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162574

Sigma-Aldrich

Dimethylglyoxime

ACS reagent, ≥99%

Synonym(s):

DMG, 2,3-Butanedione dioxime, Diacetyldioxime

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About This Item

Linear Formula:
CH3C(=NOH)C(=NOH)CH3
CAS Number:
Molecular Weight:
116.12
Beilstein:
506731
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

Assay

≥99%

form

liquid

impurities

≤0.05% insol. Alcohol

ign. residue

≤0.05%

mp

240-241 °C (lit.)

suitability

passes test for determination of nickel

functional group

amine
oxime

SMILES string

CC(=N/O)\C(C)=N\O

InChI

1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3+,6-4+

InChI key

JGUQDUKBUKFFRO-GGWOSOGESA-N

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General description

Dimethylglyoxime(DMG) is a complexing ligand. Dimethylglyoxime forms a number of mixed ligand complexes with N-acetylglycine and various metals such as VO(IV), Ni(II), Zn(II), Pd(II), Cd(II) and Pb(II).

Application

Dimethylglyoxime (DMG) may be used as complexing agent for the quantification of metallic imprurities [cobalt(II) and nickel(II)] in brine (5.5mol/l aqueous solution of sodium chloride) by adsorptive stripping voltammetry. It may be used in the preparation of nickel dimethylglyoxime, a dye complex used for the fabrication of dye-sensitized solar cells.
Dimethylglyoxime may be used as a chelating agent for determining nickel ion in complexes by gravimetric, titrimetric or colorimetric analysis.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Sol. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chelating agents in nonaqueous titrimetry.
Brummet BD and Hollweg RM
Analytical Chemistry, 28(4), 448-450 (1956)
The basis of the selectivity of dimethylglyoxime as a reagent in gravimetric analysis.
Sharpe AG and Wakefield DB
Journal of the Chemical Society, 281-285 (1957)
Nile Blue and Nickel Organometallic Dyes Applied in Dye-sensitized Solar Cells.
Siami E, et al.
Portugaliae Electrochimica Acta , 33(1), 23-33 (2015)
Preparation and Spectral Properties of Mixed-Ligand Complexes of VO (IV), Ni (II), Zn (II), Pd (II), Cd (II) and Pb (II) with Dimethylglyoxime and N-Acetylglycine.
Shaker SA
Journal of Chemistry, 7(S1), S580-S586 (2010)
Application of adsorptive stripping voltammetry (AdSV) for the analysis of trace metals in brine.
Romanus A, et al.
Fresenius Journal of Analytical Chemistry, 340(6), 363-370 (1991)

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