Dithiooxamide

Dithiooxamide Basic information
Product Name:Dithiooxamide
Synonyms:DITHIOOXALAMIDE;DITHIOOXALIC DIAMIDE;DITHIOOXAMIDE;ETHANEDITHIOAMIDE;RUBEANE;RUBEAN-HYDROGEN;RUBEANIC ACID;dithiono-oxalicacidiamide
CAS:79-40-3
MF:C2H4N2S2
MW:120.2
EINECS:201-203-9
Product Categories:Aliphatics;Pharmaceutical Intermediates
Mol File:79-40-3.mol
Dithiooxamide Structure
Dithiooxamide Chemical Properties
Melting point ≥300 °C(lit.)
Boiling point 287.76°C (estimate)
density 1.353 (estimate)
refractive index 1.5300 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility ethanol: soluble40mg/10 mL, clear, red
pkapK1:10.89 (25°C)
form solid
color Orange to Amber to Dark red
Water Solubility Soluble in alcohols. Slightly soluble in water. Insoluble in ether
Merck 14,8279
BRN 605577
Stability:Stable.
InChIKeyOAEGRYMCJYIXQT-UHFFFAOYSA-N
CAS DataBase Reference79-40-3(CAS DataBase Reference)
NIST Chemistry ReferenceEthanedithioamide(79-40-3)
EPA Substance Registry SystemEthanedithioamide (79-40-3)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 36/37
WGK Germany 3
RTECS RP1575000
TSCA Yes
HS Code 29309070
Hazardous Substances Data79-40-3(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 500 mg/kg
MSDS Information
ProviderLanguage
Ethanedithioamide English
SigmaAldrich English
ALFA English
Dithiooxamide Usage And Synthesis
Chemical Propertiesorange to brown crystalline powder
UsesAs a reagent for copper, cobalt, and nickel. As a stabilizer of ascorbic acid solutions: Smoczkiewicz, Grochmalicka, Nature 192, 16 (1961).
UsesRubeanic acid may be used for the quantitative precipitation of copper, nickel and cobalt. The copper complex is dark green, the cobalt brownish-red and the nickel violet. All these complexes are chelates of outstanding stability, and this, together with their vivid Colours, affords the reaction great analytical sensitivity.
The copper complex is the most stable of the three; it can be precipitated even from mild mineral acidic solution, while precipitation of the corresponding cobalt and nickel complexes requires buffered media. On the other hand, palladium, platinum and silver react with rubeanic acid to give precipitates in strongly acidic solution. It should be mentioned, however, that in the case of platinum and some other metals (zinc, cadmium, silver, lead, mercury) the product is the corresponding sulfide rather than the rubeanate complex.
Rubeanic acid reacts with ruthenium to give a blue water-soluble complex ion, which is utilized for the spectrophotometric determination of ruthenium. Rubeanic acid has similarly been used for the spectrophotometric determination of osmium.
It has also proved suitable for the solvent extraction separation and determination of thallium. It has been found that thallium exists in the organic phase in the form of a complex of composition Tl/dto/Hdto, where dto represents the rubeanate anion with one negative charge.


UsesDithiooxamide acts as a chelating agent and used in the determination of copper(II), nickel(II) and cobalt(II). It is used as a building block in the synthesis of cyclen. It is involved in the preparation of thiazolothiazole-linked porous organic polymers and N,N'-disubstituted dithiooxamides. It is also employed as a modifier to prepare the modified glassy carbon electrode which is used to investigate the electrochemical properties of quercetin, an important flavonoid derivative. Further, it is involved in the preparation of chelating resin with formaldehyde, which finds application in separation and concentration of silver ions.
General DescriptionDithiooxamide is reported to form complexes with Ni(II).
Safety ProfilePoison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx
Purification MethodsCrystallise dithiooxamide from EtOH and sublime it at high vacuum. [Beilstein 2 IV 1871.]
Dithiooxamide Preparation Products And Raw materials
Preparation ProductsDITHIOLAN-2-IMINE-->N,N'-DIDODECYL DITHIOOXAMIDE-->Benzoic acid, 4,4'-thiazolo[5,4-d]thiazole-2,5-diylbis-, diethyl ester (9CI)-->AIDS124730-->2-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-4,5-DIHYDRO-1H-IMDAZOLE
Sulfamide Heavy metal capture agent Oxamide N.N'-DIBENZYLDITHIOOXAMIDE N,N'-bis[3-(dimethylamino)propyl]dithiooxamide N,N'-DIMETHYLDITHIOOXAMIDE Dithiooxamide SPECS AN-689/12643294 N,N'-BIS(2-HYDROXYETHYL)DITHIOOXAMIDE Thioacetamide N,N'-BIS(CARBOXYMETHYL)DITHIOOXAMIDE N,N'-DIDODECYL DITHIOOXAMIDE N,N'-DICYCLOHEXYLDITHIOOXAMIDE L-Alanyl-L-Glutamine EC 2.3.2.2 N,N'-DIBENZYL DITHIOOXAMIDE

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