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379387

Sigma-Aldrich

Dithiooxamide

97%

Synonym(s):

Dithiooxalic diamide, Rubeanic acid

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About This Item

Linear Formula:
NH2CSCSNH2
CAS Number:
79-40-3
Molecular Weight:
120.20
Beilstein:
605577
EC Number:
201-203-9
MDL number:
MFCD00004941
UNSPSC Code:
12352100
PubChem Substance ID:
24863627
NACRES:
NA.22

Assay

97%

form

powder

mp

≥300 °C (lit.)

solubility

ethanol: soluble 40 mg/10 mL, clear, red

SMILES string

NC(=S)C(N)=S

InChI

1S/C2H4N2S2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)

InChI key

OAEGRYMCJYIXQT-UHFFFAOYSA-N

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General description

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

Application

Dithiooxamide may be used in the following studies:
  • Synthesis of thiazolothiazole-linked porous organic polymers under solvothermal conditions.
  • As modifier to prepare the modified glassy carbon electrode, used to investigate the electrochemical properties of quercetin, an important flavonoid derivative.
  • Synthesis of new chelating resin of dithiooxamide (rubeanic acid)-formaldehyde (DTOF), used in separation and concentration of silver ions.
  • Synthesis of N,N′-disubstituted dithiooxamides.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Nickel (II) complexes with dithiooxamide, N, N'-di-methyl-and N, N'-di-hydroxyethyl-dithiooxamide.
Peyronel G, et al.
Inorgorganica Chimica Acta, 5, 627-633 (1971)
Xiang Zhu et al.
Chemical communications (Cambridge, England), 50(95), 15055-15058 (2014-10-21)
Thiazolothiazole-linked porous organic polymers have been synthesized from a facile catalyst-free condensation reaction between aldehydes and dithiooxamide under solvothermal conditions. The resultant porous frameworks exhibit a highly selective uptake of CO2 over N2 under ambient conditions.
Preparation of Dithiooxamide Derivatives.
Hurd RN, et al.
The Journal of Organic Chemistry, 26(10), 3980-3987 (1961)
Ayşen Demir Mülazımoğlu et al.
Sensors (Basel, Switzerland), 12(4), 3916-3928 (2012-06-06)
Electrochemical oxidation of quercetin, as an important biological molecule, has been studied in non-aqueous media using cyclic voltammetry, electrochemical impedance spectroscopy and scanning electron microscopy. To investigate the electrochemical properties of quercetin, an important flavonoid derivative, on a different surface
H O Desseyn et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 59(6), 1359-1372 (2003-03-28)
The article describes the vibrational characterization of the secondary thioamide formation and especially a spectroscopical interesting study of different types of hydrogen bonding in NN'-dihydroxyalkyldithiooxamides.
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