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Nickel bis(dimethylglyoximate)
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<h2 id="structure">Structure</h2> <p>The geometry of the nickel(II) ion is square planar.<a class="footnote-ref" id="fnref:2" href="#fn:2"><sup>2</sup></a> It is surrounded by two equivalents of the <a href="/facts/Conjugate_base/hohgQ07M">conjugate base</a> (dmgH−) of <a href="/facts/Dimethylglyoxime/HAMrxNWn">dimethylglyoxime</a> (dmgH2). The pair of organic ligands are joined through <a href="/facts/Hydrogen_bond/85V86IIg">hydrogen bonds</a> to give a <a href="/facts/Macrocycle/4GPougjf">macrocyclic ligand</a>. The complex is distinctively colored and insoluble leading to its use as a <a href="/facts/Chelation/4G79sXBB">chelating agent</a> in the <a href="/facts/Gravimetric_analysis/FtMjzQly">gravimetric analysis</a> of nickel. </p><p>The use of dimethylglyoxime as a reagent to detect <a href="/facts/Nickel/KwMCHYRP">nickel</a> was reported by <a href="/facts/Lev_Aleksandrovich_Chugaev/a3Tk41Bv">L. A. Chugaev</a> in 1905.<a class="footnote-ref" id="fnref:3" href="#fn:3"><sup>3</sup></a> </p> <h2 id="references">References</h2> <ol> <li id="fn:1"><p>Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 978-0-08-037941-8. <a href="978-0-08-037941-8" target="_blank">978-0-08-037941-8</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li> <li id="fn:2"><p>Donald E. Williams; Gabriele Wohlauer; R. E. Rundle (1959). "Crystal Structures of Nickel and Palladium Dimethylglyoximes". J. Am. Chem. Soc. 81 (3): 755–756. doi:10.1021/ja01512a066. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li> <li id="fn:3"><p>Tschugaeff, Lev (1905). "Über ein neues, empfindliches Reagens auf Nickel" [About a new, sensitive reagent on nickel]. Berichte der Deutschen Chemischen Gesellschaft (in German). 38 (3): 2520–2522. doi:10.1002/cber.19050380317. <a href="https://zenodo.org/record/1426158" target="_blank">https://zenodo.org/record/1426158</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li> </ol>