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class="vector-toc-numb">2</span> <span>Applications</span> </div> </a> <button aria-controls="toc-Applications-sublist" class="cdx-button cdx-button--weight-quiet cdx-button--icon-only vector-toc-toggle"> <span class="vector-icon mw-ui-icon-wikimedia-expand"></span> <span>Toggle Applications subsection</span> </button> <ul id="toc-Applications-sublist" class="vector-toc-list"> <li id="toc-Use_in_organic_chemistry" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Use_in_organic_chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.1</span> <span>Use in organic chemistry</span> </div> </a> <ul id="toc-Use_in_organic_chemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Inorganic_chemistry" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Inorganic_chemistry"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.2</span> <span>Inorganic chemistry</span> </div> </a> <ul id="toc-Inorganic_chemistry-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Hydrogen_storage" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Hydrogen_storage"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.3</span> <span>Hydrogen storage</span> </div> </a> <ul id="toc-Hydrogen_storage-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Other_tetrahydridoaluminiumates" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Other_tetrahydridoaluminiumates"> <div class="vector-toc-text"> <span class="vector-toc-numb">2.4</span> <span>Other tetrahydridoaluminiumates</span> </div> </a> <ul id="toc-Other_tetrahydridoaluminiumates-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-See_also" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#See_also"> <div class="vector-toc-text"> <span class="vector-toc-numb">3</span> <span>See also</span> </div> </a> <ul id="toc-See_also-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-References" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#References"> <div class="vector-toc-text"> <span class="vector-toc-numb">4</span> <span>References</span> </div> </a> <ul id="toc-References-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Further_reading" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Further_reading"> <div class="vector-toc-text"> <span class="vector-toc-numb">5</span> <span>Further reading</span> </div> </a> <ul id="toc-Further_reading-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-External_links" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#External_links"> <div class="vector-toc-text"> <span class="vector-toc-numb">6</span> <span>External links</span> </div> </a> <ul id="toc-External_links-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="Contents" class="vector-toc-landmark"> <div id="vector-page-titlebar-toc" class="vector-dropdown vector-page-titlebar-toc vector-button-flush-left" title="Table of Contents" > <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="Toggle the table of contents" > <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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Available in 32 languages" > <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-32" 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">32 languages</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/Litiumaluminiumhidried" title="Litiumaluminiumhidried – Afrikaans" lang="af" hreflang="af" data-title="Litiumaluminiumhidried" data-language-autonym="Afrikaans" data-language-local-name="Afrikaans" class="interlanguage-link-target"><span>Afrikaans</span></a></li><li class="interlanguage-link interwiki-ar badge-Q17437798 badge-goodarticle mw-list-item" title="good article badge"><a href="https://ar.wikipedia.org/wiki/%D9%87%D9%8A%D8%AF%D8%B1%D9%8A%D8%AF_%D8%A3%D9%84%D9%88%D9%85%D9%86%D9%8A%D9%88%D9%85_%D8%A7%D9%84%D9%84%D9%8A%D8%AB%D9%8A%D9%88%D9%85" title="هيدريد ألومنيوم الليثيوم – Arabic" lang="ar" hreflang="ar" data-title="هيدريد ألومنيوم الليثيوم" data-language-autonym="العربية" data-language-local-name="Arabic" class="interlanguage-link-target"><span>العربية</span></a></li><li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D9%84%DB%8C%D8%AA%DB%8C%D9%88%D9%85_%D8%A2%D9%84%D9%88%D9%85%DB%8C%D9%86%DB%8C%D9%88%D9%85_%D9%87%DB%8C%D8%AF%D8%B1%DB%8C%D8%AF" title="لیتیوم آلومینیوم هیدرید – South Azerbaijani" lang="azb" hreflang="azb" data-title="لیتیوم آلومینیوم هیدرید" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-bn mw-list-item"><a href="https://bn.wikipedia.org/wiki/%E0%A6%B2%E0%A6%BF%E0%A6%A5%E0%A6%BF%E0%A6%AF%E0%A6%BC%E0%A6%BE%E0%A6%AE_%E0%A6%85%E0%A7%8D%E0%A6%AF%E0%A6%BE%E0%A6%B2%E0%A7%81%E0%A6%AE%E0%A6%BF%E0%A6%A8%E0%A6%BF%E0%A6%AF%E0%A6%BC%E0%A6%BE%E0%A6%AE_%E0%A6%B9%E0%A6%BE%E0%A6%87%E0%A6%A1%E0%A7%8D%E0%A6%B0%E0%A6%BE%E0%A6%87%E0%A6%A1" title="লিথিয়াম অ্যালুমিনিয়াম হাইড্রাইড – Bangla" lang="bn" hreflang="bn" data-title="লিথিয়াম অ্যালুমিনিয়াম হাইড্রাইড" data-language-autonym="বাংলা" data-language-local-name="Bangla" 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/Alumanur_de_liti" title="Alumanur de liti – Catalan" lang="ca" hreflang="ca" data-title="Alumanur de liti" data-language-autonym="Català" data-language-local-name="Catalan" class="interlanguage-link-target"><span>Català</span></a></li><li class="interlanguage-link interwiki-cv mw-list-item"><a href="https://cv.wikipedia.org/wiki/%D0%9B%D0%B8%D1%82%D0%B8%D0%B9_%D0%B0%D0%BB%D0%B0%D0%BD%D0%B0%D1%87%C4%95" title="Литий аланачĕ – Chuvash" lang="cv" hreflang="cv" data-title="Литий аланачĕ" data-language-autonym="Чӑвашла" data-language-local-name="Chuvash" class="interlanguage-link-target"><span>Чӑвашла</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Tetrahydridohlinitan_lithn%C3%BD" title="Tetrahydridohlinitan lithný – Czech" lang="cs" hreflang="cs" data-title="Tetrahydridohlinitan lithný" data-language-autonym="Čeština" data-language-local-name="Czech" 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/Lithiumaluminiumhydrid" title="Lithiumaluminiumhydrid – German" lang="de" hreflang="de" data-title="Lithiumaluminiumhydrid" data-language-autonym="Deutsch" data-language-local-name="German" 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%9B%CE%B9%CE%B8%CE%B9%CE%BF%CE%B1%CF%81%CE%B3%CE%B9%CE%BB%CE%B9%CE%BF%CF%8B%CE%B4%CF%81%CE%AF%CE%B4%CE%B9%CE%BF" title="Λιθιοαργιλιοϋδρίδιο – Greek" lang="el" hreflang="el" data-title="Λιθιοαργιλιοϋδρίδιο" data-language-autonym="Ελληνικά" data-language-local-name="Greek" class="interlanguage-link-target"><span>Ελληνικά</span></a></li><li class="interlanguage-link interwiki-es mw-list-item"><a href="https://es.wikipedia.org/wiki/Hidruro_de_litio_y_aluminio" title="Hidruro de litio y aluminio – Spanish" lang="es" hreflang="es" data-title="Hidruro de litio y aluminio" data-language-autonym="Español" data-language-local-name="Spanish" class="interlanguage-link-target"><span>Español</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D9%84%DB%8C%D8%AA%DB%8C%D9%85_%D8%A2%D9%84%D9%88%D9%85%DB%8C%D9%86%DB%8C%D9%88%D9%85_%D9%87%DB%8C%D8%AF%D8%B1%DB%8C%D8%AF" title="لیتیم آلومینیوم هیدرید – Persian" lang="fa" hreflang="fa" data-title="لیتیم آلومینیوم هیدرید" data-language-autonym="فارسی" data-language-local-name="Persian" 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/T%C3%A9trahydruroaluminate_de_lithium" title="Tétrahydruroaluminate de lithium – French" lang="fr" hreflang="fr" data-title="Tétrahydruroaluminate de lithium" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ko mw-list-item"><a href="https://ko.wikipedia.org/wiki/%EC%88%98%EC%86%8C%ED%99%94_%EC%95%8C%EB%A3%A8%EB%AF%B8%EB%8A%84_%EB%A6%AC%ED%8A%AC" title="수소화 알루미늄 리튬 – Korean" lang="ko" hreflang="ko" data-title="수소화 알루미늄 리튬" data-language-autonym="한국어" data-language-local-name="Korean" class="interlanguage-link-target"><span>한국어</span></a></li><li class="interlanguage-link interwiki-hi mw-list-item"><a href="https://hi.wikipedia.org/wiki/%E0%A4%B2%E0%A4%BF%E0%A4%A5%E0%A4%BF%E0%A4%AF%E0%A4%AE_%E0%A4%85%E0%A4%B2%E0%A5%8D%E0%A4%AF%E0%A5%81%E0%A4%AE%E0%A4%BF%E0%A4%A8%E0%A4%BF%E0%A4%AF%E0%A4%AE_%E0%A4%B9%E0%A4%BE%E0%A4%87%E0%A4%A1%E0%A5%8D%E0%A4%B0%E0%A4%BE%E0%A4%87%E0%A4%A1" title="लिथियम अल्युमिनियम हाइड्राइड – Hindi" lang="hi" hreflang="hi" data-title="लिथियम अल्युमिनियम हाइड्राइड" data-language-autonym="हिन्दी" data-language-local-name="Hindi" class="interlanguage-link-target"><span>हिन्दी</span></a></li><li class="interlanguage-link interwiki-id mw-list-item"><a href="https://id.wikipedia.org/wiki/Litium_aluminium_hidrida" title="Litium aluminium hidrida – Indonesian" lang="id" hreflang="id" data-title="Litium aluminium hidrida" data-language-autonym="Bahasa Indonesia" data-language-local-name="Indonesian" 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/Tetraidroalluminato_di_litio" title="Tetraidroalluminato di litio – Italian" lang="it" hreflang="it" data-title="Tetraidroalluminato di litio" data-language-autonym="Italiano" data-language-local-name="Italian" class="interlanguage-link-target"><span>Italiano</span></a></li><li class="interlanguage-link interwiki-he mw-list-item"><a href="https://he.wikipedia.org/wiki/%D7%9C%D7%99%D7%AA%D7%99%D7%95%D7%9D_%D7%90%D7%9C%D7%95%D7%9E%D7%99%D7%A0%D7%99%D7%95%D7%9D_%D7%94%D7%99%D7%93%D7%A8%D7%99%D7%93" title="ליתיום אלומיניום הידריד – Hebrew" lang="he" hreflang="he" data-title="ליתיום אלומיניום הידריד" data-language-autonym="עברית" data-language-local-name="Hebrew" class="interlanguage-link-target"><span>עברית</span></a></li><li class="interlanguage-link interwiki-ms mw-list-item"><a href="https://ms.wikipedia.org/wiki/Litium_aluminium_hidrida" title="Litium aluminium hidrida – Malay" lang="ms" hreflang="ms" data-title="Litium aluminium hidrida" data-language-autonym="Bahasa Melayu" data-language-local-name="Malay" class="interlanguage-link-target"><span>Bahasa Melayu</span></a></li><li class="interlanguage-link interwiki-nl badge-Q17437796 badge-featuredarticle mw-list-item" title="featured article badge"><a href="https://nl.wikipedia.org/wiki/Lithiumaluminiumhydride" title="Lithiumaluminiumhydride – Dutch" lang="nl" hreflang="nl" data-title="Lithiumaluminiumhydride" data-language-autonym="Nederlands" data-language-local-name="Dutch" class="interlanguage-link-target"><span>Nederlands</span></a></li><li class="interlanguage-link interwiki-ja mw-list-item"><a href="https://ja.wikipedia.org/wiki/%E6%B0%B4%E7%B4%A0%E5%8C%96%E3%82%A2%E3%83%AB%E3%83%9F%E3%83%8B%E3%82%A6%E3%83%A0%E3%83%AA%E3%83%81%E3%82%A6%E3%83%A0" title="水素化アルミニウムリチウム – Japanese" lang="ja" hreflang="ja" data-title="水素化アルミニウムリチウム" data-language-autonym="日本語" data-language-local-name="Japanese" class="interlanguage-link-target"><span>日本語</span></a></li><li class="interlanguage-link interwiki-pl mw-list-item"><a href="https://pl.wikipedia.org/wiki/Tetrahydroglinian_litu" title="Tetrahydroglinian litu – Polish" lang="pl" hreflang="pl" data-title="Tetrahydroglinian litu" data-language-autonym="Polski" data-language-local-name="Polish" 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/Hidreto_de_alum%C3%ADnio_e_l%C3%ADtio" title="Hidreto de alumínio e lítio – Portuguese" lang="pt" hreflang="pt" data-title="Hidreto de alumínio e lítio" data-language-autonym="Português" data-language-local-name="Portuguese" class="interlanguage-link-target"><span>Português</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%90%D0%BB%D1%8E%D0%BC%D0%BE%D0%B3%D0%B8%D0%B4%D1%80%D0%B8%D0%B4_%D0%BB%D0%B8%D1%82%D0%B8%D1%8F" title="Алюмогидрид лития – Russian" lang="ru" hreflang="ru" data-title="Алюмогидрид лития" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-simple mw-list-item"><a href="https://simple.wikipedia.org/wiki/Lithium_aluminium_hydride" title="Lithium aluminium hydride – Simple English" lang="en-simple" hreflang="en-simple" data-title="Lithium aluminium hydride" 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/%D0%A2%D0%B5%D1%82%D1%80%D0%B0%D1%85%D0%B8%D0%B4%D1%80%D0%BE%D0%B0%D0%BB%D1%83%D0%BC%D0%B8%D0%BD%D0%B0%D1%82_%D0%BB%D0%B8%D1%82%D0%B8%D1%98%D1%83%D0%BC%D0%B0" title="Тетрахидроалуминат литијума – Serbian" lang="sr" hreflang="sr" data-title="Тетрахидроалуминат литијума" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Litijum_tetrahidroaluminat" title="Litijum tetrahidroaluminat – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Litijum tetrahidroaluminat" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" 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/Litiumalumiinihydridi" title="Litiumalumiinihydridi – Finnish" lang="fi" hreflang="fi" data-title="Litiumalumiinihydridi" data-language-autonym="Suomi" data-language-local-name="Finnish" 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/Litiumaluminiumhydrid" title="Litiumaluminiumhydrid – Swedish" lang="sv" hreflang="sv" data-title="Litiumaluminiumhydrid" data-language-autonym="Svenska" data-language-local-name="Swedish" 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%87%E0%AE%B2%E0%AE%BF%E0%AE%A4%E0%AF%8D%E0%AE%A4%E0%AE%BF%E0%AE%AF%E0%AE%AE%E0%AF%8D_%E0%AE%85%E0%AE%B2%E0%AF%81%E0%AE%AE%E0%AE%BF%E0%AE%A9%E0%AE%BF%E0%AE%AF%E0%AE%AE%E0%AF%8D_%E0%AE%90%E0%AE%A4%E0%AE%B0%E0%AF%88%E0%AE%9F%E0%AF%81" title="இலித்தியம் அலுமினியம் ஐதரைடு – Tamil" lang="ta" hreflang="ta" data-title="இலித்தியம் அலுமினியம் ஐதரைடு" data-language-autonym="தமிழ்" data-language-local-name="Tamil" class="interlanguage-link-target"><span>தமிழ்</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%90%D0%BB%D1%8E%D0%BC%D0%BE%D0%B3%D1%96%D0%B4%D1%80%D0%B8%D0%B4_%D0%BB%D1%96%D1%82%D1%96%D1%8E" title="Алюмогідрид літію – Ukrainian" lang="uk" hreflang="uk" data-title="Алюмогідрид літію" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Lithi_nh%C3%B4m_hydride" title="Lithi nhôm hydride – Vietnamese" lang="vi" hreflang="vi" data-title="Lithi nhôm hydride" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li><li class="interlanguage-link interwiki-zh mw-list-item"><a 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data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">From Wikipedia, the free encyclopedia</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="en" dir="ltr"><style data-mw-deduplicate="TemplateStyles:r1268415487">.mw-parser-output .ib-chembox{border-collapse:collapse;text-align:left}.mw-parser-output .ib-chembox td,.mw-parser-output .ib-chembox th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}@media screen{html.skin-theme-clientpref-night .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .ib-chembox figure:not(.skin-invert-image):not(.skin-invert):not(.bg-transparent){background:var(--background-color-inverted,#f8f9fa)}}</style> <table class="infobox ib-chembox"> <caption>Lithium aluminium hydride </caption> <tbody><tr> <td colspan="2" class="borderless" style="text-align:center"> <table border="0" style="width:100%;display:inline-table;"> <tbody><tr> <td style="border-right:1px solid #aaa; width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Lithium_aluminium_hydride.svg" class="mw-file-description" title="Wireframe model of lithium aluminium hydride"><img alt="Wireframe model of lithium aluminium hydride" src="//upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Lithium_aluminium_hydride.svg/110px-Lithium_aluminium_hydride.svg.png" decoding="async" width="110" height="69" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Lithium_aluminium_hydride.svg/165px-Lithium_aluminium_hydride.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/b/bd/Lithium_aluminium_hydride.svg/220px-Lithium_aluminium_hydride.svg.png 2x" data-file-width="160" data-file-height="100" /></a><figcaption>Wireframe model of lithium aluminium hydride</figcaption></figure> </td> <td style="width:50%;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Lithium-aluminium-hydride-layer-3D-balls.png" class="mw-file-description" title="Unit cell ball and stick model of lithium aluminium hydride"><img alt="Unit cell ball and stick model of lithium aluminium hydride" src="//upload.wikimedia.org/wikipedia/commons/thumb/1/14/Lithium-aluminium-hydride-layer-3D-balls.png/110px-Lithium-aluminium-hydride-layer-3D-balls.png" decoding="async" width="110" height="81" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/14/Lithium-aluminium-hydride-layer-3D-balls.png/165px-Lithium-aluminium-hydride-layer-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/14/Lithium-aluminium-hydride-layer-3D-balls.png/220px-Lithium-aluminium-hydride-layer-3D-balls.png 2x" data-file-width="714" data-file-height="525" /></a><figcaption>Unit cell ball and stick model of lithium aluminium hydride</figcaption></figure> </td></tr></tbody></table> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><figure class="mw-halign-center" typeof="mw:File"><a href="/wiki/File:Lithium_aluminium_hydride.jpg" class="mw-file-description" title="Lithium aluminium hydride"><img alt="Lithium aluminium hydride" src="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/Lithium_aluminium_hydride.jpg/220px-Lithium_aluminium_hydride.jpg" decoding="async" width="220" height="219" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/7/7d/Lithium_aluminium_hydride.jpg/330px-Lithium_aluminium_hydride.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/7/7d/Lithium_aluminium_hydride.jpg/440px-Lithium_aluminium_hydride.jpg 2x" data-file-width="720" data-file-height="718" /></a><figcaption>Lithium aluminium hydride</figcaption></figure> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Preferred_IUPAC_name" title="Preferred IUPAC name">Preferred IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Lithium tetrahydridoaluminate(III)</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">Lithium alumanuide</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li>Lithium aluminium hydride</li><li>Lithal</li><li>Lithium alanate</li><li>Lithium aluminohydride</li><li>Lithium tetrahydridoaluminate</li></ul></div></div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=16853-85-3">16853-85-3</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=14128-54-2">14128-54-2</a></span> (<sup>2</sup>H<sub>4</sub>)<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=%5BLi%2B%5D.%5BAlH4-%5D">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td>Abbreviations </td> <td>LAH </td></tr> <tr> <td><a href="/wiki/ChEBI" title="ChEBI">ChEBI</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.ebi.ac.uk"><a rel="nofollow" class="external text" href="https://www.ebi.ac.uk/chebi/searchId.do?chebiId=30142">CHEBI:30142</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.26150.html">26150</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.037.146">100.037.146</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q409574#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>240-877-9</li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Gmelin_database" title="Gmelin database">Gmelin Reference</a></div> </td> <td>13167 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/28112">28112</a></span></li><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/11062293">11062293</a></span> (<sup>2</sup>H<sub>4</sub>)</li><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/11094533">11094533</a></span> (<sup>3</sup>H<sub>4</sub>)</li></ul></div> </td></tr> <tr> <td><a href="/wiki/RTECS" class="mw-redirect" title="RTECS">RTECS number</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>BD0100000</li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/77UJC875H4">77UJC875H4</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><a href="/wiki/UN_number" title="UN number">UN number</a> </td> <td>1410 </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID70893441">DTXSID70893441</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q409574#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/Al.Li.4H/q-1;+1;;;;<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: OCZDCIYGECBNKL-UHFFFAOYSA-N<sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/Al.Li.4H/q-1;+1;;;;</div></div></li><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: OCZDCIYGECBNKL-UHFFFAOYSA-N</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">[Li+].[AlH4-]</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1123817410">.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}</style><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span>  </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7001379500000000000♠"></span>37.95</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>white crystals (pure samples)<br />grey powder (commercial material) <br /> <a href="/wiki/Hygroscopic" class="mw-redirect" title="Hygroscopic">hygroscopic</a> </td></tr> <tr> <td><a href="/wiki/Odor" title="Odor">Odor</a> </td> <td>odorless </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>0.917 g/cm<sup>3</sup>, solid </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>150 °C (302 °F; 423 K) (decomposes) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Aqueous_solution" title="Aqueous solution">Solubility in water</a></div> </td> <td>Reacts </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> in <a href="/wiki/Tetrahydrofuran" title="Tetrahydrofuran">tetrahydrofuran</a> </td> <td>112.332 g/L </td></tr> <tr> <td><a href="/wiki/Solubility" title="Solubility">Solubility</a> in <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a> </td> <td>39.5 g/(100 mL) </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Structure </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Crystal_structure" title="Crystal structure">Crystal structure</a></div> </td> <td><a href="/wiki/Monoclinic" class="mw-redirect" title="Monoclinic">monoclinic</a> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Space_group" title="Space group">Space group</a></div> </td> <td><i>P</i>2<sub>1</sub>/<i>c</i> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Thermochemistry </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Heat_capacity" title="Heat capacity">Heat capacity</a> <span style="font-size:112%;">(<i>C</i>)</span></div> </td> <td>86.4 J/(mol·K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_molar_entropy" title="Standard molar entropy">Std molar<br />entropy</a> <span style="font-size:112%;">(<i>S</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>87.9 J/(mol·K) </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Standard_enthalpy_change_of_formation" class="mw-redirect" title="Standard enthalpy change of formation">Std enthalpy of<br />formation</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>H</i><sup>⦵</sup><sub>298</sub>)</span></div> </td> <td>−117 kJ/mol </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Gibbs_free_energy#Standard_energy_change_of_formation" title="Gibbs free energy">Gibbs free energy</a> <span style="font-size:112%;">(Δ<sub>f</sub><i>G</i><sup>⦵</sup>)</span></div> </td> <td>−48.4 kJ/mol </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Hazards<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> </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;color:inherit;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals" title="Globally Harmonized System of Classification and Labelling of Chemicals"><b>GHS</b> labelling</a>: </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_pictograms" title="GHS hazard pictograms">Pictograms</a></div> </td> <td><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-flamme.svg" class="mw-file-description" title="GHS02: Flammable"><img alt="GHS02: Flammable" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/50px-GHS-pictogram-flamme.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/75px-GHS-pictogram-flamme.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6d/GHS-pictogram-flamme.svg/100px-GHS-pictogram-flamme.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-acid.svg" class="mw-file-description" title="GHS05: Corrosive"><img alt="GHS05: Corrosive" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/50px-GHS-pictogram-acid.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/75px-GHS-pictogram-acid.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a1/GHS-pictogram-acid.svg/100px-GHS-pictogram-acid.svg.png 2x" data-file-width="724" data-file-height="724" /></a></span> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Globally_Harmonized_System_of_Classification_and_Labelling_of_Chemicals#Signal_word" title="Globally Harmonized System of Classification and Labelling of Chemicals">Signal word</a></div> </td> <td><b>Danger</b> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_hazard_statements" title="GHS hazard statements">Hazard statements</a></div> </td> <td><abbr class="abbr" title="H260: In contact with water releases flammable gases which may ignite spontaneously">H260</abbr>, <abbr class="abbr" title="H314: Causes severe skin burns and eye damage">H314</abbr> </td></tr> <tr> <td style="padding-left:1em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/GHS_precautionary_statements" title="GHS precautionary statements">Precautionary statements</a></div> </td> <td><abbr class="abbr" title="P223: Do not allow contact with water.">P223</abbr>, <abbr class="abbr" title="P231+P232: Handle and store contents under inert gas. Protect from moisture">P231+P232</abbr>, <abbr class="abbr" title="P280: Wear protective gloves/protective clothing/eye protection/face protection.">P280</abbr>, <abbr class="abbr" title="P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.">P305+P351+P338</abbr>, <abbr class="abbr" title="P370+P378: In case of fire: Use ... to extinguish.">P370+P378</abbr>, <abbr class="abbr" title="P422: Store contents under ...">P422</abbr><sup id="cite_ref-sigma_1-0" class="reference"><a href="#cite_note-sigma-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/NFPA_704" title="NFPA 704"><b>NFPA 704</b></a> (fire diamond) </td> <td><style data-mw-deduplicate="TemplateStyles:r1170367383">.mw-parser-output .nfpa-704-diamond-ref{float:right;padding:1px;text-align:right}.mw-parser-output .nfpa-704-diamond-container{width:82px;font-family:sans-serif;margin:0 auto}.mw-parser-output .nfpa-704-diamond-container-ref{float:left;margin-left:1em}.mw-parser-output .nfpa-704-diamond-images{float:left;font-size:20px;text-align:center;position:relative;height:80px;width:80px;padding:1px}.mw-parser-output .nfpa-704-diamond-map{position:absolute;height:80px;width:80px}.mw-parser-output .nfpa-704-diamond .noresize{margin:0 auto}.mw-parser-output .nfpa-704-diamond-code{line-height:1em;text-align:center;position:absolute}.mw-parser-output .nfpa-704-diamond-code>a{color:black}.mw-parser-output .nfpa-704-diamond-blue{width:13px;top:31px;left:15px}.mw-parser-output .nfpa-704-diamond-red{width:12px;top:12px;left:35px}.mw-parser-output .nfpa-704-diamond-yellow{width:13px;top:31px;left:54px}.mw-parser-output .nfpa-704-diamond-white-image{position:relative;top:51px;left:0}.mw-parser-output .nfpa-704-diamond-white-text{vertical-align:middle;text-align:center;line-height:80%;position:absolute;top:52px}.mw-parser-output .nfpa-704-diamond-white-text a>span{position:absolute;color:black}.mw-parser-output .nfpa-704-diamond-white-wors{font-size:15px;width:23px;left:29px}.mw-parser-output .nfpa-704-diamond-white-wox{font-size:15px;font-stretch:condensed;width:21px;line-height:80%;top:-4px;left:29px}.mw-parser-output .nfpa-704-diamond-white-abcp{font-size:13.5px;font-stretch:condensed;width:28px;left:26px}.mw-parser-output .nfpa-704-diamond-white-ac{font-size:10px;width:30px;left:25px}.mw-parser-output .nfpa-704-diamond-white-strike{text-decoration:line-through}</style><div class="nfpa-704-diamond notheme"><div class="nfpa-74-diamond-refs"><sup id="cite_ref-3" class="reference"><a href="#cite_note-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup></div><div class="nfpa-704-diamond-container nfpa-704-diamond-container-ref"><div class="nfpa-704-diamond-images nounderlines"> <div class="nfpa-704-diamond-map"><figure class="noresize" typeof="mw:File"><span><img alt="NFPA 704 four-colored diamond" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/80px-NFPA_704.svg.png" decoding="async" width="80" height="80" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/120px-NFPA_704.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/6f/NFPA_704.svg/160px-NFPA_704.svg.png 2x" data-file-width="512" data-file-height="512" usemap="#ImageMap_99bd0c0a2f5efa62" /></span><map name="ImageMap_99bd0c0a2f5efa62"><area href="/wiki/NFPA_704#Blue" shape="poly" coords="23,23,47,47,23,70,0,47" alt="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" title="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" /><area href="/wiki/NFPA_704#Red" shape="poly" coords="47,0,70,23,47,47,23,23" alt="Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" title="Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" /><area href="/wiki/NFPA_704#Yellow" shape="poly" coords="70,23,94,47,70,70,47,47" alt="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" title="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" /><area href="/wiki/NFPA_704#White" shape="poly" coords="47,47,70,70,47,94,23,70" alt="Special hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid" title="Special hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid" /></map><figcaption></figcaption></figure></div><div class="nfpa-704-diamond-code nfpa-704-diamond-blue"> <a href="/wiki/NFPA_704#Blue" title="NFPA 704"><span title="Health 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gas" class="notheme mw-no-invert">3</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-red"> <a href="/wiki/NFPA_704#Red" title="NFPA 704"><span title="Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel" class="notheme mw-no-invert">2</span></a></div><div class="nfpa-704-diamond-code nfpa-704-diamond-yellow"> <a href="/wiki/NFPA_704#Yellow" title="NFPA 704"><span title="Instability 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorus" class="notheme mw-no-invert">2</span></a></div><div class="nfpa-704-diamond-white-text mw-no-invert"><a href="/wiki/NFPA_704#White" title="NFPA 704"><span class="nfpa-704-diamond-white-wors" title="Special hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid"><span class="nfpa-704-diamond-white-strike">W</span></span></a></div></div></div></div> </td></tr> <tr> <td><a href="/wiki/Flash_point" title="Flash point">Flash point</a> </td> <td>125 °C (257 °F; 398 K) </td></tr> <tr> <td><a href="/wiki/Safety_data_sheet" title="Safety data sheet">Safety data sheet</a> (SDS) </td> <td><a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=PL&language=EN-generic&productNumber=199877&brand=ALDRICH&PageToGoToURL=https%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fproduct%2Faldrich%2F199877%3Flang%3Dpl">Lithium aluminium hydride</a> </td></tr> <tr> <th colspan="2" style="background: #f8eaba;color:inherit; text-align: center;">Related compounds </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Related <a href="/wiki/Hydride" title="Hydride">hydride</a></div> </td> <td><a href="/wiki/Aluminium_hydride" title="Aluminium hydride">aluminium hydride</a><br /><a href="/wiki/Sodium_borohydride" title="Sodium borohydride">sodium borohydride</a><br /><a href="/wiki/Sodium_hydride" title="Sodium hydride">sodium hydride</a><br /><a href="/wiki/Sodium_aluminium_hydride" title="Sodium aluminium hydride">Sodium aluminium hydride</a> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; color:inherit; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=457117309&page2=Lithium+aluminium+hydride">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Lithium aluminium hydride</b>, commonly abbreviated to <b>LAH</b>, is an <a href="/wiki/Inorganic_compound" title="Inorganic compound">inorganic compound</a> with the <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap"><a href="/wiki/Lithium" title="Lithium">Li</a>[<a href="/wiki/Aluminium" title="Aluminium">Al</a><a href="/wiki/Hydrogen" title="Hydrogen">H</a><sub class="template-chem2-sub">4</sub>]</span> or <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">LiAlH<sub class="template-chem2-sub">4</sub></span>. It is a white solid, discovered by Finholt, Bond and <a href="/wiki/Hermann_Irving_Schlesinger" title="Hermann Irving Schlesinger">Schlesinger</a> in 1947.<sup id="cite_ref-Schlessinger_4-0" class="reference"><a href="#cite_note-Schlessinger-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> This compound is used as a <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agent</a> in <a href="/wiki/Organic_synthesis" title="Organic synthesis">organic synthesis</a>, especially for the reduction of <a href="/wiki/Ester" title="Ester">esters</a>, <a href="/wiki/Carboxylic_acid" title="Carboxylic acid">carboxylic acids</a>, and <a href="/wiki/Amide" title="Amide">amides</a>. The solid is dangerously reactive toward water, releasing gaseous <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a> (H<sub>2</sub>). Some related derivatives have been discussed for <a href="/wiki/Hydrogen_storage" title="Hydrogen storage">hydrogen storage</a>. </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Properties,_structure,_preparation"><span id="Properties.2C_structure.2C_preparation"></span>Properties, structure, preparation</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=1" title="Edit section: Properties, structure, preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Lialh4_sem.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/Lialh4_sem.png/170px-Lialh4_sem.png" decoding="async" width="170" height="182" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c1/Lialh4_sem.png/255px-Lialh4_sem.png 1.5x, //upload.wikimedia.org/wikipedia/commons/c/c1/Lialh4_sem.png 2x" data-file-width="270" data-file-height="289" /></a><figcaption><a href="/wiki/Scanning_electron_microscopy" class="mw-redirect" title="Scanning electron microscopy">Scanning Electron Microscope</a> image of LAH powder</figcaption></figure> <p>LAH is a colourless solid but commercial samples are usually gray due to contamination.<sup id="cite_ref-africa_5-0" class="reference"><a href="#cite_note-africa-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> This material can be purified by recrystallization from <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>. Large-scale purifications employ a <a href="/wiki/Soxhlet_extractor" title="Soxhlet extractor">Soxhlet extractor</a>. Commonly, the impure gray material is used in synthesis, since the impurities are innocuous and can be easily separated from the organic products. The pure powdered material is <a href="/wiki/Pyrophoric" class="mw-redirect" title="Pyrophoric">pyrophoric</a>, but not its large crystals.<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> Some commercial materials contain <a href="/wiki/Mineral_oil" title="Mineral oil">mineral oil</a> to inhibit reactions with atmospheric moisture, but more commonly it is packed in moisture-proof plastic sacks.<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> </p><p>LAH violently reacts with water, including atmospheric moisture, to liberate hydrogen gas. The reaction proceeds according to the following idealized equation:<sup id="cite_ref-africa_5-1" class="reference"><a href="#cite_note-africa-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>] + 4 H<sub class="template-chem2-sub">2</sub>O → LiOH + Al(OH)<sub class="template-chem2-sub">3</sub> + 4 H<sub class="template-chem2-sub">2</sub></span></dd></dl> <p>This reaction provides a useful method to generate hydrogen in the laboratory. Aged, air-exposed samples often appear white because they have absorbed enough moisture to generate a mixture of the white compounds <a href="/wiki/Lithium_hydroxide" title="Lithium hydroxide">lithium hydroxide</a> and <a href="/wiki/Aluminium_hydroxide" title="Aluminium hydroxide">aluminium hydroxide</a>.<sup id="cite_ref-sittig_8-0" class="reference"><a href="#cite_note-sittig-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Structure">Structure</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=2" title="Edit section: Structure"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png/170px-Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png" decoding="async" width="170" height="204" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/12/Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png/255px-Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/12/Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png/340px-Lithium-aluminium-hydride-unit-cell-3D-polyhedra.png 2x" data-file-width="915" data-file-height="1100" /></a><figcaption>The crystal structure of LAH; Li atoms are purple and <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">AlH<sub class="template-chem2-sub">4</sub></span> tetrahedra are tan.</figcaption></figure> <p>LAH crystallizes in the <a href="/wiki/Monoclinic" class="mw-redirect" title="Monoclinic">monoclinic</a> <a href="/wiki/Space_group" title="Space group">space group</a> <i>P</i>2<sub>1</sub>/<i>c</i>. The <a href="/wiki/Unit_cell" title="Unit cell">unit cell</a> has the dimensions: <i>a</i> = 4.82, <i>b</i> = 7.81, and <i>c</i> = 7.92 Å, α = γ = 90° and β = 112°. In the structure, <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li<sup class="template-chem2-sup">+</sup></span> <a href="/wiki/Cations" class="mw-redirect" title="Cations">cations</a> are surrounded by five <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">[AlH<sub class="template-chem2-sub">4</sub>]<sup class="template-chem2-sup">−</sup></span> <a href="/wiki/Anions" class="mw-redirect" title="Anions">anions</a>, which have <a href="/wiki/Tetrahedral_molecular_geometry" title="Tetrahedral molecular geometry">tetrahedral molecular geometry</a>. The <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li<sup class="template-chem2-sup">+</sup></span> cations are bonded to one <a href="/wiki/Hydrogen" title="Hydrogen">hydrogen</a> atom from each of the surrounding tetrahedral <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">[AlH<sub class="template-chem2-sub">4</sub>]<sup class="template-chem2-sup">−</sup></span> anion creating a <a href="/wiki/Bipyramid" title="Bipyramid">bipyramid</a> arrangement. At high pressures (>2.2 GPa) a phase transition may occur to give β-LAH.<sup id="cite_ref-crystal_structure_9-0" class="reference"><a href="#cite_note-crystal_structure-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <figure class="mw-default-size mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Lialh4_xrpd.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/Lialh4_xrpd.svg/170px-Lialh4_xrpd.svg.png" decoding="async" width="170" height="74" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/27/Lialh4_xrpd.svg/255px-Lialh4_xrpd.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/27/Lialh4_xrpd.svg/340px-Lialh4_xrpd.svg.png 2x" data-file-width="1000" data-file-height="438" /></a><figcaption><a href="/wiki/X-ray_powder_diffraction" class="mw-redirect" title="X-ray powder diffraction">X-ray powder diffraction</a> pattern of as-received <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span>. The asterisk designates an impurity, possibly <a href="/wiki/Lithium_chloride" title="Lithium chloride">LiCl</a>.</figcaption></figure> <div class="mw-heading mw-heading3"><h3 id="Preparation">Preparation</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=3" title="Edit section: Preparation"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span> was first prepared from the reaction between <a href="/wiki/Lithium_hydride" title="Lithium hydride">lithium hydride</a> (LiH) and <a href="/wiki/Aluminium_chloride" title="Aluminium chloride">aluminium chloride</a>:<sup id="cite_ref-Schlessinger_4-1" class="reference"><a href="#cite_note-Schlessinger-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-africa_5-2" class="reference"><a href="#cite_note-africa-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">4 LiH + AlCl<sub class="template-chem2-sub">3</sub> → Li[AlH<sub class="template-chem2-sub">4</sub>] + 3 LiCl</span></dd></dl> <p>In addition to this method, the industrial synthesis entails the initial preparation of <a href="/wiki/Sodium_aluminium_hydride" title="Sodium aluminium hydride">sodium aluminium hydride</a> from the elements under high pressure and temperature:<sup id="cite_ref-HollemanAF_10-0" class="reference"><a href="#cite_note-HollemanAF-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Na + Al + 2 H<sub class="template-chem2-sub">2</sub> → Na[AlH<sub class="template-chem2-sub">4</sub>]</span></dd></dl> <p><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span> is then prepared by a <a href="/wiki/Salt_metathesis_reaction" title="Salt metathesis reaction">salt metathesis reaction</a> according to: </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Na[AlH<sub class="template-chem2-sub">4</sub>] + LiCl → Li[AlH<sub class="template-chem2-sub">4</sub>] + NaCl</span></dd></dl> <p>which proceeds in a high yield. <a href="/wiki/Lithium_chloride" title="Lithium chloride">LiCl</a> is removed by <a href="/wiki/Filtration" title="Filtration">filtration</a> from an <a href="/wiki/Diethyl_ether" title="Diethyl ether">ethereal</a> solution of LAH, with subsequent precipitation of LAH to yield a product containing around 1% <i>w</i>/<i>w</i> LiCl.<sup id="cite_ref-HollemanAF_10-1" class="reference"><a href="#cite_note-HollemanAF-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p><p>An alternative preparation starts from LiH, and metallic Al instead of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">AlCl<sub class="template-chem2-sub">3</sub></span>. Catalyzed by a small quantity of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">TiCl<sub class="template-chem2-sub">3</sub></span> (0.2%), the reaction proceeds well using <a href="/wiki/Dimethylether" class="mw-redirect" title="Dimethylether">dimethylether</a> as solvent. This method avoids the cogeneration of salt.<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> </p> <div class="mw-heading mw-heading3"><h3 id="Solubility_data">Solubility data</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=4" title="Edit section: Solubility data"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <table class="wikitable" style="text-align:center"> <caption>Solubility of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span> (mol/L)<sup id="cite_ref-sol_12-0" class="reference"><a href="#cite_note-sol-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </caption> <tbody><tr> <th rowspan="2">Solvent </th> <th colspan="5">Temperature (°C) </th></tr> <tr bgcolor="#ffdead"> <th>0</th> <th>25</th> <th>50</th> <th>75</th> <th>100 </th></tr> <tr> <th><a href="/wiki/Diethyl_ether" title="Diethyl ether">Diethyl ether</a> </th> <td>–</td> <td>5.92</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th><a href="/wiki/THF" class="mw-redirect" title="THF">THF</a> </th> <td>–</td> <td>2.96</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th><a href="/wiki/Dimethoxyethane" title="Dimethoxyethane">Monoglyme</a> </th> <td>1.29</td> <td>1.80</td> <td>2.57</td> <td>3.09</td> <td>3.34 </td></tr> <tr> <th><a href="/wiki/Diglyme" title="Diglyme">Diglyme</a> </th> <td>0.26</td> <td>1.29</td> <td>1.54</td> <td>2.06</td> <td>2.06 </td></tr> <tr> <th><a href="/wiki/Triethylene_glycol_dimethyl_ether" title="Triethylene glycol dimethyl ether">Triglyme</a> </th> <td>0.56</td> <td>0.77</td> <td>1.29</td> <td>1.80</td> <td>2.06 </td></tr> <tr> <th><a href="/wiki/Tetraethylene_glycol_dimethyl_ether" title="Tetraethylene glycol dimethyl ether">Tetraglyme</a> </th> <td>0.77</td> <td>1.54</td> <td>2.06</td> <td>2.06</td> <td>1.54 </td></tr> <tr> <th><a href="/wiki/Dioxane" class="mw-redirect" title="Dioxane">Dioxane</a> </th> <td>–</td> <td>0.03</td> <td>–</td> <td>–</td> <td>– </td></tr> <tr> <th><a href="/wiki/Dibutyl_ether" title="Dibutyl ether">Dibutyl ether</a> </th> <td>–</td> <td>0.56</td> <td>–</td> <td>–</td> <td>– </td></tr></tbody></table> <p>LAH is soluble in many <a href="/wiki/Diethyl_ether" title="Diethyl ether">ethereal</a> solutions. However, it may spontaneously decompose due to the presence of catalytic impurities, though, it appears to be more stable in <a href="/wiki/Tetrahydrofuran" title="Tetrahydrofuran">tetrahydrofuran</a> (THF). Thus, THF is preferred over, e.g., <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a>, despite the lower solubility.<sup id="cite_ref-sol_12-1" class="reference"><a href="#cite_note-sol-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Thermal_decomposition">Thermal decomposition</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=5" title="Edit section: Thermal decomposition"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>LAH is <a href="/wiki/Metastability_in_molecules" class="mw-redirect" title="Metastability in molecules">metastable</a> at room temperature. During prolonged storage it slowly decomposes to <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li<sub class="template-chem2-sub">3</sub>[AlH<sub class="template-chem2-sub">6</sub>]</span> (lithium hexahydridoaluminate) and <a href="/wiki/Lithium_hydride" title="Lithium hydride">LiH</a>.<sup id="cite_ref-Dymova_13-0" class="reference"><a href="#cite_note-Dymova-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup> This process can be accelerated by the presence of <a href="/wiki/Catalysis" title="Catalysis">catalytic</a> elements, such as <a href="/wiki/Titanium" title="Titanium">titanium</a>, <a href="/wiki/Iron" title="Iron">iron</a> or <a href="/wiki/Vanadium" title="Vanadium">vanadium</a>. </p> <figure class="mw-default-size" typeof="mw:File/Thumb"><a href="/wiki/File:Lialh4_dsc.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Lialh4_dsc.svg/220px-Lialh4_dsc.svg.png" decoding="async" width="220" height="156" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Lialh4_dsc.svg/330px-Lialh4_dsc.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/f/f0/Lialh4_dsc.svg/440px-Lialh4_dsc.svg.png 2x" data-file-width="1052" data-file-height="744" /></a><figcaption><a href="/wiki/Differential_scanning_calorimetry" title="Differential scanning calorimetry">Differential scanning calorimetry</a> of as-received <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span>.</figcaption></figure> <p>When heated LAH decomposes in a three-step <a href="/wiki/Reaction_mechanism" title="Reaction mechanism">reaction mechanism</a>:<sup id="cite_ref-Dymova_13-1" class="reference"><a href="#cite_note-Dymova-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-14" class="reference"><a href="#cite_note-14"><span class="cite-bracket">[</span>14<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Blanchard_15-0" class="reference"><a href="#cite_note-Blanchard-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </p> <style data-mw-deduplicate="TemplateStyles:r1266403038">.mw-parser-output table.numblk{border-collapse:collapse;border:none;margin-top:0;margin-right:0;margin-bottom:0}.mw-parser-output table.numblk>tbody>tr>td{vertical-align:middle;padding:0}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2){width:99%}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table{border-collapse:collapse;margin:0;border:none;width:100%}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:first-child>td:first-child,.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:first-child>td:last-child{padding:0 0.4ex}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:first-child>td:nth-child(2){width:100%;padding:0}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:last-child>td{padding:0}.mw-parser-output table.numblk>tbody>tr>td:last-child{font-weight:bold}.mw-parser-output table.numblk.numblk-raw-n>tbody>tr>td:last-child{font-weight:unset}.mw-parser-output table.numblk>tbody>tr>td:last-child::before{content:"("}.mw-parser-output table.numblk>tbody>tr>td:last-child::after{content:")"}.mw-parser-output table.numblk.numblk-raw-n>tbody>tr>td:last-child::before,.mw-parser-output table.numblk.numblk-raw-n>tbody>tr>td:last-child::after{content:none}.mw-parser-output table.numblk>tbody>tr>td{border:none}.mw-parser-output table.numblk.numblk-border>tbody>tr>td{border:thin solid}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:first-child>td{border:none}.mw-parser-output table.numblk.numblk-border>tbody>tr>td:nth-child(2)>table>tbody>tr:first-child>td{border:thin solid}.mw-parser-output table.numblk>tbody>tr>td:nth-child(2)>table>tbody>tr:last-child>td{border-left:none;border-right:none;border-bottom:none}.mw-parser-output table.numblk.numblk-border>tbody>tr>td:nth-child(2)>table>tbody>tr:last-child>td{border-left:thin solid;border-right:thin solid;border-bottom:thin solid}.mw-parser-output table.numblk:target{color:var(--color-base,#202122);background-color:#cfe8fd}@media screen{html.skin-theme-clientpref-night .mw-parser-output table.numblk:target{color:var(--color-base,#eaecf0);background-color:#301702}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output table.numblk:target{color:var(--color-base,#eaecf0);background-color:#301702}}</style><table role="presentation" class="numblk" style="margin-left: 1.6em;"><tbody><tr><td class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">3 Li[AlH<sub class="template-chem2-sub">4</sub>] → Li<sub class="template-chem2-sub">3</sub>[AlH<sub class="template-chem2-sub">6</sub>] + 2 Al + 3 H<sub class="template-chem2-sub">2</sub></span> </td> <td></td> <td class="nowrap"><span id="math_R1" class="reference nourlexpansion" style="font-weight:bold;">R1</span></td></tr></tbody></table> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1266403038"><table role="presentation" class="numblk" style="margin-left: 1.6em;"><tbody><tr><td class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">2 Li<sub class="template-chem2-sub">3</sub>[AlH<sub class="template-chem2-sub">6</sub>] → 6 LiH + 2 Al + 3 H<sub class="template-chem2-sub">2</sub></span> </td> <td></td> <td class="nowrap"><span id="math_R2" class="reference nourlexpansion" style="font-weight:bold;">R2</span></td></tr></tbody></table> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1266403038"><table role="presentation" class="numblk" style="margin-left: 1.6em;"><tbody><tr><td class="nowrap"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">2 LiH + 2 Al → 2 LiAl + H<sub class="template-chem2-sub">2</sub></span> </td> <td></td> <td class="nowrap"><span id="math_R3" class="reference nourlexpansion" style="font-weight:bold;">R3</span></td></tr></tbody></table> <p><b><a href="#math_R1">R1</a></b> is usually initiated by the <a href="/wiki/Melting" title="Melting">melting</a> of LAH in the temperature range 150–170 °C,<sup id="cite_ref-16" class="reference"><a href="#cite_note-16"><span class="cite-bracket">[</span>16<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-17" class="reference"><a href="#cite_note-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Andreasen_18-0" class="reference"><a href="#cite_note-Andreasen-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> immediately followed by decomposition into solid <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li<sub class="template-chem2-sub">3</sub>[AlH<sub class="template-chem2-sub">6</sub>]</span>, although <b><a href="#math_R1">R1</a></b> is known to proceed below the melting point of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span> as well.<sup id="cite_ref-19" class="reference"><a href="#cite_note-19"><span class="cite-bracket">[</span>19<span class="cite-bracket">]</span></a></sup> At about 200 °C, <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li<sub class="template-chem2-sub">3</sub>[AlH<sub class="template-chem2-sub">6</sub>]</span> decomposes into LiH (<b><a href="#math_R2">R2</a></b>)<sup id="cite_ref-Dymova_13-2" class="reference"><a href="#cite_note-Dymova-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Blanchard_15-1" class="reference"><a href="#cite_note-Blanchard-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Andreasen_18-1" class="reference"><a href="#cite_note-Andreasen-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> and Al which subsequently convert into LiAl above 400 °C (<b><a href="#math_R3">R3</a></b>).<sup id="cite_ref-Blanchard_15-2" class="reference"><a href="#cite_note-Blanchard-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> Reaction R1 is effectively irreversible. <b><a href="#math_R3">R3</a></b> is reversible with an equilibrium pressure of about 0.25 bar at 500 °C. <b><a href="#math_R1">R1</a></b> and <b><a href="#math_R2">R2</a></b> can occur at room temperature with suitable catalysts.<sup id="cite_ref-20" class="reference"><a href="#cite_note-20"><span class="cite-bracket">[</span>20<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Thermodynamic_data">Thermodynamic data</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=6" title="Edit section: Thermodynamic data"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The table summarizes <a href="/wiki/Thermodynamics" title="Thermodynamics">thermodynamic</a> data for LAH and reactions involving LAH,<sup id="cite_ref-InorganicHandbook_21-0" class="reference"><a href="#cite_note-InorganicHandbook-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-22" class="reference"><a href="#cite_note-22"><span class="cite-bracket">[</span>22<span class="cite-bracket">]</span></a></sup> in the form of <a href="/wiki/Standard_state" title="Standard state">standard</a> <a href="/wiki/Enthalpy" title="Enthalpy">enthalpy</a>, <a href="/wiki/Entropy" title="Entropy">entropy</a>, and <a href="/wiki/Gibbs_free_energy" title="Gibbs free energy">Gibbs free energy</a> change, respectively. </p> <table class="wikitable" style="margin:1em auto; text-align:center"> <caption>Thermodynamic data for reactions involving <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>]</span> </caption> <tbody><tr bgcolor="#ffdead"> <th>Reaction</th> <th>ΔH° <br />(kJ/mol)</th> <th>ΔS° <br />(J/(mol·K))</th> <th>ΔG° <br />(kJ/mol)</th> <th>Comment </th></tr> <tr> <td align="left"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li (s) + Al (s) + 2 H<sub class="template-chem2-sub">2</sub> (g) → Li[AlH<sub class="template-chem2-sub">4</sub>]</span> (s)</td> <td>−116.3</td> <td>−240.1</td> <td>−44.7</td> <td>Standard formation from the elements. </td></tr> <tr> <td align="left">LiH (s) + Al (s) + <style data-mw-deduplicate="TemplateStyles:r1154941027">.mw-parser-output .frac{white-space:nowrap}.mw-parser-output .frac .num,.mw-parser-output .frac .den{font-size:80%;line-height:0;vertical-align:super}.mw-parser-output .frac .den{vertical-align:sub}.mw-parser-output .sr-only{border:0;clip:rect(0,0,0,0);clip-path:polygon(0px 0px,0px 0px,0px 0px);height:1px;margin:-1px;overflow:hidden;padding:0;position:absolute;width:1px}</style><span class="frac"><span class="num">3</span>⁄<span class="den">2</span></span> H<sub>2</sub> (g) → LiAlH<sub>4</sub> (s)</td> <td>−95.6</td> <td>−180.2</td> <td>237.6</td> <td>Using ΔH°<sub>f</sub>(LiH) = −90.579865, ΔS°<sub>f</sub>(LiH) = −679.9, and ΔG°<sub>f</sub>(LiH) = −67.31235744. </td></tr> <tr> <td align="left"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Li[AlH<sub class="template-chem2-sub">4</sub>] (s) → Li[AlH<sub class="template-chem2-sub">4</sub>]</span> (l)</td> <td>22</td> <td>–</td> <td>–</td> <td>Heat of fusion. Value might be unreliable. </td></tr> <tr> <td align="left">LiAlH<sub>4</sub> (l) → <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1154941027"><span class="frac"><span class="num">1</span>⁄<span class="den">3</span></span> Li<sub>3</sub>AlH<sub>6</sub> (s) + <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1154941027"><span class="frac"><span class="num">2</span>⁄<span class="den">3</span></span> Al (s) + H<sub>2</sub> (g)</td> <td>3.46</td> <td>104.5</td> <td>−27.68</td> <td>ΔS° calculated from reported values of ΔH° and ΔG°. </td></tr></tbody></table> <div class="mw-heading mw-heading2"><h2 id="Applications">Applications</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=7" title="Edit section: Applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Use_in_organic_chemistry">Use in organic chemistry</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=8" title="Edit section: Use in organic chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Lithium aluminium hydride (LAH) is widely used in organic chemistry as a <a href="/wiki/Reducing_agent" title="Reducing agent">reducing agent</a>.<sup id="cite_ref-africa_5-3" class="reference"><a href="#cite_note-africa-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> It is more powerful than the related <a href="/wiki/Reagent" title="Reagent">reagent</a> <a href="/wiki/Sodium_borohydride" title="Sodium borohydride">sodium borohydride</a> owing to the weaker Al-H bond compared to the B-H bond.<sup id="cite_ref-23" class="reference"><a href="#cite_note-23"><span class="cite-bracket">[</span>23<span class="cite-bracket">]</span></a></sup> Often as a solution in <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a> and followed by an acid workup, it will convert <a href="/wiki/Ester" title="Ester">esters</a>, <a href="/wiki/Carboxylic_acid" title="Carboxylic acid">carboxylic acids</a>, <a href="/wiki/Acyl_chloride" title="Acyl chloride">acyl chlorides</a>, <a href="/wiki/Aldehydes" class="mw-redirect" title="Aldehydes">aldehydes</a>, and <a href="/wiki/Ketone" title="Ketone">ketones</a> into the corresponding <a href="/wiki/Alcohol_(chemistry)" title="Alcohol (chemistry)">alcohols</a> (see: <a href="/wiki/Carbonyl_reduction" title="Carbonyl reduction">carbonyl reduction</a>). Similarly, it converts <a href="/wiki/Amide" title="Amide">amide</a>,<sup id="cite_ref-24" class="reference"><a href="#cite_note-24"><span class="cite-bracket">[</span>24<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-25" class="reference"><a href="#cite_note-25"><span class="cite-bracket">[</span>25<span class="cite-bracket">]</span></a></sup> <a href="/wiki/Nitro_compound" title="Nitro compound">nitro</a>, <a href="/wiki/Nitrile" title="Nitrile">nitrile</a>, <a href="/wiki/Imine" title="Imine">imine</a>, <a href="/wiki/Oxime" title="Oxime">oxime</a>,<sup id="cite_ref-26" class="reference"><a href="#cite_note-26"><span class="cite-bracket">[</span>26<span class="cite-bracket">]</span></a></sup> and <a href="/wiki/Organic_azide" title="Organic azide">organic azides</a> into the <a href="/wiki/Amine" title="Amine">amines</a> (see: <a href="/wiki/Amide_reduction" title="Amide reduction">amide reduction</a>). It reduces <a href="/wiki/Quaternary_ammonium_cation" title="Quaternary ammonium cation">quaternary ammonium cations</a> into the corresponding tertiary amines. Reactivity can be tuned by replacing hydride groups <a href="/wiki/Reductions_with_metal_alkoxyaluminum_hydrides" class="mw-redirect" title="Reductions with metal alkoxyaluminum hydrides">by alkoxy groups</a>. Due to its pyrophoric nature, instability, toxicity, low shelf life and handling problems associated with its reactivity, it has been replaced in the last decade, both at the small-industrial scale and for large-scale reductions by the more convenient related reagent <a href="/wiki/Red-Al" class="mw-redirect" title="Red-Al">sodium bis (2-methoxyethoxy)aluminium hydride</a>, which exhibits similar reactivity but with higher safety, easier handling and better economics.<sup id="cite_ref-27" class="reference"><a href="#cite_note-27"><span class="cite-bracket">[</span>27<span class="cite-bracket">]</span></a></sup> </p><p>LAH is most commonly used for the reduction of <a href="/wiki/Ester" title="Ester">esters</a><sup id="cite_ref-28" class="reference"><a href="#cite_note-28"><span class="cite-bracket">[</span>28<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-29" class="reference"><a href="#cite_note-29"><span class="cite-bracket">[</span>29<span class="cite-bracket">]</span></a></sup> and <a href="/wiki/Carboxylic_acid" title="Carboxylic acid">carboxylic acids</a><sup id="cite_ref-30" class="reference"><a href="#cite_note-30"><span class="cite-bracket">[</span>30<span class="cite-bracket">]</span></a></sup> to primary alcohols; prior to the advent of LAH this was a difficult conversion involving <a href="/wiki/Sodium" title="Sodium">sodium</a> metal in boiling <a href="/wiki/Ethanol" title="Ethanol">ethanol</a> (the <a href="/wiki/Bouveault-Blanc_reduction" class="mw-redirect" title="Bouveault-Blanc reduction">Bouveault-Blanc reduction</a>). <a href="/wiki/Aldehyde" title="Aldehyde">Aldehydes</a> and <a href="/wiki/Ketone" title="Ketone">ketones</a><sup id="cite_ref-31" class="reference"><a href="#cite_note-31"><span class="cite-bracket">[</span>31<span class="cite-bracket">]</span></a></sup> can also be reduced to alcohols by LAH, but this is usually done using milder reagents such as <a href="/wiki/Sodium_borohydride" title="Sodium borohydride"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Na[BH<sub class="template-chem2-sub">4</sub>]</span></a>; α, β-unsaturated ketones are reduced to allylic alcohols.<sup id="cite_ref-32" class="reference"><a href="#cite_note-32"><span class="cite-bracket">[</span>32<span class="cite-bracket">]</span></a></sup> When <a href="/wiki/Epoxide" title="Epoxide">epoxides</a> are reduced using LAH, the reagent attacks the less <a href="/wiki/Steric_effects" title="Steric effects">hindered</a> end of the epoxide, usually producing a secondary or tertiary alcohol. <a href="/wiki/Epoxycyclohexane" class="mw-redirect" title="Epoxycyclohexane">Epoxycyclohexanes</a> are reduced to give axial alcohols preferentially.<sup id="cite_ref-33" class="reference"><a href="#cite_note-33"><span class="cite-bracket">[</span>33<span class="cite-bracket">]</span></a></sup> </p><p>Partial reduction of <a href="/wiki/Acid_chloride" class="mw-redirect" title="Acid chloride">acid chlorides</a> to give the corresponding aldehyde product cannot proceed via LAH, since the latter reduces all the way to the primary alcohol. Instead, the milder <a href="/w/index.php?title=Lithium_tri-tert-butoxyaluminum_hydride&action=edit&redlink=1" class="new" title="Lithium tri-tert-butoxyaluminum hydride (page does not exist)">lithium tri-<i>tert</i>-butoxyaluminum hydride</a>, which reacts significantly faster with the acid chloride than with the aldehyde, must be used. For example, when <a href="/wiki/Isovaleric_acid" title="Isovaleric acid">isovaleric acid</a> is treated with <a href="/wiki/Thionyl_chloride" title="Thionyl chloride">thionyl chloride</a> to give isovaleroyl chloride, it can then be reduced via lithium tri-<i>tert</i>-butoxyaluminum hydride to give isovaleraldehyde in 65% yield.<sup id="cite_ref-34" class="reference"><a href="#cite_note-34"><span class="cite-bracket">[</span>34<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-35" class="reference"><a href="#cite_note-35"><span class="cite-bracket">[</span>35<span class="cite-bracket">]</span></a></sup> </p> <figure class="mw-default-size noresize" typeof="mw:File"><span><img src="//upload.wikimedia.org/wikipedia/commons/3/30/LAH_rxns.png" decoding="async" width="556" height="428" class="mw-file-element" data-file-width="556" data-file-height="428" usemap="#ImageMap_eba071c065c2417d" /></span><map name="ImageMap_eba071c065c2417d"><area href="/wiki/Alcohol_(chemistry)" shape="rect" coords="5,12,91,74" alt="alcohol" title="alcohol" /><area href="/wiki/Epoxide" shape="rect" coords="82,178,170,240" alt="Epoxide" title="Epoxide" /><area href="/wiki/Alcohol_(chemistry)" shape="rect" coords="121,9,193,69" alt="alcohol2" title="alcohol2" /><area href="/wiki/Alcohol_(chemistry)" shape="rect" coords="337,1,414,60" alt="alcohol3" title="alcohol3" /><area href="/wiki/Alcohol_(chemistry)" shape="rect" coords="458,55,526,117" alt="alcohol4" title="alcohol4" /><area href="/wiki/Aldehyde" shape="rect" coords="170,151,234,210" alt="Aldehyde" title="Aldehyde" /><area href="/wiki/Nitrile" shape="rect" coords="141,259,207,279" alt="Nitrile" title="Nitrile" /><area href="/wiki/Amide" shape="rect" coords="135,281,196,300" alt="Amide" title="Amide" /><area href="/wiki/Amine" shape="rect" coords="128,311,204,366" alt="Amine" title="Amine" /><area href="/wiki/Carboxylic_acid" shape="rect" coords="264,268,339,334" alt="Carboxylic acid" title="Carboxylic acid" /><area href="/wiki/Alcohol_(chemistry)" shape="rect" coords="457,362,529,413" alt="alcohol5" title="alcohol5" /><area href="/wiki/Azide#Organic_azides" shape="rect" coords="381,255,433,273" alt="azide" title="azide" /><area href="/wiki/Amine" shape="rect" coords="469,244,525,269" alt="Amine" title="Amine" /><area href="/wiki/Ester" shape="rect" coords="321,193,401,242" alt="Ester" title="Ester" /><area href="/wiki/Ketone" shape="rect" coords="261,141,320,203" alt="Ketone" title="Ketone" /></map><figcaption></figcaption></figure> <p>Lithium aluminium hydride also reduces <a href="/wiki/Alkyl_halide" class="mw-redirect" title="Alkyl halide">alkyl halides</a> to <a href="/wiki/Alkane" title="Alkane">alkanes</a>.<sup id="cite_ref-36" class="reference"><a href="#cite_note-36"><span class="cite-bracket">[</span>36<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-37" class="reference"><a href="#cite_note-37"><span class="cite-bracket">[</span>37<span class="cite-bracket">]</span></a></sup> Alkyl iodides react the fastest, followed by alkyl bromides and then alkyl chlorides. Primary halides are the most reactive followed by secondary halides. Tertiary halides react only in certain cases.<sup id="cite_ref-38" class="reference"><a href="#cite_note-38"><span class="cite-bracket">[</span>38<span class="cite-bracket">]</span></a></sup> </p><p>Lithium aluminium hydride does not reduce simple <a href="/wiki/Alkene" title="Alkene">alkenes</a> or <a href="/wiki/Arene" class="mw-redirect" title="Arene">arenes</a>. <a href="/wiki/Alkyne" title="Alkyne">Alkynes</a> are reduced only if an alcohol group is nearby,<sup id="cite_ref-39" class="reference"><a href="#cite_note-39"><span class="cite-bracket">[</span>39<span class="cite-bracket">]</span></a></sup> and alkenes are reduced in the presence of catalytic <a href="/wiki/Titanium_tetrachloride" title="Titanium tetrachloride">TiCl<sub>4</sub></a>.<sup id="cite_ref-40" class="reference"><a href="#cite_note-40"><span class="cite-bracket">[</span>40<span class="cite-bracket">]</span></a></sup> It was observed that the <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">LiAlH<sub class="template-chem2-sub">4</sub></span> reduces the double bond in the <i>N</i>-allylamides.<sup id="cite_ref-41" class="reference"><a href="#cite_note-41"><span class="cite-bracket">[</span>41<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Inorganic_chemistry">Inorganic chemistry</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=9" title="Edit section: Inorganic chemistry"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>LAH is widely used to prepare main group and transition <a href="/wiki/Metal_hydrides" class="mw-redirect" title="Metal hydrides">metal hydrides</a> from the corresponding metal <a href="/wiki/Halide" title="Halide">halides</a>. </p> <dl><dd></dd></dl> <p>LAH also reacts with many inorganic ligands to form coordinated alumina complexes associated with lithium ions.<sup id="cite_ref-InorganicHandbook_21-1" class="reference"><a href="#cite_note-InorganicHandbook-21"><span class="cite-bracket">[</span>21<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>LiAlH<sub>4</sub> + 4NH<sub>3</sub> → Li[Al(NH<sub>2</sub>)<sub>4</sub>] + 4H<sub>2</sub></dd></dl> <div class="mw-heading mw-heading3"><h3 id="Hydrogen_storage">Hydrogen storage</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=10" title="Edit section: Hydrogen storage"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure typeof="mw:File/Thumb"><a href="/wiki/File:Volvsgrav.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Volvsgrav.png/300px-Volvsgrav.png" decoding="async" width="300" height="232" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/1/11/Volvsgrav.png/450px-Volvsgrav.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/1/11/Volvsgrav.png/600px-Volvsgrav.png 2x" data-file-width="792" data-file-height="612" /></a><figcaption>Volumetric and gravimetric hydrogen storage densities of different hydrogen storage methods. Metal hydrides are represented with squares and complex hydrides with triangles (including LiAlH<sub>4</sub>). Reported values for hydrides are excluding tank weight. <a href="/wiki/United_States_Department_of_Energy" title="United States Department of Energy">DOE</a> <a href="/wiki/FreedomCAR" class="mw-redirect" title="FreedomCAR">FreedomCAR</a> targets are including tank weight.</figcaption></figure> <p>LiAlH<sub>4</sub> contains 10.6 wt% hydrogen, thereby making LAH a potential <a href="/wiki/Hydrogen_storage" title="Hydrogen storage">hydrogen storage</a> medium for future <a href="/wiki/Fuel_cell" title="Fuel cell">fuel cell</a>-powered <a href="/wiki/Vehicle" title="Vehicle">vehicles</a>. The high hydrogen content, as well as the discovery of reversible hydrogen storage in Ti-doped NaAlH<sub>4</sub>,<sup id="cite_ref-42" class="reference"><a href="#cite_note-42"><span class="cite-bracket">[</span>42<span class="cite-bracket">]</span></a></sup> have sparked renewed research into LiAlH<sub>4</sub> during the last decade. A substantial research effort has been devoted to accelerating the decomposition kinetics by catalytic doping and by <a href="/wiki/Ball_mill" title="Ball mill">ball milling</a>.<sup id="cite_ref-varin_43-0" class="reference"><a href="#cite_note-varin-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> In order to take advantage of the total hydrogen capacity, the intermediate compound <a href="/wiki/LiH" class="mw-redirect" title="LiH">LiH</a> must be dehydrogenated as well. Due to its high thermodynamic stability this requires temperatures in excess of 400 °C, which is not considered feasible for transportation purposes. Accepting LiH + Al as the final product, the hydrogen storage capacity is reduced to 7.96 wt%. Another problem related to hydrogen storage is the recycling back to LiAlH<sub>4</sub> which, owing to its relatively low stability, requires an extremely high hydrogen pressure in excess of 10000 bar.<sup id="cite_ref-varin_43-1" class="reference"><a href="#cite_note-varin-43"><span class="cite-bracket">[</span>43<span class="cite-bracket">]</span></a></sup> Cycling only reaction R2 — that is, using Li<sub>3</sub>AlH<sub>6</sub> as starting material — would store 5.6 wt% hydrogen in a single step (vs. two steps for NaAlH<sub>4</sub> which stores about the same amount of hydrogen). However, attempts at this process have not been successful so far.<sup class="noprint Inline-Template Template-Fact" style="white-space:nowrap;">[<i><a href="/wiki/Wikipedia:Citation_needed" title="Wikipedia:Citation needed"><span title="This claim needs references to reliable sources. (March 2016)">citation needed</span></a></i>]</sup> </p> <div class="mw-heading mw-heading3"><h3 id="Other_tetrahydridoaluminiumates">Other tetrahydridoaluminiumates</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=11" title="Edit section: Other tetrahydridoaluminiumates"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>A variety of salts analogous to LAH are known. <a href="/wiki/Sodium_hydride" title="Sodium hydride">NaH</a> can be used to efficiently produce <a href="/wiki/Sodium_aluminium_hydride" title="Sodium aluminium hydride">sodium aluminium hydride</a> (NaAlH<sub>4</sub>) by <a href="/wiki/Salt_metathesis_reaction" title="Salt metathesis reaction">metathesis</a> in THF: </p> <dl><dd>LiAlH<sub>4</sub> + NaH → NaAlH<sub>4</sub> + LiH</dd></dl> <p><a href="/w/index.php?title=Potassium_aluminium_hydride&action=edit&redlink=1" class="new" title="Potassium aluminium hydride (page does not exist)">Potassium aluminium hydride</a> (KAlH<sub>4</sub>) can be produced similarly in <a href="/wiki/Diglyme" title="Diglyme">diglyme</a> as a solvent:<sup id="cite_ref-react_44-0" class="reference"><a href="#cite_note-react-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>LiAlH<sub>4</sub> + KH → KAlH<sub>4</sub> + LiH</dd></dl> <p>The reverse, i.e., production of LAH from either sodium aluminium hydride or potassium aluminium hydride can be achieved by reaction with <a href="/wiki/Lithium_chloride" title="Lithium chloride">LiCl</a> or lithium hydride in <a href="/wiki/Diethyl_ether" title="Diethyl ether">diethyl ether</a> or <a href="/wiki/THF" class="mw-redirect" title="THF">THF</a>:<sup id="cite_ref-react_44-1" class="reference"><a href="#cite_note-react-44"><span class="cite-bracket">[</span>44<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>NaAlH<sub>4</sub> + LiCl → LiAlH<sub>4</sub> + NaCl</dd> <dd>KAlH<sub>4</sub> + LiCl → LiAlH<sub>4</sub> + KCl</dd></dl> <p>"Magnesium alanate" (Mg(AlH<sub>4</sub>)<sub>2</sub>) arises similarly using <a href="/wiki/Magnesium_bromide" title="Magnesium bromide">MgBr<sub>2</sub></a>:<sup id="cite_ref-45" class="reference"><a href="#cite_note-45"><span class="cite-bracket">[</span>45<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>2 LiAlH<sub>4</sub> + MgBr<sub>2</sub> → Mg(AlH<sub>4</sub>)<sub>2</sub> + 2 LiBr</dd></dl> <p><a href="/wiki/Red-Al" class="mw-redirect" title="Red-Al">Red-Al</a> (or SMEAH, NaAlH<sub>2</sub>(OC<sub>2</sub>H<sub>4</sub>OCH<sub>3</sub>)<sub>2</sub>) is synthesized by reacting sodium aluminum tetrahydride (NaAlH<sub>4</sub>) and <a href="/wiki/2-methoxyethanol" class="mw-redirect" title="2-methoxyethanol">2-methoxyethanol</a>:<sup id="cite_ref-46" class="reference"><a href="#cite_note-46"><span class="cite-bracket">[</span>46<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="See_also">See also</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=12" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1235681985">.mw-parser-output .side-box{margin:4px 0;box-sizing:border-box;border:1px solid #aaa;font-size:88%;line-height:1.25em;background-color:var(--background-color-interactive-subtle,#f8f9fa);display:flow-root}.mw-parser-output .side-box-abovebelow,.mw-parser-output .side-box-text{padding:0.25em 0.9em}.mw-parser-output .side-box-image{padding:2px 0 2px 0.9em;text-align:center}.mw-parser-output .side-box-imageright{padding:2px 0.9em 2px 0;text-align:center}@media(min-width:500px){.mw-parser-output .side-box-flex{display:flex;align-items:center}.mw-parser-output .side-box-text{flex:1;min-width:0}}@media(min-width:720px){.mw-parser-output .side-box{width:238px}.mw-parser-output .side-box-right{clear:right;float:right;margin-left:1em}.mw-parser-output .side-box-left{margin-right:1em}}</style><style data-mw-deduplicate="TemplateStyles:r1237033735">@media print{body.ns-0 .mw-parser-output .sistersitebox{display:none!important}}@media screen{html.skin-theme-clientpref-night .mw-parser-output .sistersitebox img[src*="Wiktionary-logo-en-v2.svg"]{background-color:white}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .sistersitebox img[src*="Wiktionary-logo-en-v2.svg"]{background-color:white}}</style><div class="side-box side-box-right plainlinks sistersitebox"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"> <div class="side-box-flex"> <div class="side-box-image"><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Commons-logo.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/30px-Commons-logo.svg.png" decoding="async" width="30" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/45px-Commons-logo.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/4/4a/Commons-logo.svg/59px-Commons-logo.svg.png 2x" data-file-width="1024" data-file-height="1376" /></a></span></div> <div class="side-box-text plainlist">Wikimedia Commons has media related to <span style="font-weight: bold; font-style: italic;"><a href="https://commons.wikimedia.org/wiki/Category:Lithium_aluminium_hydride" class="extiw" title="commons:Category:Lithium aluminium hydride">lithium aluminium hydride</a></span>.</div></div> </div> <ul><li><a href="/wiki/Hydride" title="Hydride">Hydride</a></li> <li><a href="/wiki/Sodium_borohydride" title="Sodium borohydride">Sodium borohydride</a></li> <li><a href="/wiki/Sodium_hydride" title="Sodium hydride">Sodium hydride</a></li></ul> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=13" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <style data-mw-deduplicate="TemplateStyles:r1239543626">.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 mw-references-columns"><ol class="references"> <li id="cite_note-sigma-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-sigma_1-0">^</a></b></span> <span class="reference-text"><a href="/wiki/Sigma-Aldrich" title="Sigma-Aldrich">Sigma-Aldrich Co.</a>, <a rel="nofollow" class="external text" href="https://www.sigmaaldrich.com/catalog/product/aldrich/199877">Lithium aluminium hydride</a>. Retrieved on 2018-06-1.</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">Index no. 001-002-00-4 of Annex VI, Part 3, to <a rel="nofollow" class="external text" href="http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=OJ:L:2008:353:0001:1355:EN:PDF">Regulation (EC) No 1272/2008 of the European Parliament and of the Council of 16 December 2008 on classification, labelling and packaging of substances and mixtures, amending and repealing Directives 67/548/EEC and 1999/45/EC, and amending Regulation (EC) No 1907/2006</a>. <i><a href="/wiki/Official_Journal_of_the_European_Union" title="Official Journal of the European Union">Official Journal of the European Union</a></i> L353, 31 December 2008, pp. 1–1355 at p 472.</span> </li> <li id="cite_note-3"><span class="mw-cite-backlink"><b><a href="#cite_ref-3">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://cameochemicals.noaa.gov/chemical/989">Lithium aluminium hydride</a></span> </li> <li id="cite_note-Schlessinger-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-Schlessinger_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Schlessinger_4-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><style data-mw-deduplicate="TemplateStyles:r1238218222">.mw-parser-output cite.citation{font-style:inherit;word-wrap:break-word}.mw-parser-output .citation q{quotes:"\"""\"""'""'"}.mw-parser-output .citation:target{background-color:rgba(0,127,255,0.133)}.mw-parser-output .id-lock-free.id-lock-free a{background:url("//upload.wikimedia.org/wikipedia/commons/6/65/Lock-green.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-limited.id-lock-limited a,.mw-parser-output .id-lock-registration.id-lock-registration a{background:url("//upload.wikimedia.org/wikipedia/commons/d/d6/Lock-gray-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .id-lock-subscription.id-lock-subscription a{background:url("//upload.wikimedia.org/wikipedia/commons/a/aa/Lock-red-alt-2.svg")right 0.1em center/9px no-repeat}.mw-parser-output .cs1-ws-icon a{background:url("//upload.wikimedia.org/wikipedia/commons/4/4c/Wikisource-logo.svg")right 0.1em center/12px no-repeat}body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-free a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-limited a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-registration a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .id-lock-subscription a,body:not(.skin-timeless):not(.skin-minerva) .mw-parser-output .cs1-ws-icon a{background-size:contain;padding:0 1em 0 0}.mw-parser-output .cs1-code{color:inherit;background:inherit;border:none;padding:inherit}.mw-parser-output .cs1-hidden-error{display:none;color:var(--color-error,#d33)}.mw-parser-output .cs1-visible-error{color:var(--color-error,#d33)}.mw-parser-output .cs1-maint{display:none;color:#085;margin-left:0.3em}.mw-parser-output .cs1-kern-left{padding-left:0.2em}.mw-parser-output .cs1-kern-right{padding-right:0.2em}.mw-parser-output .citation .mw-selflink{font-weight:inherit}@media screen{.mw-parser-output .cs1-format{font-size:95%}html.skin-theme-clientpref-night .mw-parser-output .cs1-maint{color:#18911f}}@media screen and (prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .cs1-maint{color:#18911f}}</style><cite id="CITEREFFinholtBondSchlesinger1947" class="citation journal cs1">Finholt, A. E.; Bond, A. C.; Schlesinger, H. I. (1947). "Lithium Aluminum Hydride, Aluminum Hydride and Lithium Gallium Hydride, and Some of their Applications in Organic and Inorganic Chemistry". <i>Journal of the American Chemical Society</i>. <b>69</b> (5): <span class="nowrap">1199–</span>1203. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01197a061">10.1021/ja01197a061</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=Lithium+Aluminum+Hydride%2C+Aluminum+Hydride+and+Lithium+Gallium+Hydride%2C+and+Some+of+their+Applications+in+Organic+and+Inorganic+Chemistry&rft.volume=69&rft.issue=5&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1199-%3C%2Fspan%3E1203&rft.date=1947&rft_id=info%3Adoi%2F10.1021%2Fja01197a061&rft.aulast=Finholt&rft.aufirst=A.+E.&rft.au=Bond%2C+A.+C.&rft.au=Schlesinger%2C+H.+I.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-africa-5"><span class="mw-cite-backlink">^ <a href="#cite_ref-africa_5-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-africa_5-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-africa_5-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-africa_5-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFGerrans,_G._C.Hartmann-Petersen,_P.2007" class="citation encyclopaedia cs1">Gerrans, G. C.; Hartmann-Petersen, P. (2007). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=1wS3aWR5SO4C&pg=PA143">"Lithium Aluminium Hydride"</a>. <i>Sasol Encyclopaedia of Science and Technology</i>. New Africa Books. p. 143. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-1-86928-384-1" title="Special:BookSources/978-1-86928-384-1"><bdi>978-1-86928-384-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Lithium+Aluminium+Hydride&rft.btitle=Sasol+Encyclopaedia+of+Science+and+Technology&rft.pages=143&rft.pub=New+Africa+Books&rft.date=2007&rft.isbn=978-1-86928-384-1&rft.au=Gerrans%2C+G.+C.&rft.au=Hartmann-Petersen%2C+P.&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3D1wS3aWR5SO4C%26pg%3DPA143&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKeese,_R.Brändle,_M.Toube,_T._P.2006" class="citation book cs1">Keese, R.; Brändle, M.; Toube, T. 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"Crystal Structure and Thermodynamic Stability of the Lithium Alanates LiAlH<sub>4</sub> and Li<sub>3</sub>AlH<sub>6</sub>". <i>Physical Review B</i>. <b>69</b> (13): 134117. <a href="/wiki/Bibcode_(identifier)" class="mw-redirect" title="Bibcode (identifier)">Bibcode</a>:<a rel="nofollow" class="external text" href="https://ui.adsabs.harvard.edu/abs/2004PhRvB..69m4117L">2004PhRvB..69m4117L</a>. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1103%2FPhysRevB.69.134117">10.1103/PhysRevB.69.134117</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Physical+Review+B&rft.atitle=Crystal+Structure+and+Thermodynamic+Stability+of+the+Lithium+Alanates+LiAlH%3Csub%3E4%3C%2Fsub%3E+and+Li%3Csub%3E3%3C%2Fsub%3EAlH%3Csub%3E6%3C%2Fsub%3E&rft.volume=69&rft.issue=13&rft.pages=134117&rft.date=2004&rft_id=info%3Adoi%2F10.1103%2FPhysRevB.69.134117&rft_id=info%3Abibcode%2F2004PhRvB..69m4117L&rft.au=L%C3%B8vvik%2C+O.+M.&rft.au=Opalka%2C+S.+M.&rft.au=Brinks%2C+H.+W.&rft.au=Hauback%2C+B.+C.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-HollemanAF-10"><span class="mw-cite-backlink">^ <a href="#cite_ref-HollemanAF_10-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-HollemanAF_10-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHolleman,_A._F.,_Wiberg,_E.,_Wiberg,_N.2007" class="citation book cs1">Holleman, A. 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"Hydrogenolysis of Alkyl Halides by Lithium Aluminum Hydride". <i>Journal of the American Chemical Society</i>. <b>70</b> (11): <span class="nowrap">3664–</span>3665. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fja01191a035">10.1021/ja01191a035</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/18121883">18121883</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+the+American+Chemical+Society&rft.atitle=Hydrogenolysis+of+Alkyl+Halides+by+Lithium+Aluminum+Hydride&rft.volume=70&rft.issue=11&rft.pages=%3Cspan+class%3D%22nowrap%22%3E3664-%3C%2Fspan%3E3665&rft.date=1948&rft_id=info%3Adoi%2F10.1021%2Fja01191a035&rft_id=info%3Apmid%2F18121883&rft.aulast=Johnson&rft.aufirst=J.+E.&rft.au=Blizzard%2C+R.+H.&rft.au=Carhart%2C+H.+W.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-37"><span class="mw-cite-backlink"><b><a href="#cite_ref-37">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFKrishnamurthyBrown1982" class="citation journal cs1">Krishnamurthy, S.; Brown, H. C. (1982). "Selective Reductions. 28. The Fast Reaction of Lithium Aluminum Hydride with Alkyl Halides in THF. A Reappraisal of the Scope of the Reaction". <i>The Journal of Organic Chemistry</i>. <b>47</b> (2): <span class="nowrap">276–</span>280. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjo00341a018">10.1021/jo00341a018</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Organic+Chemistry&rft.atitle=Selective+Reductions.+28.+The+Fast+Reaction+of+Lithium+Aluminum+Hydride+with+Alkyl+Halides+in+THF.+A+Reappraisal+of+the+Scope+of+the+Reaction&rft.volume=47&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E276-%3C%2Fspan%3E280&rft.date=1982&rft_id=info%3Adoi%2F10.1021%2Fjo00341a018&rft.aulast=Krishnamurthy&rft.aufirst=S.&rft.au=Brown%2C+H.+C.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-38"><span class="mw-cite-backlink"><b><a href="#cite_ref-38">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCarruthers,_W.2004" class="citation book cs1">Carruthers, W. 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Mc N.</a> (1986). <a rel="nofollow" class="external text" href="http://www.orgsyn.org/demo.aspx?prep=cv7p0456">"2-Alkenyl Carbinols from 2-Halo Ketones: 2-E-Propenylcyclohexanol"</a>. <i><a href="/wiki/Organic_Syntheses" title="Organic Syntheses">Organic Syntheses</a></i>. <b>64</b>: 10</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Organic+Syntheses&rft.atitle=2-Alkenyl+Carbinols+from+2-Halo+Ketones%3A+2-E-Propenylcyclohexanol&rft.volume=64&rft.pages=10&rft.date=1986&rft.au=Wender%2C+P.+A.&rft.au=Holt%2C+D.+A.&rft.au=Sieburth%2C+S.+Mc+N.&rft_id=http%3A%2F%2Fwww.orgsyn.org%2Fdemo.aspx%3Fprep%3Dcv7p0456&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span>; <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation cs2"><i>Collected Volumes</i>, vol. 7, p. 456</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Collected+Volumes&rft.pages=456&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span>.</span> </li> <li id="cite_note-40"><span class="mw-cite-backlink"><b><a href="#cite_ref-40">^</a></b></span> <span class="reference-text">Brendel, G. (May 11, 1981) "Hydride reducing agents" (letter to the editor) in <i>Chemical and Engineering News</i>. <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<span class="id-lock-free" title="Freely accessible"><a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fcen-v059n019.p002">10.1021/cen-v059n019.p002</a></span></span> </li> <li id="cite_note-41"><span class="mw-cite-backlink"><b><a href="#cite_ref-41">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFThiedemannSchmitzStaubitz2014" class="citation journal cs1">Thiedemann, B.; Schmitz, C. M.; Staubitz, A. (2014). "Reduction of N-allylamides by LiAlH<sub>4</sub>: Unexpected Attack of the Double Bond With Mechanistic Studies of Product and Byproduct Formation". <i>The Journal of Organic Chemistry</i>. <b>79</b> (21): <span class="nowrap">10284–</span>95. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1021%2Fjo501907v">10.1021/jo501907v</a>. <a href="/wiki/PMID_(identifier)" class="mw-redirect" title="PMID (identifier)">PMID</a> <a rel="nofollow" class="external text" href="https://pubmed.ncbi.nlm.nih.gov/25347383">25347383</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=The+Journal+of+Organic+Chemistry&rft.atitle=Reduction+of+N-allylamides+by+LiAlH%3Csub%3E4%3C%2Fsub%3E%3A+Unexpected+Attack+of+the+Double+Bond+With+Mechanistic+Studies+of+Product+and+Byproduct+Formation&rft.volume=79&rft.issue=21&rft.pages=%3Cspan+class%3D%22nowrap%22%3E10284-%3C%2Fspan%3E95&rft.date=2014&rft_id=info%3Adoi%2F10.1021%2Fjo501907v&rft_id=info%3Apmid%2F25347383&rft.aulast=Thiedemann&rft.aufirst=B.&rft.au=Schmitz%2C+C.+M.&rft.au=Staubitz%2C+A.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-42"><span class="mw-cite-backlink"><b><a href="#cite_ref-42">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFBogdanovicSchwickardi1997" class="citation journal cs1 cs1-prop-long-vol">Bogdanovic, B.; Schwickardi, M. (1997). "Ti-Doped Alkali Metal Aluminium Hydrides as Potential Novel Reversible Hydrogen Storage Materials". <i>Journal of Alloys and Compounds</i>. <span class="nowrap">253–</span>254: <span class="nowrap">1–</span>9. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2FS0925-8388%2896%2903049-6">10.1016/S0925-8388(96)03049-6</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Journal+of+Alloys+and+Compounds&rft.atitle=Ti-Doped+Alkali+Metal+Aluminium+Hydrides+as+Potential+Novel+Reversible+Hydrogen+Storage+Materials&rft.volume=253%E2%80%93254&rft.pages=%3Cspan+class%3D%22nowrap%22%3E1-%3C%2Fspan%3E9&rft.date=1997&rft_id=info%3Adoi%2F10.1016%2FS0925-8388%2896%2903049-6&rft.aulast=Bogdanovic&rft.aufirst=B.&rft.au=Schwickardi%2C+M.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-varin-43"><span class="mw-cite-backlink">^ <a href="#cite_ref-varin_43-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-varin_43-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFVarinCzujkoWronski2009" class="citation book cs1"><a href="/wiki/Robert_A._Varin" title="Robert A. Varin">Varin, R. A.</a>; Czujko, T.; Wronski, Z. S. (2009). <i>Nanomaterials for Solid State Hydrogen Storage</i> (5th ed.). Springer. p. 338. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/978-0-387-77711-5" title="Special:BookSources/978-0-387-77711-5"><bdi>978-0-387-77711-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Nanomaterials+for+Solid+State+Hydrogen+Storage&rft.pages=338&rft.edition=5th&rft.pub=Springer&rft.date=2009&rft.isbn=978-0-387-77711-5&rft.aulast=Varin&rft.aufirst=R.+A.&rft.au=Czujko%2C+T.&rft.au=Wronski%2C+Z.+S.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-react-44"><span class="mw-cite-backlink">^ <a href="#cite_ref-react_44-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-react_44-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFSanthanamMcGrady2008" class="citation journal cs1">Santhanam, R.; McGrady, G. S. (2008). "Synthesis of Alkali Metal Hexahydroaluminate Complexes Using Dimethyl Ether as a Reaction Medium". <i>Inorganica Chimica Acta</i>. <b>361</b> (2): <span class="nowrap">473–</span>478. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1016%2Fj.ica.2007.04.044">10.1016/j.ica.2007.04.044</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Inorganica+Chimica+Acta&rft.atitle=Synthesis+of+Alkali+Metal+Hexahydroaluminate+Complexes+Using+Dimethyl+Ether+as+a+Reaction+Medium&rft.volume=361&rft.issue=2&rft.pages=%3Cspan+class%3D%22nowrap%22%3E473-%3C%2Fspan%3E478&rft.date=2008&rft_id=info%3Adoi%2F10.1016%2Fj.ica.2007.04.044&rft.aulast=Santhanam&rft.aufirst=R.&rft.au=McGrady%2C+G.+S.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-45"><span class="mw-cite-backlink"><b><a href="#cite_ref-45">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWiberg,_E.Wiberg,_N.Holleman,_A._F.2001" class="citation book cs1">Wiberg, E.; Wiberg, N.; Holleman, A. F. (2001). <a rel="nofollow" class="external text" href="https://books.google.com/books?id=vEwj1WZKThEC&pg=PA1056"><i>Inorganic Chemistry</i></a>. Academic Press. p. 1056. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-12-352651-5" title="Special:BookSources/0-12-352651-5"><bdi>0-12-352651-5</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Inorganic+Chemistry&rft.pages=1056&rft.pub=Academic+Press&rft.date=2001&rft.isbn=0-12-352651-5&rft.au=Wiberg%2C+E.&rft.au=Wiberg%2C+N.&rft.au=Holleman%2C+A.+F.&rft_id=https%3A%2F%2Fbooks.google.com%2Fbooks%3Fid%3DvEwj1WZKThEC%26pg%3DPA1056&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> <li id="cite_note-46"><span class="mw-cite-backlink"><b><a href="#cite_ref-46">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCasensky,_B.Machacek,_J.Abraham,_K.1971" class="citation journal cs1">Casensky, B.; Machacek, J.; Abraham, K. (1971). "The chemistry of sodium alkoxyaluminium hydrides. I. Synthesis of sodium bis(2-methoxyethoxy)aluminium hydride". <i>Collection of Czechoslovak Chemical Communications</i>. <b>36</b> (7): <span class="nowrap">2648–</span>2657. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1135%2Fcccc19712648">10.1135/cccc19712648</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Collection+of+Czechoslovak+Chemical+Communications&rft.atitle=The+chemistry+of+sodium+alkoxyaluminium+hydrides.+I.+Synthesis+of+sodium+bis%282-methoxyethoxy%29aluminium+hydride&rft.volume=36&rft.issue=7&rft.pages=%3Cspan+class%3D%22nowrap%22%3E2648-%3C%2Fspan%3E2657&rft.date=1971&rft_id=info%3Adoi%2F10.1135%2Fcccc19712648&rft.au=Casensky%2C+B.&rft.au=Machacek%2C+J.&rft.au=Abraham%2C+K.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></span> </li> </ol></div></div> <div class="mw-heading mw-heading2"><h2 id="Further_reading">Further reading</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=14" title="Edit section: Further reading"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFWiberg,_E.Amberger,_E.1971" class="citation book cs1">Wiberg, E.; Amberger, E. (1971). <i>Hydrides of the Elements of Main Groups I-IV</i>. Elsevier. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-444-40807-X" title="Special:BookSources/0-444-40807-X"><bdi>0-444-40807-X</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Hydrides+of+the+Elements+of+Main+Groups+I-IV&rft.pub=Elsevier&rft.date=1971&rft.isbn=0-444-40807-X&rft.au=Wiberg%2C+E.&rft.au=Amberger%2C+E.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFHajos,_A.1979" class="citation book cs1">Hajos, A. (1979). <i>Complex Hydrides and Related Reducing Agents in Organic Synthesis</i>. Elsevier. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-444-99791-1" title="Special:BookSources/0-444-99791-1"><bdi>0-444-99791-1</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Complex+Hydrides+and+Related+Reducing+Agents+in+Organic+Synthesis&rft.pub=Elsevier&rft.date=1979&rft.isbn=0-444-99791-1&rft.au=Hajos%2C+A.&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFLide,_D._R.1997" class="citation book cs1">Lide, D. R., ed. (1997). <i>Handbook of Chemistry and Physics</i>. CRC Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-8493-0478-4" title="Special:BookSources/0-8493-0478-4"><bdi>0-8493-0478-4</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Handbook+of+Chemistry+and+Physics&rft.pub=CRC+Press&rft.date=1997&rft.isbn=0-8493-0478-4&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFCarey,_F._A.2002" class="citation book cs1">Carey, F. A. (2002). <a rel="nofollow" class="external text" href="http://www.chem.ucalgary.ca/courses/351/Carey5th/Carey.html"><i>Organic Chemistry with Online Learning Center and Learning by Model CD-ROM</i></a>. McGraw-Hill. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0-07-252170-8" title="Special:BookSources/0-07-252170-8"><bdi>0-07-252170-8</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Organic+Chemistry+with+Online+Learning+Center+and+Learning+by+Model+CD-ROM&rft.pub=McGraw-Hill&rft.date=2002&rft.isbn=0-07-252170-8&rft.au=Carey%2C+F.+A.&rft_id=http%3A%2F%2Fwww.chem.ucalgary.ca%2Fcourses%2F351%2FCarey5th%2FCarey.html&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFAndreasen,_A.2005" class="citation book cs1">Andreasen, A. (2005). <a rel="nofollow" class="external text" href="https://web.archive.org/web/20120819163021/http://www.risoe.dk/rispubl/AFM/afmpdf/ris-phd-21.pdf">"Chapter 5: Complex Hydrides"</a> <span class="cs1-format">(PDF)</span>. <i>Hydrogen Storage Materials with Focus on Main Group I-II Elements</i>. Risø National Laboratory. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/87-550-3498-5" title="Special:BookSources/87-550-3498-5"><bdi>87-550-3498-5</bdi></a>. Archived from <a rel="nofollow" class="external text" href="https://www.risoe.dk/rispubl/AFM/afmpdf/ris-phd-21.pdf">the original</a> <span class="cs1-format">(PDF)</span> on 2012-08-19.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=bookitem&rft.atitle=Chapter+5%3A+Complex+Hydrides&rft.btitle=Hydrogen+Storage+Materials+with+Focus+on+Main+Group+I-II+Elements&rft.pub=Ris%C3%B8+National+Laboratory&rft.date=2005&rft.isbn=87-550-3498-5&rft.au=Andreasen%2C+A.&rft_id=http%3A%2F%2Fwww.risoe.dk%2Frispubl%2FAFM%2Fafmpdf%2Fris-phd-21.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li></ul> <div class="mw-heading mw-heading2"><h2 id="External_links">External links</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Lithium_aluminium_hydride&action=edit&section=15" title="Edit section: External links"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1235681985"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1237033735"><div class="side-box side-box-right plainlinks sistersitebox"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"> <div class="side-box-flex"> <div class="side-box-image"><span class="noviewer" typeof="mw:File"><a href="/wiki/File:Wiktionary-logo-en-v2.svg" class="mw-file-description"><img alt="" src="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/40px-Wiktionary-logo-en-v2.svg.png" decoding="async" width="40" height="40" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/60px-Wiktionary-logo-en-v2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/9/99/Wiktionary-logo-en-v2.svg/80px-Wiktionary-logo-en-v2.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span></div> <div class="side-box-text plainlist">Look up <i><b><a href="https://en.wiktionary.org/wiki/Special:Search/lithium_aluminium_hydride" class="extiw" title="wiktionary:Special:Search/lithium aluminium hydride">lithium aluminium hydride</a></b></i> in Wiktionary, the free dictionary.</div></div> </div> <ul><li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://www.orgsyn.org/orgsyn/chemname.asp?nameID=36257">"Usage of LiAlH<sub>4</sub>"</a>. Organic Syntheses.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Usage+of+LiAlH%3Csub%3E4%3C%2Fsub%3E&rft.pub=Organic+Syntheses&rft_id=http%3A%2F%2Fwww.orgsyn.org%2Forgsyn%2Fchemname.asp%3FnameID%3D36257&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=28112">"Lithium Tetrahydridoaluminate – Compound Summary (CID 28112)"</a>. PubChem.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Lithium+Tetrahydridoaluminate+%E2%80%93+Compound+Summary+%28CID+28112%29&rft.pub=PubChem&rft_id=https%3A%2F%2Fpubchem.ncbi.nlm.nih.gov%2Fsummary%2Fsummary.cgi%3Fcid%3D28112&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://webbook.nist.gov/cgi/cbook.cgi?Formula=LiAlH4&NoIon=on&Units=SI">"Lithium Tetrahydridoaluminate"</a>. <i>WebBook</i>. NIST.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=WebBook&rft.atitle=Lithium+Tetrahydridoaluminate&rft_id=http%3A%2F%2Fwebbook.nist.gov%2Fcgi%2Fcbook.cgi%3FFormula%3DLiAlH4%26NoIon%3Don%26Units%3DSI&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20060308045012/http://msds.ehs.cornell.edu/msds/MSDSDOD/A441/M220131.htm">"Materials Safety Data Sheet"</a>. Cornell University. Archived from <a rel="nofollow" class="external text" href="http://msds.ehs.cornell.edu/msds/MSDSDOD/A441/M220131.htm">the original</a> on March 8, 2006.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Materials+Safety+Data+Sheet&rft.pub=Cornell+University&rft_id=http%3A%2F%2Fmsds.ehs.cornell.edu%2Fmsds%2FMSDSDOD%2FA441%2FM220131.htm&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="https://web.archive.org/web/20050507175350/http://hydpark.ca.sandia.gov/">"Hydride Information Center"</a>. Sandia National Laboratory. Archived from <a rel="nofollow" class="external text" href="http://hydpark.ca.sandia.gov/">the original</a> on May 7, 2005.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=unknown&rft.btitle=Hydride+Information+Center&rft.pub=Sandia+National+Laboratory&rft_id=http%3A%2F%2Fhydpark.ca.sandia.gov%2F&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li> <li><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite class="citation web cs1"><a rel="nofollow" class="external text" href="http://arquivo.pt/wayback/20160523233903/http://www.chem2.bham.ac.uk/labs/cox/Teaching/4th_Year/II/Reduction_Reactions.pdf">"Reduction Reactions"</a> <span class="cs1-format">(PDF)</span>. <i>Teaching Resources – 4th Year</i>. University of Birmingham. Archived from <a rel="nofollow" class="external text" href="http://www.chem2.bham.ac.uk/labs/cox/Teaching/4th_Year/II/Reduction_Reactions.pdf">the original</a> <span class="cs1-format">(PDF)</span> on May 23, 2016.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=unknown&rft.jtitle=Teaching+Resources+%E2%80%93+4th+Year&rft.atitle=Reduction+Reactions&rft_id=http%3A%2F%2Fwww.chem2.bham.ac.uk%2Flabs%2Fcox%2FTeaching%2F4th_Year%2FII%2FReduction_Reactions.pdf&rfr_id=info%3Asid%2Fen.wikipedia.org%3ALithium+aluminium+hydride" class="Z3988"></span></li></ul> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.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 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compounds"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Lithium_compounds_(list)357" style="font-size:114%;margin:0 4em"><a href="/wiki/Lithium" title="Lithium">Lithium</a> <a href="/wiki/Lithium_compounds" class="mw-redirect" title="Lithium compounds">compounds</a> <a href="/wiki/Category:Lithium_compounds" title="Category:Lithium compounds"><span style="font-size:85%;">(list)</span></a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Inorganic_compound" title="Inorganic compound">Inorganic</a> <span style="font-size:85%;"><a href="/wiki/List_of_inorganic_compounds#Li" title="List of inorganic compounds">(list)</a></span></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Dilithium" title="Dilithium">Li<sub>2</sub></a></li> <li><a href="/wiki/Lithium_tetrachloroaluminate" title="Lithium tetrachloroaluminate"><span class="nowrap">LiAlCl<sub>4</sub></span></a></li> <li><a href="/wiki/Lithium_aluminium_germanium_phosphate" title="Lithium aluminium germanium phosphate"><span class="nowrap">Li<sub>1+x</sub>Al<sub>x</sub>Ge<sub>2−x</sub>(PO<sub>4</sub>)<sub>3</sub></span></a></li> <li><a class="mw-selflink selflink"><span class="nowrap">LiAlH<sub>4</sub></span></a></li> <li><a href="/wiki/Lithium_aluminate" title="Lithium aluminate">LiAlO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_aluminium_titanium_phosphate&action=edit&redlink=1" class="new" title="Lithium aluminium titanium phosphate (page does not exist)"><span class="nowrap">LiAl<sub>1+x</sub>Ti<sub>2−x</sub>(PO<sub>4</sub>)<sub>3</sub></span></a></li> <li><a href="/wiki/Lithium_arsenide" title="Lithium arsenide">LiAs</a></li> <li><a href="/w/index.php?title=Lithium_hexafluoroarsenate_(V)&action=edit&redlink=1" class="new" title="Lithium hexafluoroarsenate (V) (page does not exist)">LiAsF<sub>6</sub></a></li> <li><a href="/w/index.php?title=Lithium_arsenate&action=edit&redlink=1" class="new" title="Lithium arsenate (page does not exist)">Li<sub>3</sub>AsO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Lithium_Astatide&action=edit&redlink=1" class="new" title="Lithium Astatide (page does not exist)">LiAt</a></li> <li><a href="/w/index.php?title=Lithium_tetrachloroaurate(III)&action=edit&redlink=1" class="new" title="Lithium tetrachloroaurate(III) (page does not exist)"><span class="nowrap">Li[AuCl<sub>4</sub></span>]</a></li> <li><a href="/w/index.php?title=Lithium_bis(oxalato)borate&action=edit&redlink=1" class="new" title="Lithium bis(oxalato)borate (page does not exist)">LiB(C<sub>2</sub>O<sub>4</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Lithium_tetrakis(pentafluorophenyl)borate" title="Lithium tetrakis(pentafluorophenyl)borate">LiB(C<sub>6</sub>F<sub>5</sub>)<sub>4</sub></a></li> <li><a href="/wiki/Lithium_hexafluorotungstate" title="Lithium hexafluorotungstate"><span class="chemf nowrap">LiWF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Lithium_tetrafluoroborate" title="Lithium tetrafluoroborate">LiBF<sub>4</sub></a></li> <li><a href="/wiki/Lithium_borohydride" title="Lithium borohydride">LiBH<sub>4</sub></a></li> <li><a href="/wiki/Lithium_metaborate" title="Lithium metaborate"><span class="nowrap">LiBO<sub>2</sub></span></a></li> <li><a href="/wiki/Lithium_triborate" title="Lithium triborate"><span class="nowrap">LiB<sub>3</sub>O<sub>5</sub></span></a></li> <li><a href="/wiki/Lithium_borate" title="Lithium borate">Li<sub>2</sub>B<sub>4</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Lithium_hexafluoroarsenate" title="Lithium hexafluoroarsenate"><span class="chemf nowrap">LiAsF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Lithium_hexafluorostannate" title="Lithium hexafluorostannate"><span class="chemf nowrap">Li<sub class="template-chem2-sub">2</sub>SnF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Lithium_hexafluorotitanate" title="Lithium hexafluorotitanate"><span class="chemf nowrap">Li<sub class="template-chem2-sub">2</sub>TiF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Lithium_hexafluorozirconate" title="Lithium hexafluorozirconate"><span class="chemf nowrap">Li<sub class="template-chem2-sub">2</sub>ZrF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/w/index.php?title=Lithium_tetraborate_pentahydrate&action=edit&redlink=1" class="new" title="Lithium tetraborate pentahydrate (page does not exist)"><span class="nowrap">Li<sub>2</sub>B<sub>4</sub>O<sub>7</sub>·5H<sub>2</sub>O</span></a></li> <li><a href="/w/index.php?title=Lithium_borosilicide&action=edit&redlink=1" class="new" title="Lithium borosilicide (page does not exist)">LiBSi<sub>2</sub></a></li> <li><a href="/wiki/Lithium_bromide" title="Lithium bromide">LiBr</a></li> <li><a href="/w/index.php?title=Lithium_bromide_dihydrate&action=edit&redlink=1" class="new" title="Lithium bromide dihydrate (page does not exist)"><span class="nowrap">LiBr·2H<sub>2</sub>O</span></a></li> <li><a href="/w/index.php?title=Lithium_hypobromite&action=edit&redlink=1" class="new" title="Lithium hypobromite (page does not exist)">LiBrO</a></li> <li><a href="/w/index.php?title=Lithium_bromite&action=edit&redlink=1" class="new" title="Lithium bromite (page does not exist)">LiBrO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_bromate&action=edit&redlink=1" class="new" title="Lithium bromate (page does not exist)">LiBrO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_perbromate&action=edit&redlink=1" class="new" title="Lithium perbromate (page does not exist)">LiBrO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_carbide" class="mw-redirect" title="Lithium carbide">Li<sub>2</sub>C<sub>2</sub></a></li> <li><a href="/wiki/Lithium_triflate" title="Lithium triflate">LiCF<sub>3</sub>SO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_lactate" title="Lithium lactate">CH<sub>3</sub>CH(OH)COOLi</a></li> <li><a href="/w/index.php?title=Lithium_chloroacetate&action=edit&redlink=1" class="new" title="Lithium chloroacetate (page does not exist)">LiC<sub>2</sub>H<sub>2</sub>ClO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_iodoacetate&action=edit&redlink=1" class="new" title="Lithium iodoacetate (page does not exist)">LiC<sub>2</sub>H<sub>3</sub>IO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_dimethylamide&action=edit&redlink=1" class="new" title="Lithium dimethylamide (page does not exist)">Li(CH<sub>3</sub>)<sub>2</sub>N</a></li> <li><a href="/w/index.php?title=Lithium_formate&action=edit&redlink=1" class="new" title="Lithium formate (page does not exist)">LiCHO<sub>2</sub></a></li> <li><a href="/wiki/Lithium_methoxide" title="Lithium methoxide">LiCH<sub>3</sub>O</a></li> <li><a href="/w/index.php?title=Lithium_ethoxide&action=edit&redlink=1" class="new" title="Lithium ethoxide (page does not exist)">LiC<sub>2</sub>H<sub>5</sub>O</a></li> <li><a href="/wiki/Lithium_cyanide" title="Lithium cyanide">LiCN</a></li> <li><a href="/w/index.php?title=Lithium_cyanamide&action=edit&redlink=1" class="new" title="Lithium cyanamide (page does not exist)">Li<sub>2</sub>CN<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_cyanate&action=edit&redlink=1" class="new" title="Lithium cyanate (page does not exist)">LiCNO</a></li> <li><a href="/wiki/Lithium_carbonate" title="Lithium carbonate">Li<sub>2</sub>CO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_oxalate" title="Lithium oxalate">Li<sub>2</sub>C<sub>2</sub>O<sub>4</sub></a></li> <li><a href="/wiki/Lithium_chloride" title="Lithium chloride">LiCl</a></li> <li><a href="/wiki/Lithium_chloride_monohydrate" class="mw-redirect" title="Lithium chloride monohydrate"><span class="nowrap">LiCl·H<sub>2</sub>O</span></a></li> <li><a href="/wiki/Lithium_hypochlorite" title="Lithium hypochlorite">LiClO</a></li> <li><a href="/wiki/Lithium_hypofluorite" title="Lithium hypofluorite">LiFO</a></li> <li><a href="/w/index.php?title=Lithium_chlorite&action=edit&redlink=1" class="new" title="Lithium chlorite (page does not exist)">LiClO<sub>2</sub></a></li> <li><a href="/wiki/Lithium_chlorate" title="Lithium chlorate">LiClO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_perchlorate" title="Lithium perchlorate">LiClO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_cobalt_oxide" title="Lithium cobalt oxide">LiCoO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_chromate&action=edit&redlink=1" class="new" title="Lithium chromate (page does not exist)">Li<sub>2</sub>CrO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Lithium_chromate_dihydrate&action=edit&redlink=1" class="new" title="Lithium chromate dihydrate (page does not exist)"><span class="nowrap">Li<sub>2</sub>CrO<sub>4</sub>·2H<sub>2</sub>O</span></a></li> <li><a href="/w/index.php?title=Lithium_dichromate&action=edit&redlink=1" class="new" title="Lithium dichromate (page does not exist)">Li<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Caesium_lithium_borate" title="Caesium lithium borate">CsLiB<sub>6</sub>O<sub>10</sub></a></li> <li><a href="/wiki/Lithium_deuteride" class="mw-redirect" title="Lithium deuteride">LiD</a></li> <li><a href="/wiki/Lithium_fluoride" title="Lithium fluoride">LiF</a></li> <li><a href="/w/index.php?title=Dilithium_monofluoride&action=edit&redlink=1" class="new" title="Dilithium monofluoride (page does not exist)">Li<sub>2</sub>F</a></li> <li><a href="/w/index.php?title=Lithium_tetrafluoroaluminate&action=edit&redlink=1" class="new" title="Lithium tetrafluoroaluminate (page does not exist)">LiF<sub>4</sub>Al</a></li> <li><a href="/wiki/Lithium_hexafluoroaluminate" title="Lithium hexafluoroaluminate">Li<sub>3</sub>F<sub>6</sub>Al</a></li> <li><a href="/wiki/FLiBe" title="FLiBe">FLiBe</a></li> <li><a href="/wiki/Lithium_iron_phosphate" title="Lithium iron phosphate"><span class="nowrap">LiFePO<sub>4</sub></span></a></li> <li><a href="/wiki/FLiNaK" title="FLiNaK">FLiNaK</a></li> <li><a href="/wiki/Lithium_tetrahydridogallate" title="Lithium tetrahydridogallate">LiGaH<sub>4</sub></a></li> <li><a href="/wiki/Lithium_hexafluorogermanate" title="Lithium hexafluorogermanate">Li<sub>2</sub>GeF<sub>6</sub></a></li> <li><a href="/w/index.php?title=Lithium_germanate&action=edit&redlink=1" class="new" title="Lithium germanate (page does not exist)">Li<sub>2</sub>GeO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_germanium_phosphate&action=edit&redlink=1" class="new" title="Lithium germanium phosphate (page does not exist)">LiGe<sub>2</sub>(PO<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Lithium_hydride" title="Lithium hydride">LiH</a></li> <li><a href="/w/index.php?title=Lithium_dihydrogen_arsenate&action=edit&redlink=1" class="new" title="Lithium dihydrogen arsenate (page does not exist)">LiH<sub>2</sub>AsO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Dilithium_hydrogen_arsenate&action=edit&redlink=1" class="new" title="Dilithium hydrogen arsenate (page does not exist)">Li<sub>2</sub>HAsO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_bicarbonate" title="Lithium bicarbonate">LiHCO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_sesquicarbonate&action=edit&redlink=1" class="new" title="Lithium sesquicarbonate (page does not exist)">Li<sub>3</sub>H(CO<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/w/index.php?title=Monolithium_phosphite&action=edit&redlink=1" class="new" title="Monolithium phosphite (page does not exist)">LiH<sub>2</sub>PO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Monolithium_phosphate&action=edit&redlink=1" class="new" title="Monolithium phosphate (page does not exist)">LiH<sub>2</sub>PO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Lithium_bisulfite&action=edit&redlink=1" class="new" title="Lithium bisulfite (page does not exist)">LiHSO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_hydrogen_sulfate&action=edit&redlink=1" class="new" title="Lithium hydrogen sulfate (page does not exist)">LiHSO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_helium" class="mw-redirect" title="Lithium helium">LiHe</a></li> <li><a href="/wiki/Lithium_iodide" title="Lithium iodide">LiI</a></li> <li><a href="/w/index.php?title=Lithium_hypoiodite&action=edit&redlink=1" class="new" title="Lithium hypoiodite (page does not exist)">LiIO</a></li> <li><a href="/w/index.php?title=Lithium_iodite&action=edit&redlink=1" class="new" title="Lithium iodite (page does not exist)">LiIO<sub>2</sub></a></li> <li><a href="/wiki/Lithium_iodate" title="Lithium iodate">LiIO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_periodate" title="Lithium periodate">LiIO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_iridate" title="Lithium iridate">Li<sub>2</sub>IrO<sub>3</sub></a></li> <li><a href="/wiki/LLZO" title="LLZO">Li<sub>7</sub>La<sub>3</sub>Zr<sub>2</sub>O<sub>12</sub></a></li> <li><a href="/w/index.php?title=Lithium_manganese(III,IV)_oxide&action=edit&redlink=1" class="new" title="Lithium manganese(III,IV) oxide (page does not exist)"><span class="nowrap">LiMn<sub>2</sub>O<sub>4</sub></span></a></li> <li><a href="/wiki/Lithium_molybdate" title="Lithium molybdate">Li<sub>2</sub>MoO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_molybdenum_purple_bronze" title="Lithium molybdenum purple bronze">Li<sub>0.9</sub>Mo<sub>6</sub>O<sub>17</sub></a></li> <li><a href="/wiki/Lithium_azide" title="Lithium azide">LiN<sub>3</sub></a></li> <li><a href="/wiki/Lithium_nitride" title="Lithium nitride">Li<sub>3</sub>N</a></li> <li><a href="/wiki/Lithium_amide" title="Lithium amide">LiNH<sub>2</sub></a></li> <li><a href="/wiki/Lithium_imide" title="Lithium imide">Li<sub>2</sub>NH</a></li> <li><a href="/wiki/Lithium_nitrite" title="Lithium nitrite">LiNO<sub>2</sub></a></li> <li><a href="/wiki/Lithium_nitrate" title="Lithium nitrate">LiNO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_nitrate_monohydrate&action=edit&redlink=1" class="new" title="Lithium nitrate monohydrate (page does not exist)"><span class="nowrap">LiNO<sub>3</sub>·H<sub>2</sub>O</span></a></li> <li><a href="/w/index.php?title=Lithium_hyponitrite&action=edit&redlink=1" class="new" title="Lithium hyponitrite (page does not exist)">Li<sub>2</sub>N<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_sodium&action=edit&redlink=1" class="new" title="Lithium sodium (page does not exist)">LiNa</a></li> <li><a href="/w/index.php?title=Dilithium_sodium_phosphate&action=edit&redlink=1" class="new" title="Dilithium sodium phosphate (page does not exist)">Li<sub>2</sub>NaPO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_sodium_nitroxylate" class="mw-redirect" title="Lithium sodium nitroxylate">LiNaNO<sub>2</sub></a></li> <li><a href="/wiki/Lithium_niobate" title="Lithium niobate">LiNbO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_metaniobate&action=edit&redlink=1" class="new" title="Lithium metaniobate (page does not exist)">Li<sub>2</sub>NbO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_monoxide_anion" title="Lithium monoxide anion">LiO<sup>−</sup></a></li> <li><a href="/wiki/Lithium_superoxide" title="Lithium superoxide">LiO<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_ozonide&action=edit&redlink=1" class="new" title="Lithium ozonide (page does not exist)">LiO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_oxide" title="Lithium oxide">Li<sub>2</sub>O</a></li> <li><a href="/wiki/Lithium_peroxide" title="Lithium peroxide">Li<sub>2</sub>O<sub>2</sub></a></li> <li><a href="/wiki/Lithium_hydroxide" title="Lithium hydroxide">LiOH</a></li> <li><a href="/wiki/Lithium_phosphide" title="Lithium phosphide">Li<sub>3</sub>P</a></li> <li><a href="/wiki/Lithium_hexafluorophosphate" title="Lithium hexafluorophosphate">LiPF<sub>6</sub></a></li> <li><a href="/w/index.php?title=Lithium_phosphate&action=edit&redlink=1" class="new" title="Lithium phosphate (page does not exist)">Li<sub>3</sub>PO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Dilithium_phosphite&action=edit&redlink=1" class="new" title="Dilithium phosphite (page does not exist)">Li<sub>2</sub>HPO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Dilithium_phosphate&action=edit&redlink=1" class="new" title="Dilithium phosphate (page does not exist)">Li<sub>2</sub>HPO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Trilithium_phosphite&action=edit&redlink=1" class="new" title="Trilithium phosphite (page does not exist)">Li<sub>3</sub>PO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Trilithium_phosphate&action=edit&redlink=1" class="new" title="Trilithium phosphate (page does not exist)">Li<sub>3</sub>PO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_polonide" title="Lithium polonide">Li<sub>2</sub>Po</a></li> <li><a href="/wiki/Lithium_platinate" title="Lithium platinate">Li<sub>2</sub>PtO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_ruthenate" title="Lithium ruthenate">Li<sub>2</sub>RuO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_sulfide" title="Lithium sulfide">Li<sub>2</sub>S</a></li> <li><a href="/wiki/Lithium_thiocyanate" title="Lithium thiocyanate">LiSCN</a></li> <li><a href="/w/index.php?title=Lithium_hydrosulfide&action=edit&redlink=1" class="new" title="Lithium hydrosulfide (page does not exist)">LiSH</a></li> <li><a href="/w/index.php?title=Lithium_fluorosulfonate&action=edit&redlink=1" class="new" title="Lithium fluorosulfonate (page does not exist)">LiSO<sub>3</sub>F</a></li> <li><a href="/wiki/Lithium_sulfite" title="Lithium sulfite">Li<sub>2</sub>SO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_sulfate" title="Lithium sulfate">Li<sub>2</sub>SO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_hexafluoroantimonate" title="Lithium hexafluoroantimonate">Li[SbF<sub>6</sub>]</a></li> <li><a href="/wiki/Lithium_selenide" title="Lithium selenide">Li<sub>2</sub>Se</a></li> <li><a href="/w/index.php?title=Lithium_selenite&action=edit&redlink=1" class="new" title="Lithium selenite (page does not exist)">Li<sub>2</sub>SeO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_selenate&action=edit&redlink=1" class="new" title="Lithium selenate (page does not exist)">Li<sub>2</sub>SeO<sub>4</sub></a></li> <li><a href="/w/index.php?title=Lithium_silicon&action=edit&redlink=1" class="new" title="Lithium silicon (page does not exist)">LiSi</a></li> <li><a href="/wiki/Lithium_hexafluorosilicate" title="Lithium hexafluorosilicate">Li<sub>2</sub>SiF<sub>6</sub></a></li> <li><a href="/wiki/Lithium_orthosilicate" title="Lithium orthosilicate">Li<sub>4</sub>SiO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_metasilicate" title="Lithium metasilicate">Li<sub>2</sub>SiO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_disilicate" title="Lithium disilicate">Li<sub>2</sub>Si<sub>2</sub>O<sub>5</sub></a></li> <li><a href="/wiki/Lithium_tantalate" title="Lithium tantalate">LiTaO<sub>3</sub></a></li> <li><a href="/wiki/Lithium_telluride" title="Lithium telluride">Li<sub>2</sub>Te</a></li> <li><a href="/wiki/Lithium_tritelluride" title="Lithium tritelluride">LiTe<sub>3</sub></a></li> <li><a href="/wiki/Lithium_tellurite" title="Lithium tellurite">Li<sub>2</sub>TeO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_tellurate&action=edit&redlink=1" class="new" title="Lithium tellurate (page does not exist)">Li<sub>2</sub>TeO<sub>4</sub></a></li> <li><a href="/wiki/Lithium_titanate" title="Lithium titanate">Li<sub>2</sub>TiO<sub>3</sub></a></li> <li><a href="/w/index.php?title=Lithium_titanium_spinel&action=edit&redlink=1" class="new" title="Lithium titanium spinel (page does not exist)"><span class="nowrap">Li<sub>4</sub>Ti<sub>5</sub>O<sub>12</sub></span></a></li> <li><a href="/w/index.php?title=Lithium_titanium_phosphate&action=edit&redlink=1" class="new" title="Lithium titanium phosphate (page does not exist)"><span class="nowrap">LiTi<sub>2</sub>(PO<sub>4</sub>)<sub>3</sub></span></a></li> <li><a href="/w/index.php?title=Lithium_metavanadate_dihydrate&action=edit&redlink=1" class="new" title="Lithium metavanadate dihydrate (page does not exist)"><span class="nowrap">LiVO<sub>3</sub>·2H<sub>2</sub>O</span></a></li> <li><a href="/w/index.php?title=Lithium_vanadium_phosphate&action=edit&redlink=1" class="new" title="Lithium vanadium phosphate (page does not exist)">Li<sub>3</sub>V<sub>2</sub>(PO<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Lithium_tungstate" title="Lithium tungstate">Li<sub>2</sub>WO<sub>4</sub></a></li> <li><a href="/wiki/Yttrium_lithium_fluoride" title="Yttrium lithium fluoride">LiYF<sub>4</sub></a> <ul><li><a href="/wiki/Neodymium-doped_yttrium_lithium_fluoride" title="Neodymium-doped yttrium lithium fluoride">Neodymium-doped</a></li></ul></li> <li><a href="/w/index.php?title=Lithium_zirconium_phosphate&action=edit&redlink=1" class="new" title="Lithium zirconium phosphate (page does not exist)"><span class="nowrap">LiZr<sub>2</sub>(PO<sub>4</sub>)<sub>3</sub></span></a></li> <li><a href="/w/index.php?title=Lithium_zirconate&action=edit&redlink=1" class="new" title="Lithium zirconate (page does not exist)">Li<sub>2</sub>ZrO<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Category:Organolithium_compounds" title="Category:Organolithium compounds">Organic</a> (<a href="/wiki/Lithium_soap" title="Lithium soap">soaps</a>)</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Hemolithin" title="Hemolithin">Hemolithin (extraterrestrial protein)</a></li> <li><a href="/wiki/Organolithium_reagent" title="Organolithium reagent">Organolithium reagents</a> <ul><li><a href="/wiki/Gilman_reagent" title="Gilman reagent">Gilman reagent</a></li></ul></li> <li><a href="/wiki/Lithium_acetate" title="Lithium acetate"><span class="nowrap">CH<sub>3</sub>COOLi</span></a></li> <li><a href="/wiki/Lithium_aspartate" title="Lithium aspartate"><span class="nowrap">C<sub>4</sub>H<sub>6</sub>LiNO<sub>4</sub></span></a></li> <li><a href="/wiki/Lithium_bis(trifluoromethanesulfonyl)imide" title="Lithium bis(trifluoromethanesulfonyl)imide"><span class="nowrap">LiC<sub>2</sub>F<sub>6</sub>NO<sub>4</sub>S<sub>2</sub></span></a></li> <li><a href="/wiki/Lithium_bis(trimethylsilyl)amide" title="Lithium bis(trimethylsilyl)amide"><span class="nowrap">LiN(SiMe<sub>3</sub>)<sub>2</sub></span></a></li> <li><a href="/wiki/Lithium_citrate" title="Lithium citrate"><span class="nowrap">Li<sub>3</sub>C<sub>6</sub>H<sub>5</sub>O<sub>7</sub></span></a></li> <li><a href="/wiki/Lithium_cyclopentadienide" title="Lithium cyclopentadienide"><span class="nowrap">C<sub>5</sub>H<sub>5</sub>Li</span></a></li> <li><a href="/wiki/Lithium_diisopropylamide" title="Lithium diisopropylamide"><span class="nowrap">LiN(C<sub>3</sub>H<sub>7</sub>)<sub>2</sub></span></a></li> <li><a href="/wiki/Lithium_diphenylphosphide" title="Lithium diphenylphosphide"><span class="nowrap">(C<sub>6</sub>H<sub>5</sub>)<sub>2</sub>PLi</span></a></li> <li><a href="/wiki/Lithium_12-hydroxystearate" title="Lithium 12-hydroxystearate"><span class="nowrap">C<sub>18</sub>H<sub>35</sub>LiO<sub>3</sub></span></a></li> <li><a href="/wiki/Hexyllithium" title="Hexyllithium"><span class="nowrap">C<sub>6</sub>H<sub>13</sub>Li</span></a></li> <li><a href="/wiki/N-Butyllithium" title="N-Butyllithium"><span class="nowrap">C<sub>4</sub>H<sub>9</sub>Li</span></a></li> <li><a href="/wiki/Sec-Butyllithium" title="Sec-Butyllithium"><span class="nowrap">CH<sub>3</sub>CHLiCH<sub>2</sub>CH<sub>3</sub></span></a></li> <li><a href="/wiki/Tert-Butyllithium" title="Tert-Butyllithium"><span class="nowrap">(CH<sub>3</sub>)<sub>3</sub>CLi</span></a></li> <li><a href="/wiki/L-selectride" title="L-selectride"><span class="nowrap">C<sub>12</sub>H<sub>28</sub>BLi</span></a></li> <li><a href="/wiki/Methyllithium" title="Methyllithium"><span class="nowrap">CH<sub>3</sub>Li</span></a></li> <li><a href="/wiki/Lithium_naphthalene" title="Lithium naphthalene"><span class="chemf nowrap">Li<sup class="template-chem2-sup">+</sup>C<sub class="template-chem2-sub">10</sub>H<span class="template-chem2-su"><span>−</span><span>8</span></span></span></a></li> <li><a href="/wiki/Neopentyllithium" title="Neopentyllithium"><span class="nowrap">C<sub>5</sub>H<sub>11</sub>Li</span></a></li> <li><a href="/wiki/Lithium_orotate" title="Lithium orotate"><span class="nowrap">C<sub>5</sub>H<sub>3</sub>LiN<sub>2</sub>O<sub>4</sub></span></a></li> <li><a href="/wiki/Phenyllithium" title="Phenyllithium"><span class="nowrap">C<sub>6</sub>H<sub>5</sub>Li</span></a></li> <li><a href="/wiki/Propynyllithium" title="Propynyllithium"><span class="nowrap">LiC<sub>2</sub>CH<sub>3</sub></span></a></li> <li><a href="/wiki/Lithium_stearate" title="Lithium stearate"><span class="nowrap">LiO<sub>2</sub>C(CH<sub>2</sub>)<sub>16</sub>CH<sub>3</sub></span></a></li> <li><a href="/wiki/Lithium_succinate" title="Lithium succinate"><span class="nowrap">C<sub>4</sub>H<sub>5</sub>LiO<sub>4</sub></span></a></li> <li><a href="/wiki/Lithium_triethylborohydride" title="Lithium triethylborohydride"><span class="nowrap">LiEt<sub>3</sub>BH</span></a></li> <li><a href="/wiki/Lithium_tert-butoxide" title="Lithium tert-butoxide"><span class="nowrap">LiOC(CH<sub>3</sub>)<sub>3</sub></span></a></li> <li><a href="/wiki/Lithium_tetramethylpiperidide" title="Lithium tetramethylpiperidide"><span class="nowrap">C<sub>9</sub>H<sub>18</sub>LiN</span></a></li> <li><a href="/wiki/Vinyllithium" title="Vinyllithium"><span class="nowrap">LiC<sub>2</sub>H<sub>3</sub> Vinyllithium</span></a></li> <li><a href="/wiki/Lithium_laurate" title="Lithium laurate"><span class="chemf nowrap">LiC<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">11</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">23</sub></span></span>COO</span></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Category:Lithium_minerals" title="Category:Lithium minerals">Minerals</a></th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amblygonite" title="Amblygonite">Amblygonite</a></li> <li><a href="/w/index.php?title=Berezanskite&action=edit&redlink=1" class="new" title="Berezanskite (page does not exist)">Berezanskite</a></li> <li><a href="/w/index.php?title=Brannockite&action=edit&redlink=1" class="new" title="Brannockite (page does not exist)">Brannockite</a></li> <li><a href="/w/index.php?title=Cryolithionite&action=edit&redlink=1" class="new" title="Cryolithionite (page does not exist)">Cryolithionite</a></li> <li><a href="/w/index.php?title=Darapiosite&action=edit&redlink=1" class="new" title="Darapiosite (page does not exist)">Darapiosite</a></li> <li><a href="/w/index.php?title=Darrellhenryite&action=edit&redlink=1" class="new" title="Darrellhenryite (page does not exist)">Darrellhenryite</a></li> <li><a href="/wiki/Elbaite" title="Elbaite">Elbaite</a> <ul><li><a href="/w/index.php?title=Fluorine_Elbaite&action=edit&redlink=1" class="new" title="Fluorine Elbaite (page does not exist)">Fluorine Elbaite</a></li> <li><a href="/wiki/Fluor-liddicoatite" title="Fluor-liddicoatite">Fluor-liddicoatite</a></li></ul></li> <li><a href="/w/index.php?title=Emeleusite&action=edit&redlink=1" class="new" title="Emeleusite (page does not exist)">Emeleusite</a></li> <li><a href="/wiki/Eucryptite" title="Eucryptite"><span class="nowrap">Eucryptite  LiAlSiO<sub>4</sub></span></a></li> <li><a href="/wiki/Faizievite" title="Faizievite">Faizievite</a></li> <li><a href="/wiki/Hectorite" title="Hectorite">Hectorite</a></li> <li><a href="/wiki/Hsianghualite" title="Hsianghualite">Hsianghualite</a></li> <li><a href="/wiki/Jadarite" title="Jadarite"><span class="nowrap">Jadarite  LiNaSiB<sub>3</sub>O<sub>7</sub>OH</span></a></li> <li><a href="/wiki/Keatite" title="Keatite"><span class="nowrap">Keatite  Li(AlSi<sub>2</sub>O<sub>6</sub>)</span></a></li> <li><a href="/wiki/Kunzite" class="mw-redirect" title="Kunzite">Kunzite</a></li> <li><a href="/w/index.php?title=Lavinskyite&action=edit&redlink=1" class="new" title="Lavinskyite (page does not exist)">Lavinskyite</a></li> <li><a href="/wiki/Lepidolite" title="Lepidolite">Lepidolite</a></li> <li><a href="/wiki/Lithiophilite" title="Lithiophilite"><span class="nowrap">Lithiophilite  LiMnPO<sub>4</sub></span></a></li> <li><a href="/wiki/Lithiophosphate" title="Lithiophosphate"><span class="nowrap">Lithiophosphate  Li<sub>3</sub>PO<sub>4</sub></span></a></li> <li><a href="/w/index.php?title=Manandonite&action=edit&redlink=1" class="new" title="Manandonite (page does not exist)">Manandonite</a></li> <li><a href="/wiki/Manganoneptunite" class="mw-redirect" title="Manganoneptunite">Manganoneptunite</a></li> <li><a href="/wiki/Nambulite" title="Nambulite">Nambulite</a></li> <li><a href="/wiki/Neptunite" title="Neptunite">Neptunite</a></li> <li><a href="/w/index.php?title=Olympite&action=edit&redlink=1" class="new" title="Olympite (page does not exist)">Olympite</a></li> <li><a href="/wiki/Petalite" title="Petalite"><span class="nowrap">Petalite  LiAlSi<sub>4</sub>O<sub>10</sub></span></a></li> <li><a href="/wiki/Pezzottaite" title="Pezzottaite"><span class="nowrap">Pezzottaite  Cs(Be<sub>2</sub>Li)Al<sub>2</sub>Si<sub>6</sub>O<sub>18</sub></span></a></li> <li><a href="/wiki/Rossmanite" class="mw-redirect" title="Rossmanite">Rossmanite</a></li> <li><a href="/wiki/Saliotite" title="Saliotite">Saliotite</a></li> <li><a href="/w/index.php?title=Sogdianite&action=edit&redlink=1" class="new" title="Sogdianite (page does not exist)">Sogdianite</a></li> <li><a href="/wiki/Spodumene" title="Spodumene"><span class="nowrap">Spodumene  LiAl(SiO<sub>3</sub>)<sub>2</sub></span></a></li> <li><a href="/wiki/Sugilite" title="Sugilite">Sugilite</a></li> <li><a href="/w/index.php?title=Tiptopite&action=edit&redlink=1" class="new" title="Tiptopite (page does not exist)">Tiptopite</a></li> <li><a href="/wiki/Tourmaline" title="Tourmaline">Tourmaline</a></li> <li><a href="/wiki/Triphylite" title="Triphylite"><span class="nowrap">Triphylite  LiFePO<sub>4</sub></span></a></li> <li><a href="/wiki/Zabuyelite" title="Zabuyelite"><span class="nowrap">Zabuyelite  Li<sub>2</sub>CO<sub>3</sub></span></a></li> <li><a href="/wiki/Zektzerite" title="Zektzerite">Zektzerite</a></li> <li><a href="/wiki/Zinnwaldite" title="Zinnwaldite">Zinnwaldite</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Hypothetical_chemical_compound" title="Hypothetical chemical compound">Hypothetical</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Lithium_beryllide" title="Lithium beryllide">Li<sub><i>x</i></sub>Be<sub><i>y</i></sub></a></li> <li><a href="/w/index.php?title=Lithium_hydrohelide&action=edit&redlink=1" class="new" title="Lithium hydrohelide (page does not exist)">HLiHe<sup>+</sup></a></li> <li><a href="/w/index.php?title=LiFHeO&action=edit&redlink=1" class="new" title="LiFHeO (page does not exist)">LiFHeO</a></li> <li><a href="/w/index.php?title=LiHe2&action=edit&redlink=1" class="new" title="LiHe2 (page does not exist)">LiHe<sub>2</sub></a></li> <li><a href="/w/index.php?title=(HeO)(LiF)2&action=edit&redlink=1" class="new" title="(HeO)(LiF)2 (page does not exist)">(HeO)(LiF)<sub>2</sub></a></li> <li>La<sub><span class="frac"><span class="num">2</span>⁄<span class="den">3</span></span>–<i>x</i></sub>Li<sub>3<i>x</i></sub>TiO<sub>3</sub>He</li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Other Li-related</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium%E2%80%93lithium_alloy" class="mw-redirect" title="Aluminium–lithium alloy">Aluminium–lithium alloys</a></li> <li><a href="/wiki/Heteroatom-promoted_lateral_lithiation" title="Heteroatom-promoted lateral lithiation">Heteroatom-promoted lateral lithiation</a></li> <li><a href="/wiki/LB_buffer" title="LB buffer">LB buffer</a></li> <li><a href="/wiki/Lithium_atom" title="Lithium atom">Lithium atom</a></li> <li><a href="/wiki/Lithium_(medication)" title="Lithium (medication)">Lithium medication</a></li> <li><a href="/wiki/Lithium_nickel_cobalt_aluminium_oxides" title="Lithium nickel cobalt aluminium oxides">LiNi<sub><i>x</i></sub>Co<sub><i>y</i></sub>Al<sub><i>z</i></sub>O<sub>2</sub></a></li> <li><a href="/wiki/Lithium_nickel_manganese_cobalt_oxides" title="Lithium nickel manganese cobalt oxides">LiNi<sub><i>x</i></sub>Mn<sub><i>y</i></sub>Co<sub><i>z</i></sub>O<sub>2</sub></a></li> <li><a href="/wiki/Lithium_soap" title="Lithium soap">Lithium soap</a></li> <li><a href="/wiki/Lithium_Triangle" title="Lithium Triangle">Lithium Triangle</a></li> <li><a href="/wiki/Lucifer_yellow" title="Lucifer yellow">Lucifer yellow</a></li> <li><a href="/wiki/Magnesium_alloy#Magnesium–lithium_alloys" title="Magnesium alloy">Magnesium–lithium alloys</a></li> <li><a href="/wiki/NASICON" title="NASICON">NASICON</a></li> <li><a href="/wiki/Environmentally_friendly_red_light_flare" title="Environmentally friendly red light flare">Environmentally friendly red light flare</a></li></ul> </div></td></tr></tbody></table></div> <div class="navbox-styles"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1236075235"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"></div><div role="navigation" class="navbox" aria-labelledby="Aluminium_compounds41" style="padding:3px"><table class="nowraplinks mw-collapsible mw-collapsed navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1239400231"><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Aluminium_compounds" title="Template:Aluminium compounds"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Aluminium_compounds" title="Template talk:Aluminium compounds"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Aluminium_compounds" title="Special:EditPage/Template:Aluminium compounds"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Aluminium_compounds41" style="font-size:114%;margin:0 4em"><a href="/wiki/Aluminium_compounds" title="Aluminium compounds">Aluminium compounds</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Al(I)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_monobromide" title="Aluminium monobromide">AlBr</a></li> <li><a href="/wiki/Aluminium_monochloride" title="Aluminium monochloride">AlCl</a></li> <li><a href="/wiki/Aluminium_monofluoride" title="Aluminium monofluoride">AlF</a></li> <li><a href="/wiki/Aluminium_monoiodide" title="Aluminium monoiodide">AlI</a></li> <li><a href="/wiki/Aluminium(I)_oxide" title="Aluminium(I) oxide">Al<sub>2</sub>O</a></li> <li><a href="/wiki/Aluminium_monohydroxide" title="Aluminium monohydroxide">AlOH</a></li></ul> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th id="Organoaluminium(I)_compounds32" scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Organoaluminium" class="mw-redirect" title="Organoaluminium">Organoaluminium</a>(I) compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"><a href="/wiki/(Pentamethylcyclopentadienyl)aluminium(I)" title="(Pentamethylcyclopentadienyl)aluminium(I)">Al(C<sub>5</sub>(CH<sub>3</sub>)<sub>5</sub>)</a></div></td></tr></tbody></table><div> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Al(II)</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_diboride" title="Aluminium diboride">AlB<sub>2</sub></a></li> <li><a href="/wiki/Aluminium_dodecaboride" title="Aluminium dodecaboride">AlB<sub>12</sub></a></li> <li><a href="/wiki/Aluminium(II)_oxide" title="Aluminium(II) oxide">AlO</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Al(III)</th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Aluminium_arsenide" title="Aluminium arsenide">AlAs</a></li> <li><a href="/wiki/Aluminium_borohydride" title="Aluminium borohydride">Al(BH<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_bromide" title="Aluminium bromide">AlBr<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_cyanide" title="Aluminium cyanide">Al(CN)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_chloride" title="Aluminium chloride">AlCl<sub>3</sub></a></li> <li><a href="/wiki/Sodium_tetrachloroaluminate" title="Sodium tetrachloroaluminate">NaAlCl<sub>4</sub></a></li> <li><a href="/wiki/Aluminium_fluoride" title="Aluminium fluoride">AlF<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_hydride" title="Aluminium hydride">AlH<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_iodide" title="Aluminium iodide">AlI<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_nitride" title="Aluminium nitride">AlN</a></li> <li><a href="/wiki/Aluminium_nitrate" title="Aluminium nitrate">Al(NO<sub>3</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_carbonate" title="Aluminium carbonate">Al<sub>2</sub>(CO<sub>3</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_hydroxide" title="Aluminium hydroxide">Al(OH)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_monoacetate" title="Aluminium monoacetate">Al(OH)<sub>2</sub>OAc</a></li> <li><a href="/wiki/Aluminium_diacetate" title="Aluminium diacetate">Al(OH)(OAc)<sub>2</sub></a></li> <li><a href="/wiki/Aluminium_triacetate" title="Aluminium triacetate">Al(OAc)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_sulfacetate" title="Aluminium sulfacetate">Al<sub>2</sub>SO<sub>4</sub>(OAc)<sub>4</sub></a></li> <li><a href="/wiki/Aluminium_phosphide" title="Aluminium phosphide">AlP</a></li> <li><a href="/wiki/Aluminium_phosphate" title="Aluminium phosphate">AlPO<sub>4</sub></a></li> <li><a href="/wiki/Aluminium_antimonide" title="Aluminium antimonide">AlSb</a></li> <li><a href="/wiki/Aluminium_acetylacetonate" title="Aluminium acetylacetonate"> Al(C<sub>5</sub>H<sub>7</sub>O<sub>2</sub>)<sub>3</sub></a></li> <li><a href="/w/index.php?title=Aluminium_permanganate&action=edit&redlink=1" class="new" title="Aluminium permanganate (page does not exist)">Al(MnO<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_molybdate" title="Aluminium molybdate">Al<sub>2</sub>(MoO<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_oxide" title="Aluminium oxide">Al<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_sulfide" title="Aluminium sulfide">Al<sub>2</sub>S<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_sulfate" title="Aluminium sulfate">Al<sub>2</sub>(SO<sub>4</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_selenide" title="Aluminium selenide">Al<sub>2</sub>Se<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_telluride" title="Aluminium telluride">Al<sub>2</sub>Te<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_silicate" title="Aluminium silicate">Al<sub>2</sub>SiO<sub>5</sub></a></li> <li><a href="/wiki/Aluminium_arsenate" title="Aluminium arsenate">AlAsO<sub>4</sub></a></li> <li><a href="/wiki/Aluminium_carbide" title="Aluminium carbide">Al<sub>4</sub>C<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_hydroxide_oxide" title="Aluminium hydroxide oxide">AlOHO</a></li> <li><a href="/wiki/Aluminium_monostearate" title="Aluminium monostearate">Al(OH)<sub>2</sub>CO<sub>2</sub>C<sub>17</sub>H<sub>5</sub></a></li> <li><a href="/wiki/Sodium_bis(2-methoxyethoxy)aluminumhydride" class="mw-redirect" title="Sodium bis(2-methoxyethoxy)aluminumhydride">NaAlH<sub>2</sub>(OC<sub>2</sub>H<sub>4</sub>OCH<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/w/index.php?title=Lithium_bis(2-methoxyethoxy)aluminumhydride&action=edit&redlink=1" class="new" title="Lithium bis(2-methoxyethoxy)aluminumhydride (page does not exist)">LiAlH<sub>2</sub>(OC<sub>2</sub>H<sub>4</sub>OCH<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Potassium_aluminium_borate" title="Potassium aluminium borate">K<sub>2</sub>Al<sub>2</sub>B<sub>2</sub>O<sub>7</sub></a></li> <li><a href="/wiki/Potassium_hexafluoroaluminate" title="Potassium hexafluoroaluminate"><span class="chemf nowrap">K<sub class="template-chem2-sub">3</sub>AlF<sub class="template-chem2-sub">6</sub></span></a></li> <li><a href="/wiki/Aluminium_lactate" title="Aluminium lactate">Al(C<sub>3</sub>H<sub>5</sub>O<sub>3</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Aluminium_laurate" title="Aluminium laurate"><span class="chemf nowrap">C<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">36</sub></span></span>H<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">69</sub></span></span>AlO<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline"></sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">6</sub></span></span></span></a></li></ul> </div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Alum" title="Alum">Alums</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Ammonium_aluminium_sulfate" class="mw-redirect" title="Ammonium aluminium sulfate">(NH<sub>4</sub>)Al(SO<sub>4</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Potassium_alum" title="Potassium alum">KAl(SO<sub>4</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Sodium_aluminium_sulfate" class="mw-redirect" title="Sodium aluminium sulfate">NaAl(SO<sub>4</sub>)<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Organoaluminium(III) compounds</th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Trimethylaluminium" title="Trimethylaluminium">(Al(CH<sub>3</sub>)<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Methylaluminoxane" title="Methylaluminoxane"><i>poly</i>-AlCH<sub>3</sub>O</a></li> <li><a href="/wiki/Triethylaluminium" title="Triethylaluminium">(Al(C<sub>2</sub>H<sub>5</sub>)<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Triisobutylaluminium" title="Triisobutylaluminium">Al(CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Diethylaluminium_chloride" title="Diethylaluminium chloride">Al(C<sub>2</sub>H<sub>5</sub>)<sub>2</sub>Cl</a></li> <li><a href="/wiki/Diethylaluminium_cyanide" title="Diethylaluminium cyanide">Al(C<sub>2</sub>H<sub>5</sub>)<sub>2</sub>CN</a></li> <li><a href="/wiki/Diisobutylaluminium_hydride" title="Diisobutylaluminium hydride">Al(CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub>)<sub>2</sub>H</a></li> <li><a href="/wiki/Ethylaluminium_sesquichloride" title="Ethylaluminium sesquichloride">Al(C<sub>2</sub>H<sub>5</sub>)<sub>2</sub>Cl<sub>2</sub>C<sub>2</sub>H<sub>5</sub>Cl</a></li> <li><a href="/wiki/Tebbe%27s_reagent" title="Tebbe's reagent">Ti(C<sub>5</sub>H<sub>5</sub>)<sub>2</sub>CH<sub>2</sub>ClAl(CH<sub>3</sub>)<sub>2</sub></a></li></ul> </div></td></tr></tbody></table><div> </div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?useformat=desktop&type=1x1&usesul3=0" alt="" width="1" height="1" style="border: none; position: absolute;"></noscript> <div class="printfooter" data-nosnippet="">Retrieved from "<a dir="ltr" href="https://en.wikipedia.org/w/index.php?title=Lithium_aluminium_hydride&oldid=1275082444">https://en.wikipedia.org/w/index.php?title=Lithium_aluminium_hydride&oldid=1275082444</a>"</div></div> <div id="catlinks" class="catlinks" data-mw="interface"><div id="mw-normal-catlinks" class="mw-normal-catlinks"><a href="/wiki/Help:Category" 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