Dithiooxamide Explained

Dithiooxamide, also known as rubeanic acid, is an organic compound. It is the sulfur analog of oxamide. It acts as a chelating agent, e.g. in the detection or determination of copper.^{[1] [2]} It has also been used as a building block in the synthesis of cyclen.

Materials chemistry

Rubeanic acid has received much attention as a precursor to photonic or electroactive materials. It is a precursor to inorganic C-S-N rings.^[3] It condenses with acid chlorides to thiazoles.^[4] It forms coordination polymers.^[5]

References

1. Web site: Stainsfile - Howell's rubeanic acid for copper . stainsfile.info . dead . https://web.archive.org/web/20060213210752/http://stainsfile.info/StainsFile/stain/pigment/rubeanic-howell.htm . 2006-02-13.
2. Web site: Strengthen science. Advance justice.
3. 10.1039/b103303b . Synthesis, crystal structures, electronic structure and magnetic behaviour of the trithiatriazapentalenyl radical, C2S3N3 . 2001 . McManus . Gordon D. . Rawson . Jeremy M. . Feeder . Neil . Van Duijn . Joost . McInnes . Eric J. L. . Novoa . Juan J. . Burriel . Ramon . Palacio . Fernando . Oliete . Patricia . Journal of Materials Chemistry . 11 . 8 . 1992–2003 .
4. 10.1021/jacs.9b08959 . Photostable Voltage-Sensitive Dyes Based on Simple, Solvatofluorochromic, Asymmetric Thiazolothiazoles . 2019 . Sayresmith . Nickolas A. . Saminathan . Anand . Sailer . Joshua K. . Patberg . Shannon M. . Sandor . Kristin . Krishnan . Yamuna . Walter . Michael G. . Journal of the American Chemical Society . 141 . 47 . 18780–18790 . 31660737 .
5. 10.1021/ja806799t . Construction of Highly Oriented Crystalline Surface Coordination Polymers Composed of Copper Dithiooxamide Complexes . 2008 . Kanaizuka . Katsuhiko . Haruki . Rie . Sakata . Osami . Yoshimoto . Mamoru . Akita . Yasuyuki . Kitagawa . Hiroshi . Journal of the American Chemical Society . 130 . 47 . 15778–15779 . 18983147 .