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Dithiooxamide

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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
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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
pka
pK1:10.89 (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.
InChIKey
OAEGRYMCJYIXQT-UHFFFAOYSA-N
CAS DataBase Reference
79-40-3(CAS DataBase Reference)
NIST Chemistry Reference
Ethanedithioamide(79-40-3)
EPA Substance Registry System
Ethanedithioamide (79-40-3)
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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 Data
79-40-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 500 mg/kg

MSDS

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Dithiooxamide Usage And Synthesis

Chemical Properties

orange to brown crystalline powder

Uses

Rubeanic 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.

Uses

Dithiooxamide 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.

Uses

As a reagent for copper, cobalt, and nickel. As a stabilizer of ascorbic acid solutions: Smoczkiewicz, Grochmalicka, Nature 192, 16 (1961).

General Description

Dithiooxamide is reported to form complexes with Ni(II).

Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits very toxic fumes of NOx and SOx

Purification Methods

Crystallise dithiooxamide from EtOH and sublime it at high vacuum. [Beilstein 2 IV 1871.]

Dithiooxamide Preparation Products And Raw materials

Preparation Products

DithiooxamideSupplier

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