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class="vector-toc-list"> <li id="toc-Homoleptic_cyanometallates" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Homoleptic_cyanometallates"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.1</span> <span>Homoleptic cyanometallates</span> </div> </a> <ul id="toc-Homoleptic_cyanometallates-sublist" class="vector-toc-list"> </ul> </li> <li id="toc-Heteroleptic_cyanometallates" class="vector-toc-list-item vector-toc-level-2"> <a class="vector-toc-link" href="#Heteroleptic_cyanometallates"> <div class="vector-toc-text"> <span class="vector-toc-numb">1.2</span> <span>Heteroleptic cyanometallates</span> </div> </a> <ul id="toc-Heteroleptic_cyanometallates-sublist" class="vector-toc-list"> </ul> </li> </ul> </li> <li id="toc-Synthesis" class="vector-toc-list-item vector-toc-level-1 vector-toc-list-item-expanded"> <a class="vector-toc-link" href="#Synthesis"> <div class="vector-toc-text"> <span class="vector-toc-numb">2</span> 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class="vector-pinnable-header-toggle-button vector-pinnable-header-pin-button" data-event-name="pinnable-header.vector-appearance.pin">move to sidebar</button> <button class="vector-pinnable-header-toggle-button vector-pinnable-header-unpin-button" data-event-name="pinnable-header.vector-appearance.unpin">hide</button> </div> </div> </div> </nav> </div> </div> <div id="bodyContent" class="vector-body" aria-labelledby="firstHeading" data-mw-ve-target-container> <div class="vector-body-before-content"> <div class="mw-indicators"> </div> <div id="siteSub" class="noprint">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"><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Class of coordination compounds with cyanide ligands (coordinating via C)</div> <p><b>Cyanometallates</b> or <b>cyanometalates</b> are a class of <a href="/wiki/Coordination_compound" class="mw-redirect" title="Coordination compound">coordination compounds</a>, most often consisting only of <a href="/wiki/Cyanide" title="Cyanide">cyanide</a> <a href="/wiki/Ligand" title="Ligand">ligands</a>.<sup id="cite_ref-1" class="reference"><a href="#cite_note-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> Most are anions. Cyanide is a highly basic and <a href="/wiki/Cone_angle" class="mw-redirect" title="Cone angle">small</a> ligand, hence it readily saturates the coordination sphere of metal ions. The resulting cyanometallate anions are often used as building blocks for more complex structures called <a href="/wiki/Coordination_polymer" title="Coordination polymer">coordination polymers</a>, the best known example of which is <a href="/wiki/Prussian_blue" title="Prussian blue">Prussian blue</a>, a common dyestuff.<sup id="cite_ref-Dunbar_2-0" class="reference"><a href="#cite_note-Dunbar-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="Examples">Examples</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cyanometalate&action=edit&section=1" title="Edit section: Examples"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Homoleptic_cyanometallates">Homoleptic cyanometallates</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cyanometalate&action=edit&section=2" title="Edit section: Homoleptic cyanometallates"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p><i>Homoleptic</i> cyanometallates are complexes where the only ligand is cyanide. For transition metals, well known homoleptic cyanometallates are the hexacyanides. Hexacyanometalates are known for Ti(III), V(III), <a href="/wiki/Potassium_hexacyanochromate(III)" title="Potassium hexacyanochromate(III)">Cr(III)</a>, Cr(II), Mn(IV), Mn(III), Mn(II), <a href="/wiki/Potassium_ferrocyanide" title="Potassium ferrocyanide">Fe(II)</a>, <a href="/wiki/Potassium_ferricyanide" title="Potassium ferricyanide">Fe(III)</a>, Co(III), Ru(III), Ru(II), Os(III), and Os(II). Other more labile derivatives are also known. The Cr(II),<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> Mn(III), Mn(II), Fe(II), Fe(III), and Co(III) derivatives are <a href="/wiki/Low-spin" class="mw-redirect" title="Low-spin">low-spin</a>, reflecting the strong binding of cyanide, i.e. cyanide ranks highly in the <a href="/wiki/Spectrochemical_series" title="Spectrochemical series">spectrochemical series</a> when significant backbonding can occur. Since cyanide has the largest σ-donation ability at its C-end, most soluble (molecular) metal-cyanide complexes have metal-carbon, rather than metal-ntrogen bonds.<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> With low d-electron counts, however, inversion of cyanometallates to nitrile complexes can occur. Lower metal oxidation states can be achieved with binding of Lewis acids to the terminal nitrogen lone pairs. </p> <dl><dd><span typeof="mw:File"><a href="/wiki/File:HexacyanidoferratIII_2.svg" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/e/ec/HexacyanidoferratIII_2.svg/176px-HexacyanidoferratIII_2.svg.png" decoding="async" width="176" height="167" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/e/ec/HexacyanidoferratIII_2.svg/264px-HexacyanidoferratIII_2.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/e/ec/HexacyanidoferratIII_2.svg/352px-HexacyanidoferratIII_2.svg.png 2x" data-file-width="372" data-file-height="354" /></a></span><span typeof="mw:File"><a href="/wiki/File:Ferricyanide-3D.png" class="mw-file-description"><img src="//upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Ferricyanide-3D.png/176px-Ferricyanide-3D.png" decoding="async" width="176" height="109" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Ferricyanide-3D.png/264px-Ferricyanide-3D.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/d1/Ferricyanide-3D.png/352px-Ferricyanide-3D.png 2x" data-file-width="1100" data-file-height="682" /></a></span></dd></dl> <p><a href="/wiki/Pentacyanocobaltate" title="Pentacyanocobaltate">Pentacyanocobaltate</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">[Co(CN)<sub class="template-chem2-sub">5</sub>]<sup>3−</sup></span>) is produced by the addition of five or more equivalents of a cyanide to a solution of a cobalt(II) salt. It is square pyramidal.<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> Solutions of <link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">[Co(CN)<sub class="template-chem2-sub">5</sub>]<span class="template-chem2-su"><span>−</span><span>3</span></span></span> undergo a variety of reactions, such as hydrogenation:<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> </p> <dl><dd><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">2[Co(CN)<sub class="template-chem2-sub">5</sub>]<sup>3−</sup> + H<sub class="template-chem2-sub">2</sub> → 2 [Co(CN)<sub class="template-chem2-sub">5</sub>H]<sup>3−</sup></span></dd></dl> <p>Several tetracyanometalates are also known, the best known being those of the d<sup>8</sup> metals, Ni(II), Pd(II), and Pt(II). These species are square-planar and diamagnetic. In addition to [Ni(CN)<sub>4</sub>]<sup>4−</sup>, nickel also forms [Ni<sub>2</sub>(CN)<sub>6</sub>]<sup>4-</sup>, with a Ni(I)-Ni(I) bond. The coinage metals form stable dicyanometallates, [Cu(CN)<sub>2</sub>]<sup>−</sup>, [Ag(CN)<sub>2</sub>]<sup>−</sup>, and [Au(CN)<sub>2</sub>]<sup>−</sup>. For heavier metals, other stoichiometries are known such as <a href="/wiki/Potassium_octacyanomolybdate(IV)" title="Potassium octacyanomolybdate(IV)">K<sub>4</sub>Mo(CN)<sub>8</sub></a> and Potassium heptacyanorhenate. Some cyanometallates are clusters featuring metal-metal bonds, such as [Mo<sub>2</sub>(CN)<sub>8</sub>]<sup>4−</sup>. </p> <table class="wikitable"> <tbody><tr> <th>name </th> <th>formula </th> <th>formula weight </th> <th>charge </th> <th>oxidation <p>state </p> </th> <th>comment </th> <th>reference </th></tr> <tr> <td>Tetracyanidoborate </td> <td>[B(CN)<sub>4</sub>]<sup>−</sup> </td> <td> </td> <td>−1 </td> <td>+3 </td> <td> </td> <td><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> </td></tr> <tr> <td>Hexacyanidosilicate </td> <td>Si(CN)<sub>6</sub><sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+4 </td> <td> </td> <td><sup id="cite_ref-:0_8-0" class="reference"><a href="#cite_note-:0-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Tetracyanotitanate(II) </td> <td>[Ti(CN)<sub>4</sub>]<sup>2−</sup> </td> <td> </td> <td>−2 </td> <td>+2 </td> <td> </td> <td><sup id="cite_ref-:1_9-0" class="reference"><a href="#cite_note-:1-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanotitanate(III) </td> <td>[Ti(CN)<sub>6</sub>]<sup>3−</sup> </td> <td> </td> <td>−3 </td> <td>+3 </td> <td>orange </td> <td><sup id="cite_ref-:1_9-1" class="reference"><a href="#cite_note-:1-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Heptacyanotitanate(III) </td> <td>[Ti(CN)<sub>7</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+3 </td> <td> </td> <td><sup id="cite_ref-:1_9-2" class="reference"><a href="#cite_note-:1-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Octacyanotitanate(III) </td> <td>[Ti(CN)<sub>8</sub>]<sup>5−</sup> </td> <td> </td> <td>−5 </td> <td>+3 </td> <td>dark green </td> <td><sup id="cite_ref-:1_9-3" class="reference"><a href="#cite_note-:1-9"><span class="cite-bracket">[</span>9<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-:4_10-0" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanovanadate(II) </td> <td>[V(CN)<sub>6</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+2 </td> <td>yellow brown </td> <td><sup id="cite_ref-:4_10-1" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Heptacyanovanadate(III) </td> <td>[V(CN)<sub>7</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+3 </td> <td>scarlet purple </td> <td><sup id="cite_ref-:4_10-2" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanidochromate(0) </td> <td>[Cr(CN)<sub>6</sub>]<sup>6−</sup> </td> <td> </td> <td>−6 </td> <td>0 </td> <td>dark green </td> <td><sup id="cite_ref-:4_10-3" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanochromate(III) </td> <td>[Cr(CN)<sub>6</sub>]<sup>3−</sup> </td> <td> </td> <td>−3 </td> <td>+3 </td> <td>pale yellow </td> <td><sup id="cite_ref-:4_10-4" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanomanganate(III) </td> <td>[Mn<sup>III</sup>(CN)<sub>6</sub>]3<sup>–</sup> </td> <td> </td> <td>−3 </td> <td>+3 </td> <td> </td> <td> </td></tr> <tr> <td>Hexacyanoferrate(II) </td> <td>[Fe<sup>II</sup>(CN)<sub>6</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+2 </td> <td> </td> <td><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> </td></tr> <tr> <td>Tricyanidoferrate(IV) </td> <td>[Fe(CN)<sub>3</sub>]<sup>7−</sup> </td> <td> </td> <td>−7 </td> <td>−4 </td> <td> </td> <td><sup id="cite_ref-:2_12-0" class="reference"><a href="#cite_note-:2-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Tricyanocobaltate(III) </td> <td>[Co(CN)<sub>3</sub>]<sup>6−</sup> </td> <td> </td> <td>−6 </td> <td>−3 </td> <td> </td> <td><sup id="cite_ref-:2_12-1" class="reference"><a href="#cite_note-:2-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanocobaltate(III) </td> <td>[Co(CN)<sub>6</sub>]<sup>3−</sup> </td> <td> </td> <td>−3 </td> <td>+3 </td> <td> </td> <td> </td></tr> <tr> <td>Tetracyanonickelate(II) </td> <td>[Ni(CN)<sub>4</sub>]<sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+2 </td> <td>yellow orange </td> <td> </td></tr> <tr> <td>Tetracyanonickelate(III) </td> <td>[Ni(CN)<sub>4</sub>]<sup>–</sup> </td> <td> </td> <td>−1 </td> <td>+3 </td> <td> </td> <td> </td></tr> <tr> <td>Hexacyanodinickelate(II) </td> <td>[Ni<sub>2</sub>(CN)<sub>6</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+1 </td> <td> </td> <td> </td></tr> <tr> <td>Hexacyanogermanate(IV) </td> <td>Ge(CN)<sub>6</sub><sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+4 </td> <td> </td> <td><sup id="cite_ref-:0_8-1" class="reference"><a href="#cite_note-:0-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Heptacyanomolybdate(III) </td> <td>[Mo(CN)<sub>7</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+3 </td> <td>dark green </td> <td><sup id="cite_ref-:4_10-5" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Octacyanomolybdate(IV) </td> <td>[Mo(CN)<sub>8</sub>]<sup>4−</sup> </td> <td> </td> <td>−4 </td> <td>+4 </td> <td>yellow </td> <td><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><sup id="cite_ref-:4_10-6" class="reference"><a href="#cite_note-:4-10"><span class="cite-bracket">[</span>10<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Tricyanidoruthenate(−IV) </td> <td>[Ru(CN)<sub>3</sub>]<sup>7−</sup> </td> <td> </td> <td>−7 </td> <td>−4 </td> <td> </td> <td><sup id="cite_ref-:2_12-2" class="reference"><a href="#cite_note-:2-12"><span class="cite-bracket">[</span>12<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Tetracyanopalladate(II) </td> <td>[Pd(CN)<sub>4</sub>]<sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+2 </td> <td> </td> <td><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> </td></tr> <tr> <td><a href="/wiki/Potassium_dicyanoargentate" title="Potassium dicyanoargentate">Dicyanidoargentate(I)</a> </td> <td>[Ag(CN)<sub>2</sub>]<sup>–</sup> </td> <td> </td> <td>−1 </td> <td>+1 </td> <td> </td> <td> </td></tr> <tr> <td>Hexacyanostannate(II) </td> <td>Sn(CN)<sub>6</sub><sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+4 </td> <td> </td> <td><sup id="cite_ref-:0_8-2" class="reference"><a href="#cite_note-:0-8"><span class="cite-bracket">[</span>8<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Pentacyanoantimonate </td> <td>[Sb(CN)<sub>5</sub>]<sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+3 </td> <td> </td> <td><sup id="cite_ref-arlt_15-0" class="reference"><a href="#cite_note-arlt-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Heptacyanotungstate(IV) </td> <td>[W(CN)<sub>7</sub>]<sup>3−</sup> </td> <td> </td> <td>−3 </td> <td>+4 </td> <td> </td> <td><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> </td></tr> <tr> <td>Octacyanotungstate </td> <td>[W(CN)<sub>8</sub>]<sup>3−</sup> </td> <td> </td> <td>−3 </td> <td>+5 </td> <td> </td> <td><sup id="cite_ref-:3_17-0" class="reference"><a href="#cite_note-:3-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Heptacyanorhenate(IV) </td> <td>[Re(CN)<sub>7</sub>]<sup>3–</sup> </td> <td> </td> <td>−3 </td> <td>+4 </td> <td> </td> <td><sup id="cite_ref-:3_17-1" class="reference"><a href="#cite_note-:3-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Tetracyanoplatinate(II) </td> <td>[Pt(CN)<sub>4</sub>]<sup>2−</sup> </td> <td> </td> <td>−2 </td> <td>+2 </td> <td> </td> <td><sup id="cite_ref-18" class="reference"><a href="#cite_note-18"><span class="cite-bracket">[</span>18<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanoplatinate(IV) </td> <td>[Pt(CN)<sub>6</sub>]<sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+4 </td> <td> </td> <td><sup id="cite_ref-:3_17-2" class="reference"><a href="#cite_note-:3-17"><span class="cite-bracket">[</span>17<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td><a href="/wiki/Potassium_dicyanoaurate" title="Potassium dicyanoaurate">Dicyanidoaurate(I)</a> </td> <td>[Au(CN)<sub>2</sub>]<sup>–</sup> </td> <td> </td> <td>−1 </td> <td>+1 </td> <td> </td> <td> </td></tr> <tr> <td>Tetracyanidoaurate(III) </td> <td>[Au(CN)<sub>4</sub>]<sup>–</sup> </td> <td> </td> <td>−1 </td> <td>+3 </td> <td> </td> <td><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> </td></tr> <tr> <td>Pentacyanidobismuthate(III) </td> <td>[Bi(CN)<sub>5</sub>]<sup>2–</sup> </td> <td> </td> <td>−2 </td> <td>+3 </td> <td> </td> <td><sup id="cite_ref-arlt_15-1" class="reference"><a href="#cite_note-arlt-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hexacyanidobismuthate(III) </td> <td>[Bi(CN)<sub>6</sub>]<sup>3–</sup> </td> <td> </td> <td>−3 </td> <td>+3 </td> <td> </td> <td><sup id="cite_ref-arlt_15-2" class="reference"><a href="#cite_note-arlt-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </td></tr> <tr> <td>Hendecacyanodibismuthate </td> <td>[Bi<sub>2</sub>(CN)<sub>11</sub>]<sup>5–</sup> </td> <td> </td> <td>−5 </td> <td>+3 </td> <td> </td> <td><sup id="cite_ref-arlt_15-3" class="reference"><a href="#cite_note-arlt-15"><span class="cite-bracket">[</span>15<span class="cite-bracket">]</span></a></sup> </td></tr> </tbody></table> <div class="mw-heading mw-heading3"><h3 id="Heteroleptic_cyanometallates">Heteroleptic cyanometallates</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cyanometalate&action=edit&section=3" title="Edit section: Heteroleptic cyanometallates"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Mixed ligand cyanometallates with anywhere from one to five cyanide ligands have been prepared. One example is the zero-valent [Fe(CO)<sub>4</sub>(CN)]<sup>−</sup>. Heteroleptic cyanometallates are of interest outside of the research laboratory, with one example being the drug <a href="/wiki/Sodium_nitroprusside" title="Sodium nitroprusside">sodium nitroprusside</a> (Na<sub>2</sub>FeNO(CN)<sub>5</sub>). Other studies have demonstrated their competency as photoredox catalysts. </p> <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=Cyanometalate&action=edit&section=4" title="Edit section: Synthesis"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Because cyanide is a powerful <a href="/wiki/Nucleophile" title="Nucleophile">nucleophile</a> and a strong ligand, cyanometallates are generally prepared by the direct reaction of cyanide salts with simple metal salts. If other ligands are present on the metal, these are often displaced by cyanide. By far the largest application of cyanometalates is the production of [Au(CN)<sub>2</sub>]<sup>−</sup> in the extraction of gold from low grade ores. This conversion involves oxidation of metallic gold into Au<sup>+</sup>: </p> <dl><dd>4 Au + 8 CN<sup>−</sup> + O<sub>2</sub> + 2 H<sub>2</sub>O → 4 [Au(CN)<sub>2</sub>]<sup>−</sup> + 4 OH<sup>−</sup></dd></dl> <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=Cyanometalate&action=edit&section=5" title="Edit section: Reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-heading mw-heading3"><h3 id="Redox">Redox</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cyanometalate&action=edit&section=6" title="Edit section: Redox"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Because the M-CN bond is strong and delocalizes electron density to the ligands, several cyanometallates exhibit multiple redox states. A well known couple is [Fe(CN)<sub>6</sub>]<sup>3−/4−</sup>. Mn(IV), Mn(III), and Mn(II) are known for hexacyanomanganate. Few unidentate ligands allow similar redox transformations wherein both members of the redox couple are observable in solution. Another perhaps more dramatic example is the 2 e<sup>–</sup> reduction of the square planar <a href="/wiki/Tetracyanonickelate" class="mw-redirect" title="Tetracyanonickelate">tetracyanonickelate</a> to its tetrahedral Ni(0) derivative: </p> <dl><dd>[Ni(CN)<sub>4</sub>]<sup>2−</sup> + 2 e<sup>–</sup> → [Ni(CN)<sub>4</sub>]<sup>4−</sup></dd></dl> <div class="mw-heading mw-heading3"><h3 id="N-Centered_reactions">N-Centered reactions</h3><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Cyanometalate&action=edit&section=7" title="Edit section: N-Centered reactions"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Many characteristic reactions of metal cyanides arise from <a href="/wiki/Ambidentate_ligand" class="mw-redirect" title="Ambidentate ligand">ambidentate nature</a> of cyanide, i.e. both the nitrogen and the carbon extremities of the anion are basic. Thus cyanometalates can be alkylated to give <a href="/wiki/Isocyanide" title="Isocyanide">isocyanide</a> complexes.<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> Cyanide ligands are susceptible to protonation, hence many cyanometalates are highly <a href="/wiki/Solvatochromic" class="mw-redirect" title="Solvatochromic">solvatochromic</a>. The nitrogen terminus is a good ligand for other metals. The latter tendency is illustrated by the condensation of ferrocyanide salts with other metal ions to give polymers, such as Prussian blue. Such polymers feature Fe-CN-M linkages. </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=Cyanometalate&action=edit&section=8" title="Edit section: See also"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <ul><li><a href="/wiki/Transition_metal_nitrile_complexes" title="Transition metal nitrile complexes">Transition metal nitrile complexes</a> – coordination compounds containing nitrile ligands (coordinating via N)</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=Cyanometalate&action=edit&section=9" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-references-wrap mw-references-columns"><ol class="references"> <li id="cite_note-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-1">^</a></b></span> <span class="reference-text">Sharpe, A. G. 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R. and Heintz, R. A., "Chemistry of Transition Metal Cyanide Compounds: Modern Perspectives", Progress in Inorganic Chemistry, 1997, 45, 283-391.</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"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1238218222"><cite id="CITEREFEatonNicholls1981" class="citation journal cs1">Eaton, Janice P.; Nicholls, David (1981). 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.navbox{display:none!important}}</style></div><div role="navigation" class="navbox" aria-labelledby="Coordination_complexes" 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"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Coordination_complexes" title="Template:Coordination complexes"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Coordination_complexes" title="Template talk:Coordination complexes"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Coordination_complexes" title="Special:EditPage/Template:Coordination complexes"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Coordination_complexes" style="font-size:114%;margin:0 4em"><a href="/wiki/Coordination_complex" title="Coordination complex">Coordination complexes</a></div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%">H donors:</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/Transition_metal_hydride" title="Transition metal hydride">H<sup>−</sup></a></li> <li><a href="/wiki/Dihydrogen_complex" title="Dihydrogen complex">H<sub>2</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">B donors:</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/Transition_metal_boryl_complex" title="Transition metal boryl complex">BR<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Metallaborane" title="Metallaborane">B<sub>m</sub>H<sub>n</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">C donors:</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/Transition_metal_alkyl_complexes" title="Transition metal alkyl complexes">R<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_acyl_complexes" title="Transition metal acyl complexes">RC(O)<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_formyl_complex" title="Transition metal formyl complex">HC(O)<sup>−</sup></a></li> <li><a href="/wiki/Transition-metal_allyl_complex" title="Transition-metal allyl complex">CH<sub>2</sub>＝CH-CH<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Trimethylenemethane_complexes" title="Trimethylenemethane complexes">C(CH<sub>2</sub>)<sub>3</sub></a></li> <li><a href="/wiki/Transition_metal_alkene_complex" title="Transition metal alkene complex">CH<sub>2</sub>＝CH<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_alkyne_complex" title="Transition metal alkyne complex">RC<sub>2</sub>R</a></li> <li><a href="/wiki/Transition_metal_benzyne_complex" title="Transition metal benzyne complex">C<sub>6</sub>H<sub>4</sub></a></li> <li><a class="mw-selflink selflink">CN<sup>−</sup></a></li> <li><a href="/wiki/Metal_carbonyl" title="Metal carbonyl">CO</a></li> <li><a href="/wiki/Metal_carbon_dioxide_complex" title="Metal carbon dioxide complex">CO<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_carbide" class="mw-redirect" title="Transition metal carbide">C<sup>4-</sup></a></li> <li><a href="/wiki/Transition_metal_arene_complex" title="Transition metal arene complex">C<sub>6</sub>R<sub>6</sub></a></li> <li><a href="/wiki/Transition_metal_fullerene_complex" title="Transition metal fullerene complex">C<sub>60</sub> & C<sub>70</sub></a></li> <li><a href="/wiki/Transition_metal_isocyanide_complexes" title="Transition metal isocyanide complexes">RNC</a></li> <li><a href="/wiki/Transition_metal_carbene_complex" title="Transition metal carbene complex">=CR<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_carbyne_complex" title="Transition metal carbyne complex">≡CR</a></li> <li><a href="/wiki/Metallocene" title="Metallocene">C<sub>5</sub>H<sub>5</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_indenyl_complex" title="Transition metal indenyl complex">C<sub>9</sub>H<sub>7</sub><sup>−</sup></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Si donors:</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/Transition_metal_silane_complexes" class="mw-redirect" title="Transition metal silane complexes">H<sub>n</sub>SiR<sub>4−n</sub></a></li> <li><a href="/wiki/Transition_metal_silyl_complexes" title="Transition metal silyl complexes">R<sub>3</sub>Si<sup>−</sup></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">N donors:</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/Metal_ammine_complex" title="Metal ammine complex">NH<sub>3</sub></a></li> <li><a href="/wiki/Transition_metal_azide_complex" title="Transition metal azide complex">N<sub>3</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_imidazole_complex" title="Transition metal imidazole complex">imidazole</a></li> <li><a href="/wiki/Metal_nitrosyl_complex" title="Metal nitrosyl complex">NO</a></li> <li><a href="/wiki/Transition_metal_nitroso_complexes" title="Transition metal nitroso complexes">RNO</a></li> <li><a href="/wiki/Transition_metal_nitrite_complex#Bonding_modes" title="Transition metal nitrite complex">NO<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_pyridine_complexes" title="Transition metal pyridine complexes">py</a></li> <li><a href="/wiki/Transition_metal_amino_acid_complexes" title="Transition metal amino acid complexes">amino acid</a></li> <li><a href="/wiki/Metal_nitrido_complex" title="Metal nitrido complex">N<sup>3-</sup></a></li> <li><a href="/wiki/Transition_metal_imido_complex" title="Transition metal imido complex">RN<sup>2-</sup></a></li> <li><a href="/wiki/Transition_metal_nitrile_complexes" title="Transition metal nitrile complexes">RCN</a></li> <li><a href="/wiki/Transition_metal_complexes_of_2,2%27-bipyridine" title="Transition metal complexes of 2,2'-bipyridine">bipy</a></li> <li><a href="/wiki/Transition_metal_complexes_of_1,10-phenanthroline" title="Transition metal complexes of 1,10-phenanthroline">phen</a></li> <li><a href="/wiki/Transition_metal_porphyrin_complexes" title="Transition metal porphyrin complexes">porphyrin</a></li> <li><a href="/wiki/Metal_bis(trimethylsilyl)amides" title="Metal bis(trimethylsilyl)amides">(Me<sub>3</sub>Si)<sub>2</sub>N<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_dinitrogen_complex" title="Transition metal dinitrogen complex">N<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_complexes_of_thiocyanate" title="Transition metal complexes of thiocyanate"><i>N</i>CS<sup>-</sup></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">P donors:</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/Metal_phosphine_complex" class="mw-redirect" title="Metal phosphine complex">PR<sub>3</sub></a></li> <li><a href="/wiki/Transition_metal_phosphido_complexes" title="Transition metal phosphido complexes">PR<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_complexes_of_phosphine_oxides#Secondary_phosphine_oxides_as_ligands" title="Transition metal complexes of phosphine oxides">PR<sub>2</sub>OH</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">O donors:</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/Metal_aquo_complex" title="Metal aquo complex">H<sub>2</sub>O</a></li> <li><a href="/wiki/Transition_metal_ether_complex" title="Transition metal ether complex">R<sub>2</sub>O</a></li> <li><a href="/wiki/Metal_alkoxide" class="mw-redirect" title="Metal alkoxide">RO<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_oxo_complex" title="Transition metal oxo complex">O<sup>2-</sup></a></li> <li><a href="/wiki/Transition_metal_dioxygen_complex" title="Transition metal dioxygen complex">O<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_carbonate_and_bicarbonate_complexes" title="Transition metal carbonate and bicarbonate complexes">CO<sub>3</sub><sup>2-</sup>/HCO<sub>3</sub><sup>-</sup></a></li> <li><a href="/wiki/Transition_metal_oxalate_complex" title="Transition metal oxalate complex">C<sub>2</sub>O<sub>4</sub><sup>2-</sup></a></li> <li><a href="/wiki/Transition_metal_carboxylate_complex" title="Transition metal carboxylate complex">RCO<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Metal_acetylacetonates" title="Metal acetylacetonates">acac</a></li> <li><a href="/wiki/Transition_metal_complexes_of_aldehydes_and_ketones" title="Transition metal complexes of aldehydes and ketones">R<sub>2</sub>CO</a></li> <li><a href="/wiki/Transition_metal_nitrite_complex" title="Transition metal nitrite complex">ONO<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_nitrate_complex" title="Transition metal nitrate complex">NO<sub>3</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_perchlorate_complexes" title="Transition metal perchlorate complexes">ClO<sub>4</sub><sup>-</sup></a></li> <li><a href="/wiki/Transition_metal_complexes_of_pyridine-N-oxides" title="Transition metal complexes of pyridine-N-oxides">C<sub>5</sub>H<sub>5</sub>NO</a></li> <li><a href="/wiki/Transition_metal_sulfoxide_complex" title="Transition metal sulfoxide complex">OSR<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_sulfate_complex" title="Transition metal sulfate complex">SO<sub>4</sub><sup>2-</sup></a></li> <li><a href="/wiki/Transition_metal_phosphate_complex" title="Transition metal phosphate complex">PO<sub>4</sub><sup>3-</sup></a></li> <li><a href="/wiki/Transition_metal_complexes_of_phosphine_oxides" title="Transition metal complexes of phosphine oxides">OPR<sub>3</sub></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">S donors:</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/Transition_metal_dithiocarbamate_complexes" title="Transition metal dithiocarbamate complexes">R<sub>2</sub>NCS<sub>2</sub><sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_thiolate_complex" title="Transition metal thiolate complex">RS<sup>−</sup></a></li> <li><a href="/wiki/Transition_metal_thioether_complex" title="Transition metal thioether complex">R<sub>2</sub>S</a></li> <li><a href="/wiki/Metal_dithiolene_complex" title="Metal dithiolene complex">R<sub>2</sub>C<sub>2</sub>S<sub>2</sub><sup>2-</sup></a></li> <li><a href="/wiki/Metal_sulfur_dioxide_complex" title="Metal sulfur dioxide complex">SO<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_thiosulfate_complex" title="Transition metal thiosulfate complex">S<sub>2</sub>O<sub>3</sub><sup>2-</sup></a></li> <li><a href="/wiki/Transition_metal_sulfoxide_complex" title="Transition metal sulfoxide complex">SR<sub>2</sub>O</a></li> <li><a href="/wiki/Transition_metal_complexes_of_thiocyanate" title="Transition metal complexes of thiocyanate">NC<i>S</i><sup>-</sup></a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Halide donors:</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="/w/index.php?title=Fluoro_complex&action=edit&redlink=1" class="new" title="Fluoro complex (page does not exist)">F<sup>−</sup></a></li> <li><a href="/wiki/Difluorine_complex" title="Difluorine complex">F<sub>2</sub></a></li> <li><a href="/wiki/Transition_metal_chloride_complex" title="Transition metal chloride complex">Cl<sup>−</sup></a></li> <li><a href="/w/index.php?title=Bromo_complex&action=edit&redlink=1" class="new" title="Bromo complex (page does not exist)">Br<sup>−</sup></a></li> <li><a href="/w/index.php?title=Iodo_complex&action=edit&redlink=1" class="new" title="Iodo complex (page does not exist)">I<sup>−</sup></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="Salts_and_covalent_derivatives_of_the_cyanide_ion" 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:Cyanides" title="Template:Cyanides"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Cyanides" title="Template talk:Cyanides"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Cyanides" title="Special:EditPage/Template:Cyanides"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Salts_and_covalent_derivatives_of_the_cyanide_ion" style="font-size:114%;margin:0 4em">Salts and covalent derivatives of the <a href="/wiki/Cyanide" title="Cyanide">cyanide</a> ion</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/Hydrogen_cyanide" title="Hydrogen cyanide">HCN</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><a href="/wiki/Lithium_cyanide" title="Lithium cyanide">LiCN</a> </td> <td><a href="/w/index.php?title=Beryllium_cyanide&action=edit&redlink=1" class="new" title="Beryllium cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Be(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Boron_cyanide&action=edit&redlink=1" class="new" title="Boron cyanide (page does not exist)">B(CN)<sub>3</sub></a> </td> <td><a href="/wiki/Tetracyanomethane" title="Tetracyanomethane">C(CN)<sub>4</sub></a><br /><a href="/wiki/Dicyanoacetylene" title="Dicyanoacetylene">C<sub>2</sub>(CN)<sub>2</sub></a> </td> <td><a href="/wiki/Ammonium_cyanide" title="Ammonium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">NH<sub class="template-chem2-sub">4</sub>CN</span></a><br /><a href="/wiki/Nitrosyl_cyanide" title="Nitrosyl cyanide">ONCN</a><br /><a href="/wiki/Nitryl_cyanide" title="Nitryl cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">O<sub class="template-chem2-sub">2</sub>NCN</span></a><br /><a href="/wiki/Cyanogen_azide" title="Cyanogen azide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">N<sub class="template-chem2-sub">3</sub>CN</span></a> </td> <td><a href="/wiki/Cyanate" title="Cyanate"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">OCN<sup class="template-chem2-sup">−</sup></span></a><br /><a href="/wiki/Isocyanate" title="Isocyanate">-NCO</a><br /><a href="/w/index.php?title=Dicyanoether&action=edit&redlink=1" class="new" title="Dicyanoether (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">O(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Cyanogen_fluoride" title="Cyanogen fluoride">FCN</a> </td> <td>Ne </td></tr> <tr style="background-color:mistyrose"> <td><a href="/wiki/Sodium_cyanide" title="Sodium cyanide">NaCN</a> </td> <td><a href="/wiki/Magnesium_cyanide" title="Magnesium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Mg(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Aluminium_cyanide" title="Aluminium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Al(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Silicon_tetracyanide&action=edit&redlink=1" class="new" title="Silicon tetracyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Si(CN)<sub class="template-chem2-sub">4</sub></span></a><br /><a href="/wiki/Trimethylsilyl_cyanide" title="Trimethylsilyl cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">(CH<sub class="template-chem2-sub">3</sub>)<sub class="template-chem2-sub">3</sub>SiCN</span></a> </td> <td><a href="/wiki/Phosphorus_tricyanide" title="Phosphorus tricyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">P(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/wiki/Thiocyanate" title="Thiocyanate"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">SCN<sup class="template-chem2-sup">−</sup></span></a><br /><a href="/wiki/Isothiocyanate" title="Isothiocyanate">-NCS</a><br /><a href="/wiki/Thiocyanogen" title="Thiocyanogen"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">(SCN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Sulfur_dicyanide" title="Sulfur dicyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">S(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Cyanogen_chloride" title="Cyanogen chloride">ClCN</a> </td> <td>Ar </td></tr> <tr style="background-color:mistyrose"> <td><a href="/wiki/Potassium_cyanide" title="Potassium cyanide">KCN</a> </td> <td><a href="/wiki/Calcium_cyanide" title="Calcium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ca(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;border:none"> </td> <td><a href="/w/index.php?title=Scandium_cyanide&action=edit&redlink=1" class="new" title="Scandium cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Sc(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Ti </td> <td>V </td> <td><a href="/wiki/Potassium_hexacyanochromate(III)" title="Potassium hexacyanochromate(III)">Cr(CN)<sub>6</sub><sup>3−</sup></a> </td> <td>Mn </td> <td><a href="/wiki/Iron(II)_cyanide" title="Iron(II) cyanide">Fe(CN)<sub>2</sub></a><br /><a href="/wiki/Ferrocyanide" title="Ferrocyanide">Fe(CN)<sub>6</sub><sup>4−</sup></a><br /><a href="/wiki/Ferricyanide" title="Ferricyanide">Fe(CN)<sub>6</sub><sup>3−</sup></a> </td> <td><a href="/wiki/Cobalt(II)_cyanide" title="Cobalt(II) cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Co(CN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Pentacyanocobaltate" title="Pentacyanocobaltate">Co(CN)<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></a> </td> <td><a href="/wiki/Nickel_dicyanide" title="Nickel dicyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ni(CN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Cyanonickelate" title="Cyanonickelate">Ni(CN)<sub>4</sub><sup>2−</sup></a><br /><a href="/w/index.php?title=Cyanonickelate(0)&action=edit&redlink=1" class="new" title="Cyanonickelate(0) (page does not exist)">Ni(CN)<sub>4</sub><sup>4−</sup></a> </td> <td><a href="/wiki/Copper(I)_cyanide" title="Copper(I) cyanide">CuCN</a> </td> <td><a href="/wiki/Zinc_cyanide" title="Zinc cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Zn(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Gallium(III)_cyanide" title="Gallium(III) cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ga(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Germanium_dicyanide&action=edit&redlink=1" class="new" title="Germanium dicyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ge(CN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Germanium_tetracyanide&action=edit&redlink=1" class="new" title="Germanium tetracyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ge(CN)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/w/index.php?title=Arsenic_tricyanide&action=edit&redlink=1" class="new" title="Arsenic tricyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">As(CN)<sub class="template-chem2-sub">3</sub></span></a><br /><a href="/wiki/Cacodyl_cyanide" title="Cacodyl cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">(CH<sub class="template-chem2-sub">3</sub>)<sub class="template-chem2-sub">2</sub>AsCN</span></a><br /><a href="/wiki/Diphenylcyanoarsine" title="Diphenylcyanoarsine"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">(C<sub class="template-chem2-sub">6</sub>H<sub class="template-chem2-sub">5</sub>)<sub class="template-chem2-sub">2</sub>AsCN</span></a> </td> <td><a href="/wiki/Selenocyanate" title="Selenocyanate"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">SeCN<sup class="template-chem2-sup">−</sup></span></a><br /><a href="/w/index.php?title=Selenocyanogen&action=edit&redlink=1" class="new" title="Selenocyanogen (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">(SeCN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Selenium_dicyanide&action=edit&redlink=1" class="new" title="Selenium dicyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Se(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Cyanogen_bromide" title="Cyanogen bromide">BrCN</a> </td> <td>Kr </td></tr> <tr style="background-color:mistyrose"> <td><a href="/wiki/Rubidium_cyanide" title="Rubidium cyanide">RbCN</a> </td> <td><a href="/w/index.php?title=Strontium_cyanide&action=edit&redlink=1" class="new" title="Strontium cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Sr(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;border:none"> </td> <td><a href="/w/index.php?title=Yttrium_cyanide&action=edit&redlink=1" class="new" title="Yttrium cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Y(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Zr </td> <td>Nb </td> <td><a href="/wiki/Potassium_octacyanomolybdate(IV)" title="Potassium octacyanomolybdate(IV)">Mo(CN)<sub>8</sub><sup>4−</sup></a> </td> <td>Tc </td> <td>Ru </td> <td>Rh </td> <td><a href="/wiki/Palladium_dicyanide" title="Palladium dicyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Pd(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/wiki/Silver_cyanide" title="Silver cyanide">AgCN</a> </td> <td><a href="/wiki/Cadmium_cyanide" title="Cadmium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Cd(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Indium_cyanide&action=edit&redlink=1" class="new" title="Indium cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">In(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Tin(II)_cyanide&action=edit&redlink=1" class="new" title="Tin(II) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Sn(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Antimony_cyanide&action=edit&redlink=1" class="new" title="Antimony cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Sb(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Tellurium_dicyanide&action=edit&redlink=1" class="new" title="Tellurium dicyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Te(CN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/w/index.php?title=Tellurium_tetracyanide&action=edit&redlink=1" class="new" title="Tellurium tetracyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Te(CN)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/wiki/Cyanogen_iodide" title="Cyanogen iodide">ICN</a> </td> <td>Xe </td></tr> <tr style="background-color:mistyrose"> <td><a href="/wiki/Caesium_cyanide" title="Caesium cyanide">CsCN</a> </td> <td><a href="/wiki/Barium_cyanide" title="Barium cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ba(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td style="background-color:white;border:none">* </td> <td><a href="/w/index.php?title=Lutetium(III)_cyanide&action=edit&redlink=1" class="new" title="Lutetium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Lu(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Hf </td> <td>Ta </td> <td><a href="/w/index.php?title=Potassium_octacyanotungstate(IV)&action=edit&redlink=1" class="new" title="Potassium octacyanotungstate(IV) (page does not exist)">W(CN)<sub>8</sub><sup>4−</sup></a> </td> <td>Re </td> <td>Os </td> <td>Ir </td> <td><a href="/wiki/Platinocyanide" title="Platinocyanide">Pt(CN)<sub>4</sub><sup>2-</sup></a><br /><a href="/w/index.php?title=Platinicyanide&action=edit&redlink=1" class="new" title="Platinicyanide (page does not exist)">Pt(CN)<sub>6</sub><sup>4-</sup></a><br /> </td> <td><a href="/wiki/Gold(I)_cyanide" title="Gold(I) cyanide">AuCN</a><br /><a href="/wiki/Potassium_dicyanoaurate" title="Potassium dicyanoaurate">Au(CN)<sub>2</sub><sup>-</sup></a> </td> <td><a href="/w/index.php?title=Mercury(I)_cyanide&action=edit&redlink=1" class="new" title="Mercury(I) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Hg<sub class="template-chem2-sub">2</sub>(CN)<sub class="template-chem2-sub">2</sub></span></a><br /><a href="/wiki/Mercury(II)_cyanide" title="Mercury(II) cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Hg(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Thallium(I)_cyanide&action=edit&redlink=1" class="new" title="Thallium(I) cyanide (page does not exist)">TlCN</a> </td> <td><a href="/w/index.php?title=Lead_cyanide&action=edit&redlink=1" class="new" title="Lead cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Pb(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td><a href="/w/index.php?title=Bismuth(III)_cyanide&action=edit&redlink=1" class="new" title="Bismuth(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Bi(CN)<sub class="template-chem2-sub">3</sub></span></a> </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="/w/index.php?title=Lanthanum_cyanide&action=edit&redlink=1" class="new" title="Lanthanum cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">La(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Cerium(III)_cyanide&action=edit&redlink=1" class="new" title="Cerium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ce(CN)<sub class="template-chem2-sub">3</sub></span></a><br /> <a href="/w/index.php?title=Cerium(IV)_cyanide&action=edit&redlink=1" class="new" title="Cerium(IV) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ce(CN)<sub class="template-chem2-sub">4</sub></span></a> </td> <td><a href="/w/index.php?title=Praseodymium(III)_cyanide&action=edit&redlink=1" class="new" title="Praseodymium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Pr(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Nd </td> <td>Pm </td> <td><a href="/w/index.php?title=Samarium(III)_cyanide&action=edit&redlink=1" class="new" title="Samarium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Sm(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Europium(III)_cyanide&action=edit&redlink=1" class="new" title="Europium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Eu(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Gadolinium(III)_cyanide&action=edit&redlink=1" class="new" title="Gadolinium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Gd(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Tb </td> <td><a href="/w/index.php?title=Dysprosium(III)_cyanide&action=edit&redlink=1" class="new" title="Dysprosium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Dy(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Holmium(III)_cyanide&action=edit&redlink=1" class="new" title="Holmium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ho(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td>Er </td> <td>Tm </td> <td><a href="/wiki/Ytterbium(III)_cyanide" title="Ytterbium(III) cyanide"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Yb(CN)<sub class="template-chem2-sub">3</sub></span></a> </td></tr> <tr style="background-color:mistyrose"> <td style="background-color:white;border:none">** </td> <td><a href="/w/index.php?title=Actinium(III)_cyanide&action=edit&redlink=1" class="new" title="Actinium(III) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Ac(CN)<sub class="template-chem2-sub">3</sub></span></a> </td> <td><a href="/w/index.php?title=Thorium(IV)_cyanide&action=edit&redlink=1" class="new" title="Thorium(IV) cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">Th(CN)<sub class="template-chem2-sub">4</sub></span></a> </td> <td>Pa </td> <td><a href="/w/index.php?title=Uranyl_cyanide&action=edit&redlink=1" class="new" title="Uranyl cyanide (page does not exist)"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1123817410"><span class="chemf nowrap">UO<sub class="template-chem2-sub">2</sub>(CN)<sub class="template-chem2-sub">2</sub></span></a> </td> <td>Np </td> <td>Pu </td> <td>Am </td> <td>Cm </td> <td>Bk </td> <td>Cf </td> <td>Es </td> <td>Fm </td> <td>Md </td> <td>No </td></tr></tbody></table></div> 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