Dithiooxamide
Chemical compound
From Wikipedia, the free encyclopedia
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.[2][3] It has also been used as a building block in the synthesis of cyclen.[4]
| Names | |
|---|---|
| Preferred IUPAC name
Ethanedithioamide | |
| Other names
dithiooxamide, rubeanic acid | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.001.095 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C2H4N2S2 | |
| Molar mass | 120.19 g·mol−1 |
| Density | 1.523 g/cm3 |
| Melting point | 170 °C (338 °F; 443 K) decomp |
| Hazards | |
| GHS labelling:[1] | |
| Warning | |
| H302, H315, H319, H335 | |
| P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
| Safety data sheet (SDS) | External MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[5] It condenses with acid chlorides to thiazoles.[6] It forms coordination polymers.[7]

