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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Preparation of Dithiooxamide Derivatives.
Hurd RN, et al.
The Journal of Organic Chemistry, 26(10), 3980-3987 (1961)
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.
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
Yurii A Simonov et al.
Organic & biomolecular chemistry, 1(16), 2922-2929 (2003-09-13)
The hydrogen-bonding networks for seven new binary compounds of dithiooxamide, (NH2CS)2 (dtox) and dithiobiurea (NH2CSNH)2 (dtur) with crown ethers, 18-crown-6 (18C6), 15-crown-5 (15C5), 12-crown-4 (12C4), cis-syn-cis-(DCHA), and cis-anti-cis-(DCHB) isomers of dicyclohexyl-18 -crown-6 are discussed. (15C5.dtox), (18C6.dtur) and (DCHB.dtur) afford one-dimensional
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