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contents</span> </label> <div class="vector-dropdown-content"> <div id="vector-page-titlebar-toc-unpinned-container" class="vector-unpinned-container"> </div> </div> </div> </nav> <h1 id="firstHeading" class="firstHeading mw-first-heading"><span class="mw-page-title-main">Nickel(II) bis(acetylacetonate)</span></h1> <div id="p-lang-btn" class="vector-dropdown mw-portlet mw-portlet-lang" > <input type="checkbox" id="p-lang-btn-checkbox" role="button" aria-haspopup="true" data-event-name="ui.dropdown-p-lang-btn" class="vector-dropdown-checkbox mw-interlanguage-selector" aria-label="Go to an article in another language. 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class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Acetylaceton%C3%A1t_nikelnat%C3%BD" title="Acetylacetonát nikelnatý – Czech" lang="cs" hreflang="cs" data-title="Acetylacetonát nikelnatý" 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/Nickel(II)-acetylacetonat" title="Nickel(II)-acetylacetonat – German" lang="de" hreflang="de" data-title="Nickel(II)-acetylacetonat" data-language-autonym="Deutsch" data-language-local-name="German" class="interlanguage-link-target"><span>Deutsch</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%A7%D8%B3%D8%AA%DB%8C%D9%84%E2%80%8C%D8%A7%D8%B3%D8%AA%D9%88%D9%86%D8%A7%D8%AA_%D9%86%DB%8C%DA%A9%D9%84_(II)" title="استیل‌استونات نیکل (II) – Persian" lang="fa" hreflang="fa" data-title="استیل‌استونات نیکل (II)" 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/Bis-ac%C3%A9tylac%C3%A9tonate_de_nickel(II)" title="Bis-acétylacétonate de nickel(II) – French" lang="fr" hreflang="fr" data-title="Bis-acétylacétonate de nickel(II)" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%90%D1%86%D0%B5%D1%82%D0%B8%D0%BB%D0%B0%D1%86%D0%B5%D1%82%D0%BE%D0%BD%D0%B0%D1%82_%D0%BD%D0%B8%D0%BA%D0%B5%D0%BB%D1%8F(II)" title="Ацетилацетонат никеля(II) – Russian" lang="ru" hreflang="ru" data-title="Ацетилацетонат никеля(II)" data-language-autonym="Русский" 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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"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Coordination complex</div> <style data-mw-deduplicate="TemplateStyles:r1084375498">.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%}</style> <table class="infobox ib-chembox"> <caption>Nickel(II) bis(acetylacetonate) </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:ACACNI01.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/ACACNI01.png/270px-ACACNI01.png" decoding="async" width="270" height="190" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/5/57/ACACNI01.png/405px-ACACNI01.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/5/57/ACACNI01.png/540px-ACACNI01.png 2x" data-file-width="1200" data-file-height="844" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Nickel(II)_acetylacetonate.jpg" class="mw-file-description"><img alt="Ball-and-stick model of the nickel(II) acetylacetonate complex" src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nickel%28II%29_acetylacetonate.jpg/210px-Nickel%28II%29_acetylacetonate.jpg" decoding="async" width="210" height="168" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nickel%28II%29_acetylacetonate.jpg/315px-Nickel%28II%29_acetylacetonate.jpg 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/Nickel%28II%29_acetylacetonate.jpg/420px-Nickel%28II%29_acetylacetonate.jpg 2x" data-file-width="2006" data-file-height="1605" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;">Ni(acac)<sub>2</sub>, nickel acac</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; 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><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><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=3264-82-2">3264-82-2</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><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=C%2FC%28%3DC%2FC%28%3DO%29C%29%2FO.C%2FC%28%3DC%2FC%28%3DO%29C%29%2FO.%5BNi%5D">Interactive image</a></span></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.2005906.html">2005906</a></span></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/100.019.887">100.019.887</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q7028230#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>221-875-7</li></ul></div> </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/5359853">5359853</a></span></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/5I48R807JO">5I48R807JO</a></span></li></ul></div> </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/DTXSID80904370">DTXSID80904370</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q7028230#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; background:transparent;"><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/2C5H8O2.Ni/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/b2*4-3-;</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: SHWZFQPXYGHRKT-FDGPNNRMSA-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; background:transparent;"><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%;">C/C(=C/C(=O)C)/O.C/C(=C/C(=O)C)/O.[Ni]</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; 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><span title="Carbon">C</span><sub>30</sub><span title="Hydrogen">H</span><sub>42</sub><span title="Nickel">Ni</span><sub>3</sub><span title="Oxygen">O</span><sub>12</sub> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td><span class="nowrap"><span data-sort-value="7002770734000000000♠"></span>770.734</span> g·mol<sup>−1</sup>   </td></tr> <tr> <td>Appearance </td> <td>dark green </td></tr> <tr> <td><a href="/wiki/Density" title="Density">Density</a> </td> <td>1.455 g/cm<sup>3</sup> </td></tr> <tr> <td><a href="/wiki/Melting_point" title="Melting point">Melting point</a> </td> <td>229.5 °C (445.1 °F; 502.6 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>H<sub>2</sub>O </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Hazards </th></tr> <tr> <td colspan="2" style="text-align:left; background-color:#eaeaea;"><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-exclam.svg" class="mw-file-description" title="GHS07: Exclamation mark"><img alt="GHS07: Exclamation mark" src="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/50px-GHS-pictogram-exclam.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/75px-GHS-pictogram-exclam.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/c/c3/GHS-pictogram-exclam.svg/100px-GHS-pictogram-exclam.svg.png 2x" data-file-width="512" data-file-height="512" /></a></span><span typeof="mw:File"><a href="/wiki/File:GHS-pictogram-silhouette.svg" class="mw-file-description" title="GHS08: Health hazard"><img alt="GHS08: Health hazard" src="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/50px-GHS-pictogram-silhouette.svg.png" decoding="async" width="50" height="50" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/75px-GHS-pictogram-silhouette.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/2/21/GHS-pictogram-silhouette.svg/100px-GHS-pictogram-silhouette.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="H302: Harmful if swallowed">H302</abbr>, <abbr class="abbr" title="H317: May cause an allergic skin reaction">H317</abbr>, <abbr class="abbr" title="H334: May cause allergy or asthma symptoms of breathing difficulties if inhaled">H334</abbr>, <abbr class="abbr" title="H350: May cause cancer">H350</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="P201: Obtain special instructions before use.">P201</abbr>, <abbr class="abbr" title="P202: Do not handle until all safety precautions have been read and understood.">P202</abbr>, <abbr class="abbr" title="P261: Avoid breathing dust/fume/gas/mist/vapours/spray.">P261</abbr>, <abbr class="abbr" title="P264: Wash ... thoroughly after handling.">P264</abbr>, <abbr class="abbr" title="P270: Do not eat, drink or smoke when using this product.">P270</abbr>, <abbr class="abbr" title="P272: Contaminated work clothing should not be allowed out of the workplace.">P272</abbr>, <abbr class="abbr" title="P280: Wear protective gloves/protective clothing/eye protection/face protection.">P280</abbr>, <abbr class="abbr" title="P281: Use personal protective equipment as required.">P281</abbr>, <abbr class="abbr" title="P285: In case of inadequate ventilation wear respiratory protection.">P285</abbr>, <abbr class="abbr" title="P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.">P301+P312</abbr>, <abbr class="abbr" title="P302+P352: IF ON SKIN: Wash with soap and water.">P302+P352</abbr>, <abbr class="abbr" title="P304+P341: IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.">P304+P341</abbr>, <abbr class="abbr" title="P308+P313: IF exposed or concerned: Get medical advice/attention.">P308+P313</abbr>, <abbr class="abbr" title="P321: Specific treatment (see ... on this label).">P321</abbr>, <abbr class="abbr" title="P330: Rinse mouth.">P330</abbr>, <abbr class="abbr" title="P333+P313: If skin irritation or a rash occurs: Get medical advice/attention.">P333+P313</abbr>, <abbr class="abbr" title="P342+P311: If experiencing respiratory symptoms: Call a POISON CENTER or doctor/physician.">P342+P311</abbr>, <abbr class="abbr" title="P363: Wash contaminated clothing before reuse.">P363</abbr>, <abbr class="abbr" title="P405: Store locked up.">P405</abbr>, <abbr class="abbr" title="P501: Dispose of contents/container to ...">P501</abbr> </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; 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="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/12px-X_mark.svg.png" decoding="async" width="12" height="14" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/18px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/24px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=427879764&page2=Nickel%28II%29+bis%28acetylacetonate%29">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>Nickel(II) bis(acetylacetonate)</b> is a <a href="/wiki/Coordination_complex" title="Coordination complex">coordination complex</a> with the formula [Ni(acac)<sub>2</sub>]<sub>3</sub>, where acac is the <a href="/wiki/Ion" title="Ion">anion</a> <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">C<sub class="template-chem2-sub">5</sub>H<sub class="template-chem2-sub">7</sub>O<span class="template-chem2-su"><span>−</span><span>2</span></span></span> derived from <a href="/wiki/Deprotonation" title="Deprotonation">deprotonation</a> of <a href="/wiki/Acetylacetone" title="Acetylacetone">acetylacetone</a>. It is a dark green <a href="/wiki/Paramagnetism" title="Paramagnetism">paramagnetic</a> solid that is soluble in organic solvents such as <a href="/wiki/Toluene" title="Toluene">toluene</a>. It reacts with water to give the blue-green <a href="/wiki/Metal_aquo_complex" title="Metal aquo complex">diaquo complex</a> Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>.<sup id="cite_ref-Mehrotra_1-0" class="reference"><a href="#cite_note-Mehrotra-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Structure_and_properties">Structure and properties</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nickel(II)_bis(acetylacetonate)&action=edit&section=1" title="Edit section: Structure and properties"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><a href="/wiki/Anhydrous" title="Anhydrous">Anhydrous</a> nickel(II) acetylacetonate exists as molecules of Ni<sub>3</sub>(acac)<sub>6</sub>. The three nickel atoms are approximately collinear and each pair of them is <a href="/wiki/Bridging_ligand" title="Bridging ligand">bridged</a> by two μ<sub>2</sub> oxygen atoms. Each nickel atom has <a href="/wiki/Octahedral_molecular_geometry#Jahn–Teller_effect" title="Octahedral molecular geometry">tetragonally distorted octahedral geometry</a>, caused by the difference in the length of the Ni–O bonds between the bridging and non-bridging oxygens.<sup id="cite_ref-Bullen_2_2-0" class="reference"><a href="#cite_note-Bullen_2-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> Ni<sub>3</sub>(acac)<sub>6</sub> molecules are almost <a href="/wiki/Molecular_symmetry" title="Molecular symmetry">centrosymmetric</a>, despite the non-centrosymmetric <a href="/wiki/Point_group" title="Point group">point group</a> of the <i>cis</i>-Ni(acac)<sub>2</sub> "monomers," which is uncommon.<sup id="cite_ref-Bullen_3-0" class="reference"><a href="#cite_note-Bullen-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> The <a href="/wiki/Trimer_(chemistry)" title="Trimer (chemistry)">trimeric</a> structure allows all nickel centers to achieve an octahedral coordination. The trimer is only formed if intramolecular sharing of oxygen centers between pairs of nickel centers occurs. The anhydrous complex has interesting <a href="/wiki/Magnetochemistry" title="Magnetochemistry">magnetic properties</a>. Down to about 80 <a href="/wiki/Kelvin" title="Kelvin">K</a> it exhibits normal <a href="/wiki/Paramagnetism" title="Paramagnetism">paramagnetism</a> with an effective <a href="/wiki/Magnetic_moment" title="Magnetic moment">magnetic moment</a> of 3.2 <a href="/wiki/Bohr_magneton" title="Bohr magneton">μ<sub>B</sub></a>, close to the spin-only moment expected of a d<sup>8</sup> ion with two unpaired electrons. The effective moment rises to 4.1 μ<sub>B</sub> at 4.3 K, due to ferromagnetic <a href="/wiki/Exchange_interaction" title="Exchange interaction">exchange interactions</a> involving all three nickel ions.<sup id="cite_ref-4" class="reference"><a href="#cite_note-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p><p>When bound to bulkier <a href="/wiki/Structural_analog" title="Structural analog">analogues</a> of acetylacetonate ligand, <a href="/wiki/Steric_effects#Steric_hindrance" title="Steric effects">steric hindrance</a> favors formation of the mononickel derivatives. This behavior is observed for the derivative of 3-methylacetylacetonate.<sup id="cite_ref-5" class="reference"><a href="#cite_note-5"><span class="cite-bracket">[</span>5<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading3"><h3 id="Dihydrate">Dihydrate</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nickel(II)_bis(acetylacetonate)&action=edit&section=2" title="Edit section: Dihydrate"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Ni(acac)2(H2O)2.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/03/Ni%28acac%292%28H2O%292.png/144px-Ni%28acac%292%28H2O%292.png" decoding="async" width="144" height="135" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/03/Ni%28acac%292%28H2O%292.png/216px-Ni%28acac%292%28H2O%292.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/03/Ni%28acac%292%28H2O%292.png/288px-Ni%28acac%292%28H2O%292.png 2x" data-file-width="886" data-file-height="830" /></a><figcaption>Structure of Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>.</figcaption></figure> <p>As in the anhydrous form, the Ni(II) centres occupy octahedral coordination sites. The <a href="/wiki/Coordination_sphere" title="Coordination sphere">coordination sphere</a> is provided by two bidentate acetylacetonate (acac) ligands and two <a href="/wiki/Metal_aquo_complex" title="Metal aquo complex">aquo ligands</a>. Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> exists as <a href="/wiki/Cis%E2%80%93trans_isomerism" title="Cis–trans isomerism"><i>cis</i> and <i>trans</i> isomers</a>.<sup id="cite_ref-Kudrat-E-Zahan_6-0" class="reference"><a href="#cite_note-Kudrat-E-Zahan-6"><span class="cite-bracket">[</span>6<span class="cite-bracket">]</span></a></sup> Trans isomers are also observed for Ni(acac)<sub>2</sub>(<a href="/wiki/Pyridine-N-oxide" title="Pyridine-N-oxide">pyridine-<i>N</i>-oxide</a>)<sub>2</sub>.<sup id="cite_ref-Figgis_7-0" class="reference"><a href="#cite_note-Figgis-7"><span class="cite-bracket">[</span>7<span class="cite-bracket">]</span></a></sup> In the <i>trans</i> isomers, the axial Ni–O bonds are greater in length (210.00 pm) than the equatorial Ni–O bonds (200.85 pm and 199.61 pm).<sup id="cite_ref-Metin_8-0" class="reference"><a href="#cite_note-Metin-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </p> <figure class="mw-halign-left" typeof="mw:File/Thumb"><a href="/wiki/File:Ni(acac)2.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Ni%28acac%292.png/200px-Ni%28acac%292.png" decoding="async" width="200" height="87" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/6/62/Ni%28acac%292.png/300px-Ni%28acac%292.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/6/62/Ni%28acac%292.png/400px-Ni%28acac%292.png 2x" data-file-width="819" data-file-height="355" /></a><figcaption><i>Trans</i> and <i>cis</i> isomers of [Ni(acac)<sub>2</sub>X<sub>2</sub>] where X is a coordinating molecule</figcaption></figure> <div class="mw-heading mw-heading2"><h2 id="Synthesis">Synthesis</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nickel(II)_bis(acetylacetonate)&action=edit&section=3" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Bis(2,4-pentanedionato)nickel(II) is prepared by treating <a href="/wiki/Nickel_nitrate" class="mw-redirect" title="Nickel nitrate">nickel nitrate</a> with <a href="/wiki/Acetylacetone" title="Acetylacetone">acetylacetone</a> in the presence of <a href="/wiki/Base_(chemistry)" title="Base (chemistry)">base</a>. The product is the blue-green diaquo complex Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>.<sup id="cite_ref-IS_9-0" class="reference"><a href="#cite_note-IS-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>Ni(NO<sub>3</sub>)<sub>2</sub> + 2 CH<sub>3</sub>COCH<sub>2</sub>COCH<sub>3</sub> + 2 H<sub>2</sub>O + 2 NaOH → Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> + 2 NaNO<sub>3</sub></dd></dl> <p>This complex can be dehydrated using a <a href="/wiki/Dean%E2%80%93Stark_apparatus" title="Dean–Stark apparatus">Dean–Stark trap</a> by <a href="/wiki/Azeotropic_distillation" title="Azeotropic distillation">azeotropic distillation</a>:<sup id="cite_ref-IS_9-1" class="reference"><a href="#cite_note-IS-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>3 Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> → [Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>]<sub>3</sub> + 6 H<sub>2</sub>O</dd></dl> <p>Upon heating Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> at 170–210 °C under reduced pressure (0.2–0.4 mmHg, 27–53 Pa), the anhydrous form <a href="/wiki/Sublimation_(phase_transition)" title="Sublimation (phase transition)">sublimes</a> and water is removed.<sup id="cite_ref-Bullen_3-1" class="reference"><a href="#cite_note-Bullen-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Reactions">Reactions</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Nickel(II)_bis(acetylacetonate)&action=edit&section=4" title="Edit section: Reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The anhydrous complex reacts with a range of <a href="/wiki/Lewis_acids_and_bases" title="Lewis acids and bases">Lewis bases</a> to give monomeric <a href="/wiki/Adduct" title="Adduct">adducts</a>.<sup id="cite_ref-Williams_10-0" class="reference"><a href="#cite_note-Williams-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> Illustrative is the reaction with <a href="/wiki/Tetramethylethylenediamine" title="Tetramethylethylenediamine">tetramethylethylenediamine</a> (tmeda):<sup id="cite_ref-Wilke_11-0" class="reference"><a href="#cite_note-Wilke-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p> <dl><dd>[Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>]<sub>3</sub> + 3 tmeda → 3 Ni(CH<sub>3</sub>COCHCOCH<sub>3</sub>)<sub>2</sub>(tmeda)</dd></dl> <p>Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> reacts quickly in high yield at a methine positions, producing diamides from isocyanates. Related reactions occur with <a href="/wiki/Diethyl_azodicarboxylate" title="Diethyl azodicarboxylate">diethyl azodicarboxylate</a> and <a href="/wiki/Dimethyl_acetylenedicarboxylate" title="Dimethyl acetylenedicarboxylate">dimethyl acetylenedicarboxylate</a>: </p> <dl><dd>Ni(acac)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub> + 2 PhNCO → Ni(O<sub>2</sub>C<sub>5</sub>Me<sub>2</sub>CONHPh)<sub>2</sub> + 2 H<sub>2</sub>O</dd></dl> <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=Nickel(II)_bis(acetylacetonate)&action=edit&section=5" title="Edit section: Applications"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>The anhydrous complex is the precursor to nickel-based catalysts such as <a href="/wiki/Nickel_bis(cyclooctadiene)" class="mw-redirect" title="Nickel bis(cyclooctadiene)">nickel bis(cyclooctadiene)</a> and <a href="/wiki/Tetramethylethylenediamine(dimethyl)nickel(II)" title="Tetramethylethylenediamine(dimethyl)nickel(II)">tetramethylethylenediamine(dimethyl)nickel(II)</a>.<sup id="cite_ref-12" class="reference"><a href="#cite_note-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-Wilke_11-1" class="reference"><a href="#cite_note-Wilke-11"><span class="cite-bracket">[</span>11<span class="cite-bracket">]</span></a></sup> </p><p>[Ni(acac)<sub>2</sub>]<sub>3</sub> is a <a href="/wiki/Precursor_(chemistry)" title="Precursor (chemistry)">precursor</a> for the deposition of a <a href="/wiki/Thin_film" title="Thin film">thin film</a> of <a href="/wiki/Nickel(II)_oxide" title="Nickel(II) oxide">NiO</a> on conductive glass <a href="/wiki/Substrate_(chemistry)" title="Substrate (chemistry)">substrates</a> using <a href="/wiki/Sol-gel" class="mw-redirect" title="Sol-gel">sol-gel</a> techniques.<sup id="cite_ref-Williams_10-1" class="reference"><a href="#cite_note-Williams-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </p> <figure class="mw-halign-center" typeof="mw:File/Thumb"><a href="/wiki/File:Ni(acac)_scheme.tif" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/4/4b/Ni%28acac%29_scheme.tif/lossless-page1-300px-Ni%28acac%29_scheme.tif.png" decoding="async" width="300" height="71" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/4/4b/Ni%28acac%29_scheme.tif/lossless-page1-450px-Ni%28acac%29_scheme.tif.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/4/4b/Ni%28acac%29_scheme.tif/lossless-page1-600px-Ni%28acac%29_scheme.tif.png 2x" data-file-width="1054" data-file-height="249" /></a><figcaption>Use of "Ni(acac)<sub>2</sub>" as the precatalyst.<sup id="cite_ref-13" class="reference"><a href="#cite_note-13"><span class="cite-bracket">[</span>13<span class="cite-bracket">]</span></a></sup></figcaption></figure> <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=Nickel(II)_bis(acetylacetonate)&action=edit&section=6" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Palladium(II)_bis(acetylacetonate)" title="Palladium(II) bis(acetylacetonate)">Palladium(II) bis(acetylacetonate)</a></li> <li><a href="/wiki/Platinum(II)_bis(acetylacetonate)" title="Platinum(II) bis(acetylacetonate)">Platinum(II) bis(acetylacetonate)</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=Nickel(II)_bis(acetylacetonate)&action=edit&section=7" 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 reflist-columns references-column-width reflist-columns-2"> <ol class="references"> <li id="cite_note-Mehrotra-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-Mehrotra_1-0">^</a></b></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="CITEREFR._C._MehrotraR._BohraD._P._Gaur1978" class="citation book cs1">R. C. Mehrotra; R. Bohra; D. P. Gaur (1978). <i>Metal β-Diketones and Allied Derivatives</i>. Academic Press. <a href="/wiki/ISBN_(identifier)" class="mw-redirect" title="ISBN (identifier)">ISBN</a> <a href="/wiki/Special:BookSources/0124881505" title="Special:BookSources/0124881505"><bdi>0124881505</bdi></a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Abook&rft.genre=book&rft.btitle=Metal+%CE%B2-Diketones+and+Allied+Derivatives&rft.pub=Academic+Press&rft.date=1978&rft.isbn=0124881505&rft.au=R.+C.+Mehrotra&rft.au=R.+Bohra&rft.au=D.+P.+Gaur&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANickel%28II%29+bis%28acetylacetonate%29" class="Z3988"></span></span> </li> <li id="cite_note-Bullen_2-2"><span class="mw-cite-backlink"><b><a href="#cite_ref-Bullen_2_2-0">^</a></b></span> <span class="reference-text"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFG._J._Bullen,_R._Mason_&_P._Pauling1961" class="citation journal cs1">G. J. Bullen, R. Mason & P. Pauling (1961). "Octahedral Co-ordination of Nickel in Nickel(II) Bisacetylacetone". <i><a href="/wiki/Nature_(journal)" title="Nature (journal)">Nature</a></i>. <b>189</b> (4761): 291–292. <a href="/wiki/Doi_(identifier)" class="mw-redirect" title="Doi (identifier)">doi</a>:<a rel="nofollow" class="external text" href="https://doi.org/10.1038%2F189291a0">10.1038/189291a0</a>. <a href="/wiki/S2CID_(identifier)" class="mw-redirect" title="S2CID (identifier)">S2CID</a> <a rel="nofollow" class="external text" href="https://api.semanticscholar.org/CorpusID:37394858">37394858</a>.</cite><span title="ctx_ver=Z39.88-2004&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.jtitle=Nature&rft.atitle=Octahedral+Co-ordination+of+Nickel+in+Nickel%28II%29+Bisacetylacetone&rft.volume=189&rft.issue=4761&rft.pages=291-292&rft.date=1961&rft_id=info%3Adoi%2F10.1038%2F189291a0&rft_id=https%3A%2F%2Fapi.semanticscholar.org%2FCorpusID%3A37394858%23id-name%3DS2CID&rft.au=G.+J.+Bullen%2C+R.+Mason+%26+P.+Pauling&rfr_id=info%3Asid%2Fen.wikipedia.org%3ANickel%28II%29+bis%28acetylacetonate%29" class="Z3988"></span></span> </li> <li id="cite_note-Bullen-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-Bullen_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-Bullen_3-1"><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="CITEREFG._J._Bullen,_R._Mason_&_P._Pauling.1965" class="citation journal cs1">G. 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.navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Nickel_compounds" title="Template:Nickel compounds"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Nickel_compounds" title="Template talk:Nickel compounds"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Nickel_compounds" title="Special:EditPage/Template:Nickel compounds"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Nickel_compounds" style="font-size:114%;margin:0 4em"><a href="/wiki/Nickel" title="Nickel">Nickel</a> <a href="/wiki/Nickel_compounds" title="Nickel compounds">compounds</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nickel(0)</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/Nickel_tetracarbonyl" title="Nickel tetracarbonyl">Ni(CO)<sub>4</sub></a></li> <li><a href="/wiki/Bis(cyclooctadiene)nickel(0)" title="Bis(cyclooctadiene)nickel(0)">Ni(COD)<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nickel(II)</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/Nickel(II)_fluoride" title="Nickel(II) fluoride">NiF<sub>2</sub></a> <ul><li><a href="/wiki/Potassium_tetrafluoronickelate" title="Potassium tetrafluoronickelate">K<sub>2</sub>NiF<sub>4</sub></a></li> <li><a href="/wiki/Fluoronickelate" title="Fluoronickelate">NiF<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li></ul></li> <li><a href="/wiki/Nickel(II)_chloride" title="Nickel(II) chloride">NiCl<sub>2</sub></a> <ul><li><a href="/wiki/Tetrachloronickelate" title="Tetrachloronickelate">NiCl<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li></ul></li> <li><a href="/wiki/Nickel(II)_bromide" title="Nickel(II) bromide">NiBr<sub>2</sub></a> <ul><li><a href="/wiki/Tetrabromonickelate" title="Tetrabromonickelate">NiBr<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li></ul></li> <li><a href="/wiki/Nickel(II)_iodide" title="Nickel(II) iodide">NiI<sub>2</sub></a> <ul><li><a href="/wiki/Tetraiodonickelate" title="Tetraiodonickelate">NiI<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">2−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">4</sub></span></span></a></li></ul></li> <li><a href="/wiki/Nickel_dicyanide" title="Nickel dicyanide">Ni(CN)<sub>2</sub></a> <ul><li><a href="/wiki/Potassium_tetracyanonickelate" title="Potassium tetracyanonickelate">K<sub>2</sub>Ni(CN)<sub>4</sub></a></li></ul></li> <li><a href="/wiki/Nickel(II)_thiocyanate" title="Nickel(II) thiocyanate">Ni(SCN)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_oxide" title="Nickel(II) oxide">NiO</a></li> <li><a href="/wiki/Nickel(II)_hydroxide" title="Nickel(II) hydroxide">Ni(OH)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_carbonate" title="Nickel(II) carbonate">NiCO<sub>3</sub></a></li> <li><a href="/wiki/Nickel(II)_sulfate" title="Nickel(II) sulfate">NiSO<sub>4</sub></a></li> <li><a href="/wiki/Nickel(II)_phosphate" title="Nickel(II) phosphate">Ni<sub>3</sub>(PO<sub>4</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_chromate" title="Nickel(II) chromate">NiCrO<sub>4</sub></a></li> <li><a href="/wiki/Nickel(II)_titanate" title="Nickel(II) titanate">NiTiO<sub>3</sub></a></li> <li><a href="/wiki/Nickel(II)_selenate" title="Nickel(II) selenate">NiSeO<sub>4</sub></a></li> <li><a href="/wiki/Nickel_sulfide" title="Nickel sulfide">NiS</a></li> <li><a href="/wiki/Nickel_selenide" title="Nickel selenide">NiSe</a></li> <li><a href="/wiki/Nickel(II)_perchlorate" title="Nickel(II) perchlorate">Ni(ClO<sub>4</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_nitrate" title="Nickel(II) nitrate">Ni(NO<sub>3</sub>)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_nitrite" title="Nickel(II) nitrite">Ni(NO<sub>2</sub>)<sub>2</sub></a> <ul><li><a href="/wiki/Nitronickelate" title="Nitronickelate">Ni(NO<sub>2</sub>)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">3−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">5</sub></span></span> / Ni(NO<sub>2</sub>)<span class="nowrap"><span style="display:inline-block;margin-bottom:-0.3em;vertical-align:-0.4em;line-height:1.2em;font-size:80%;text-align:left"><sup style="font-size:inherit;line-height:inherit;vertical-align:baseline">4−</sup><br /><sub style="font-size:inherit;line-height:inherit;vertical-align:baseline">6</sub></span></span></a></li></ul></li> <li><a href="/wiki/Nickel_formate" title="Nickel formate">Ni(CO<sub>2</sub>H)<sub>2</sub></a></li> <li><a href="/wiki/Nickel(II)_laurate" title="Nickel(II) 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">24</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">46</sub></span></span>NiO<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">4</sub></span></span></span></a></li> <li><a href="/wiki/Nickel(II)_stearate" title="Nickel(II) stearate"><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">70</sub></span></span>NiO<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">4</sub></span></span></span></a></li> <li><a class="mw-selflink selflink">Ni(acac)<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nickel(III)</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/Nickel(III)_fluoride" title="Nickel(III) fluoride">NiF<sub>3</sub></a></li> <li><a href="/wiki/Nickel(III)_oxide" title="Nickel(III) oxide">Ni<sub>2</sub>O<sub>3</sub></a></li> <li><a href="/wiki/Nickel_oxide_hydroxide" title="Nickel oxide hydroxide">NiOOH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Nickel(IV)</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/Nickel_tetrafluoride" title="Nickel tetrafluoride"><span class="chemf nowrap">NiF<sub class="template-chem2-sub">4</sub></span></a></li> <li><a href="/wiki/Potassium_hexafluoronickelate(IV)" title="Potassium hexafluoronickelate(IV)">K<sub>2</sub>NiF<sub>6</sub></a></li> <li><a href="/wiki/Nickelate" class="mw-redirect" title="Nickelate">MNiO<sub><span class="texhtml mvar" style="font-style:italic;">x</span></sub></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"></div><div role="navigation" class="navbox" aria-labelledby="Metal_acetylacetonate_complexes" style="display:table;;padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit;table-layout:fixed;"><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:Acetylacetonate_complexes" title="Template:Acetylacetonate complexes"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Acetylacetonate_complexes" title="Template talk:Acetylacetonate complexes"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Acetylacetonate_complexes" title="Special:EditPage/Template:Acetylacetonate complexes"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Metal_acetylacetonate_complexes" style="font-size:114%;margin:0 4em"><a href="/wiki/Metal_acetylacetonate" class="mw-redirect" title="Metal acetylacetonate">Metal acetylacetonate</a> complexes</div></th></tr><tr><td colspan="2" class="navbox-list navbox-odd" style="width:100%;padding:0;border-width:0;"><div style="padding:0"><div class="mw-collapsible-content" style="overflow-x:auto"> <table class="center"> <tbody><tr style="background-color:mistyrose"> <td><a href="/wiki/Acetylacetone" title="Acetylacetone">H(acac)</a> </td> <td style="background-color:white;border:none"> </td> <td style="background-color:white;border:none" colspan="11" rowspan="3"> </td> <td style="background-color:white;border:none" colspan="5"> </td> <td>He </td></tr> <tr style="background-color:mistyrose"> <td>Li </td> <td>Be </td> <td>B </td> <td>C </td> <td>N </td> <td>O </td> <td>F </td> <td>Ne </td></tr> <tr style="background-color:mistyrose"> <td><a href="/wiki/Sodium_acetylacetonate" title="Sodium acetylacetonate">Na(acac)</a> </td> <td>Mg </td> <td><a href="/wiki/Aluminium_acetylacetonate" title="Aluminium acetylacetonate">Al(acac)<sub>3</sub></a> </td> <td>Si </td> <td>P </td> <td>S </td> <td>Cl </td> <td>Ar </td></tr> <tr style="background-color:mistyrose"> <td>K </td> <td>Ca </td> <td style="background-color:white;border:none"> </td> <td><a href="/wiki/Scandium_acetylacetonate" title="Scandium acetylacetonate">Sc(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Titanium_bis(acetylacetonate)dichloride" title="Titanium bis(acetylacetonate)dichloride">Ti(acac)<sub>2</sub>Cl<sub>2</sub></a><br /> <a href="/wiki/Tris(acetylacetonato)titanium(III)" title="Tris(acetylacetonato)titanium(III)">Ti(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Vanadium(III)_acetylacetonate" title="Vanadium(III) acetylacetonate">V(acac)<sub>3</sub></a><br /> <a href="/wiki/Vanadyl_acetylacetonate" title="Vanadyl acetylacetonate">VO(acac)<sub>2</sub></a> </td> <td><a href="/wiki/Chromium(II)_acetylacetonate" title="Chromium(II) acetylacetonate">Cr(acac)<sub>2</sub></a><br /> <a href="/wiki/Chromium(III)_acetylacetonate" title="Chromium(III) acetylacetonate">Cr(acac)<sub>3</sub></a> </td> <td>Mn </td> <td><a href="/wiki/Bis(acetylacetonato)iron(II)" title="Bis(acetylacetonato)iron(II)">Fe(acac)<sub>2</sub></a><br /><a href="/wiki/Tris(acetylacetonato)iron(III)" title="Tris(acetylacetonato)iron(III)">Fe(acac)<sub>3</sub></a> </td> <td><a href="/w/index.php?title=Bis(acetylacetonato)cobalt(II)&action=edit&redlink=1" class="new" title="Bis(acetylacetonato)cobalt(II) (page does not exist)">Co(acac)<sub>2</sub></a><br /><a href="/wiki/Tris(acetylacetonato)cobalt(III)" title="Tris(acetylacetonato)cobalt(III)">Co(acac)<sub>3</sub></a> </td> <td><a class="mw-selflink selflink">[Ni(acac)<sub>2</sub>]<sub>3</sub></a> </td> <td><a href="/wiki/Copper(II)_acetylacetonate" title="Copper(II) acetylacetonate">Cu(acac)<sub>2</sub></a> </td> <td><a href="/wiki/Zinc_acetylacetonate" title="Zinc acetylacetonate">Zn(acac)<sub>2</sub></a> </td> <td><a href="/wiki/Gallium_acetylacetonate" title="Gallium acetylacetonate">Ga(acac)<sub>3</sub></a> </td> <td>Ge </td> <td>As </td> <td>Se </td> <td>Br </td> <td>Kr </td></tr> <tr style="background-color:mistyrose"> <td>Rb </td> <td>Sr </td> <td style="background-color:white;border:none"> </td> <td><a href="/wiki/Yttrium_acetylacetonate" title="Yttrium acetylacetonate">Y(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Zirconium_acetylacetonate" title="Zirconium acetylacetonate">Zr(acac)<sub>4</sub></a> </td> <td>Nb </td> <td><a href="/w/index.php?title=Dioxymolybdenum_acetate&action=edit&redlink=1" class="new" title="Dioxymolybdenum acetate (page does not exist)">MoO<sub>2</sub>(acac)<sub>2</sub></a> </td> <td>Tc </td> <td><a href="/wiki/Ruthenium(III)_acetylacetonate" title="Ruthenium(III) acetylacetonate">Ru(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Dicarbonyl(acetylacetonato)rhodium(I)" title="Dicarbonyl(acetylacetonato)rhodium(I)">Rh(acac)(CO)<sub>2</sub></a><br /> <a href="/wiki/Rhodium_acetylacetonate" title="Rhodium acetylacetonate">Rh(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Palladium(II)_bis(acetylacetonate)" title="Palladium(II) bis(acetylacetonate)">Pd(acac)<sub>2</sub></a> </td> <td>Ag </td> <td>Cd </td> <td><a href="/wiki/Indium_acetylacetonate" title="Indium acetylacetonate">In(acac)<sub>3</sub></a> </td> <td>Sn </td> <td>Sb </td> <td>Te </td> <td>I </td> <td>Xe </td></tr> <tr style="background-color:mistyrose"> <td>Cs </td> <td><a href="/wiki/Barium_acetylacetonate" title="Barium acetylacetonate">Ba(acac)<sub>2</sub></a> </td> <td style="background-color:white;border:none">* </td> <td><a href="/wiki/Lutetium_acetylacetonate" title="Lutetium acetylacetonate">Lu(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Hafnium_acetylacetonate" title="Hafnium acetylacetonate">Hf(acac)<sub>4</sub></a> </td> <td>Ta </td> <td>W </td> <td>Re </td> <td>Os </td> <td><a href="/wiki/Iridium_acetylacetonate" title="Iridium acetylacetonate">Ir(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Platinum(II)_bis(acetylacetonate)" title="Platinum(II) bis(acetylacetonate)">Pt(acac)<sub>2</sub></a> </td> <td>Au </td> <td>Hg </td> <td><a href="/w/index.php?title=Thallium(I)_acetylacetonate&action=edit&redlink=1" class="new" title="Thallium(I) acetylacetonate (page does not exist)">Tl(acac)</a> </td> <td>Pb </td> <td>Bi </td> <td>Po </td> <td>At </td> <td>Rn </td></tr> <tr style="background-color:mistyrose"> <td>Fr </td> <td>Ra </td> <td style="background-color:white;border:none">** </td> <td>Lr </td> <td>Rf </td> <td>Db </td> <td>Sg </td> <td>Bh </td> <td>Hs </td> <td>Mt </td> <td>Ds </td> <td>Rg </td> <td>Cn </td> <td>Nh </td> <td>Fl </td> <td>Mc </td> <td>Lv </td> <td>Ts </td> <td>Og </td></tr> <tr> <td style="background-color:white;border:none" colspan="2" rowspan="3"> </td> <td style="background-color:white;border:none" colspan="20">  </td></tr> <tr style="background-color:mistyrose"> <td style="background-color:white;border:none">* </td> <td><a href="/wiki/Lanthanum_acetylacetonate" title="Lanthanum acetylacetonate">La(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Cerium(III)_acetylacetonate" title="Cerium(III) acetylacetonate">Ce(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Praseodymium_acetylacetonate" title="Praseodymium acetylacetonate">Pr(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Neodymium_acetylacetonate" class="mw-redirect" title="Neodymium acetylacetonate">Nd(acac)<sub>3</sub></a> </td> <td>Pm </td> <td><a href="/wiki/Samarium(III)_acetylacetonate" title="Samarium(III) acetylacetonate">Sm(acac)<sub>3</sub></a> </td> <td><a href="/wiki/EuFOD" title="EuFOD">Eu(fod)<sub>3</sub></a><br /> <a href="/wiki/Europium_acetylacetonate" title="Europium acetylacetonate">Eu(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Gadolinium_acetylacetonate" title="Gadolinium acetylacetonate">Gd(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Terbium_acetylacetonate" title="Terbium acetylacetonate">Tb(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Dysprosium_acetylacetonate" title="Dysprosium acetylacetonate">Dy(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Holmium_acetylacetonate" title="Holmium acetylacetonate">Ho(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Erbium_acetylacetonate" title="Erbium acetylacetonate">Er(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Thulium_acetylacetonate" title="Thulium acetylacetonate">Tm(acac)<sub>3</sub></a> </td> <td><a href="/wiki/Ytterbium(III)_acetylacetonate" title="Ytterbium(III) acetylacetonate">Yb(acac)<sub>3</sub></a> </td></tr> <tr style="background-color:mistyrose"> <td style="background-color:white;border:none">** </td> <td>Ac </td> <td>Th </td> <td>Pa </td> <td>U </td> <td>Np </td> <td>Pu </td> <td>Am </td> <td>Cm </td> <td>Bk </td> <td>Cf </td> <td>Es </td> <td>Fm </td> <td>Md </td> <td>No </td></tr></tbody></table></div> </div></td></tr></tbody></table></div>    </div><noscript><img src="https://login.wikimedia.org/wiki/Special:CentralAutoLogin/start?type=1x1" 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=Nickel(II)_bis(acetylacetonate)&oldid=1250141090">https://en.wikipedia.org/w/index.php?title=Nickel(II)_bis(acetylacetonate)&oldid=1250141090</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" title="Help:Category">Categories</a>: <ul><li><a href="/wiki/Category:Nickel_complexes" title="Category:Nickel complexes">Nickel complexes</a></li><li><a href="/wiki/Category:Acetylacetonate_complexes" title="Category:Acetylacetonate complexes">Acetylacetonate complexes</a></li></ul></div><div 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