Dithiooxamide
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Dithiooxamide, also known as rubeanic acid, is an
organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
. It is the
sulfur Sulfur ( American spelling and the preferred IUPAC name) or sulphur ( Commonwealth spelling) is a chemical element; it has symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms ...
analog of
oxamide Oxamide is the organic compound with the formula . This white crystalline solid is soluble in ethanol, slightly soluble in water and insoluble in diethyl ether. Oxamide is the diamide derived from oxalic acid, and the hydrate of cyanogen. Prepa ...
. It acts as a
chelating agent Chelation () is a type of bonding of ions and their molecules to metal ions. It involves the formation or presence of two or more separate coordinate bonds between a polydentate (multiple bonded) ligand and a single central metal atom. These l ...
, e.g. in the detection or determination of
copper Copper is a chemical element; it has symbol Cu (from Latin ) and atomic number 29. It is a soft, malleable, and ductile metal with very high thermal and electrical conductivity. A freshly exposed surface of pure copper has a pinkish-orang ...
. It has also been used as a building block in the synthesis of
cyclen Cyclen (1,4,7,10-tetraazacyclododecane) is an aza-crown ether with the formula (CH2CH2NH)4. It is a white solid. It forms Coordination complex, coordination complexes with metal cations and is used to synthesize the chelating agent DOTA (chelator) ...
.


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. It condenses with acid chlorides to thiazoles. It forms
coordination polymer Coordination may refer to: * Coordination (linguistics), a compound grammatical construction * Coordination complex, consisting of a central atom or ion and a surrounding array of bound molecules or ions ** A chemical reaction to form a coordinat ...
s.


References

{{organic-compound-stub Thioamides