенација</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;veaction=edit&amp;section=2" title="Уредите одељак „Слободно радикална халогенација”" class="mw-editsection-visualeditor"><span>уреди</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;section=2" title="Уреди извор одељка: Слободно радикална халогенација"><span>уреди извор</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Засићени угљоводоници типично не прихватају халогене, мада подлежу слободно радикалној халогенацији, укључујући замену атома водоника халогеном. Региохемија халогенације алкана се обично одређује на основу релативне слабости доступних C-H веза. Преференција реакције за терцијарне и секундарне позиције произилази из веће стабилности кореспондирајућих слободних радикала и прелазних стања која доводе до њих. Слободно радикална халогенација се користи за индустријску продукцију хлоринисаних метана:<sup id="cite_ref-Ullmann_2-0" class="reference"><a href="#cite_note-Ullmann-2"><span class="cite-bracket">&#91;</span>2<span class="cite-bracket">&#93;</span></a></sup>:CH<sub>4</sub> + Cl<sub>2</sub> → CH<sub>3</sub>Cl + HCl </p> <div class="mw-heading mw-heading2"><h2 id="Референце"><span id=".D0.A0.D0.B5.D1.84.D0.B5.D1.80.D0.B5.D0.BD.D1.86.D0.B5"></span>Референце</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;veaction=edit&amp;section=3" title="Уредите одељак „Референце”" class="mw-editsection-visualeditor"><span>уреди</span></a><span class="mw-editsection-divider"> | </span><a href="/w/index.php?title=%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;action=edit&amp;section=3" title="Уреди извор одељка: Референце"><span>уреди извор</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r28440201">.mw-parser-output .reflist{margin-bottom:0.5em;list-style-type:decimal}@media screen{.mw-parser-output .reflist{font-size:90%}}.mw-parser-output .reflist .references{font-size:100%;margin-bottom:0;list-style-type:inherit}.mw-parser-output .reflist-columns-2{column-width:30em}.mw-parser-output .reflist-columns-3{column-width:25em}.mw-parser-output .reflist-columns{margin-top:0.3em}.mw-parser-output .reflist-columns ol{margin-top:0}.mw-parser-output .reflist-columns li{page-break-inside:avoid;break-inside:avoid-column}.mw-parser-output .reflist-upper-alpha{list-style-type:upper-alpha}.mw-parser-output .reflist-upper-roman{list-style-type:upper-roman}.mw-parser-output .reflist-lower-alpha{list-style-type:lower-alpha}.mw-parser-output .reflist-lower-greek{list-style-type:lower-greek}.mw-parser-output .reflist-lower-roman{list-style-type:lower-roman}</style><div class="reflist"> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-Patai-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-Patai_1-0">^</a></b></span> <span class="reference-text"><cite class="citation book">Sasson, Yoel (2009). „Formation of Carbon–Halogen Bonds ( &lt;SCP&gt;Cl&lt;/SCP&gt; , &lt;SCP&gt;Br&lt;/SCP&gt; , &lt;SCP&gt;I&lt;/SCP&gt; )”. <i>Patai's Chemistry of Functional Groups</i>. <a href="/wiki/Me%C4%91unarodni_standardni_broj_knjige" title="Međunarodni standardni broj knjige">ISBN</a>&#160;<a href="/wiki/%D0%9F%D0%BE%D1%81%D0%B5%D0%B1%D0%BD%D0%BE:%D0%A8%D1%82%D0%B0%D0%BC%D0%BF%D0%B0%D0%BD%D0%B8_%D0%B8%D0%B7%D0%B2%D0%BE%D1%80%D0%B8/9780470682531" title="Посебно:Штампани извори/9780470682531">9780470682531</a>. <a href="/wiki/Digitalni_identifikator_objekta" title="Digitalni identifikator objekta">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F9780470682531.pat0011">10.1002/9780470682531.pat0011</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rfr_id=info%3Asid%2Fsr.wikipedia.org%3A%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;rft.atitle=Formation+of+Carbon%E2%80%93Halogen+Bonds+%28+%3CSCP%3ECl%3C%2FSCP%3E+%2C+%3CSCP%3EBr%3C%2FSCP%3E+%2C+%3CSCP%3EI%3C%2FSCP%3E+%29&amp;rft.aufirst=Yoel&amp;rft.aulast=Sasson&amp;rft.btitle=Patai%27s+Chemistry+of+Functional+Groups&amp;rft.date=2009&amp;rft.genre=bookitem&amp;rft.isbn=9780470682531&amp;rft_id=info%3Adoi%2F10.1002%2F9780470682531.pat0011&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook" class="Z3988"><span style="display:none;">&#160;</span></span></span> </li> <li id="cite_note-Ullmann-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-Ullmann_2-0">^</a></b></span> <span class="reference-text"><cite class="citation book">Rossberg, Manfred; Lendle, Wilhelm; Pfleiderer, Gerhard; Tögel, Adolf; Dreher, Eberhard-Ludwig; Langer, Ernst; Rassaerts, Heinz; Kleinschmidt, Peter; Strack, Heinz; Cook, Richard; Beck, Uwe; Lipper, Karl-August; Torkelson, Theodore R.; Löser, Eckhard; Beutel, Klaus K.; Mann, Trevor (2006). „Chlorinated Hydrocarbons”. <i>Ullmann's Encyclopedia of Industrial Chemistry</i>. <a href="/wiki/Me%C4%91unarodni_standardni_broj_knjige" title="Međunarodni standardni broj knjige">ISBN</a>&#160;<a href="/wiki/%D0%9F%D0%BE%D1%81%D0%B5%D0%B1%D0%BD%D0%BE:%D0%A8%D1%82%D0%B0%D0%BC%D0%BF%D0%B0%D0%BD%D0%B8_%D0%B8%D0%B7%D0%B2%D0%BE%D1%80%D0%B8/3527306730" title="Посебно:Штампани извори/3527306730">3527306730</a>. <a href="/wiki/Digitalni_identifikator_objekta" title="Digitalni identifikator objekta">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1002%2F14356007.a06_233.pub2">10.1002/14356007.a06_233.pub2</a>.</cite><span title="ctx_ver=Z39.88-2004&amp;rfr_id=info%3Asid%2Fsr.wikipedia.org%3A%D0%A5%D0%B0%D0%BB%D0%BE%D0%B3%D0%B5%D0%BD%D0%B0%D1%86%D0%B8%D1%98%D0%B0&amp;rft.atitle=Chlorinated+Hydrocarbons&amp;rft.au=Beck%2C+Uwe&amp;rft.au=Beutel%2C+Klaus+K.&amp;rft.au=Cook%2C+Richard&amp;rft.au=Dreher%2C+Eberhard-Ludwig&amp;rft.au=Kleinschmidt%2C+Peter&amp;rft.au=L%C3%B6ser%2C+Eckhard&amp;rft.au=Langer%2C+Ernst&amp;rft.au=Lendle%2C+Wilhelm&amp;rft.au=Lipper%2C+Karl-August&amp;rft.au=Mann%2C+Trevor&amp;rft.au=Pfleiderer%2C+Gerhard&amp;rft.au=Rassaerts%2C+Heinz&amp;rft.au=Strack%2C+Heinz&amp;rft.au=T%C3%B6gel%2C+Adolf&amp;rft.au=Torkelson%2C+Theodore+R.&amp;rft.aufirst=Manfred&amp;rft.aulast=Rossberg&amp;rft.btitle=Ullmann%27s+Encyclopedia+of+Industrial+Chemistry&amp;rft.date=2006&amp;rft.genre=bookitem&amp;rft.isbn=3527306730&amp;rft_id=info%3Adoi%2F10.1002%2F14356007.a06_233.pub2&amp;rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook" class="Z3988"><span style="display:none;">&#160;</span></span></span> </li> 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href="http://uli.nli.org.il/F/?func=find-b&amp;local_base=NLX10&amp;find_code=UID&amp;request=987007548385205171">Израел</a></span></li> <li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="Halogenation"><a rel="nofollow" class="external text" href="https://id.loc.gov/authorities/sh85058507">Сједињене Државе</a></span></span></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Остале</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><span class="uid"><span class="rt-commentedText tooltip tooltip-dotted" title="halogenation"><a rel="nofollow" class="external text" href="https://www.britannica.com/science/halogenation">Енциклопедија Британика</a></span></span></li></ul> </div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.codfw.main‐7d9797f5d‐42dm2 Cached time: 20241119232852 Cache expiry: 2592000 Reduced expiry: false 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