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Key Documents

03858

Sigma-Aldrich

Dimethylglyoxime

≥97.0% (TLC)

Synonym(s):

dmgH2, 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.22

Quality Level

Assay

≥97.0% (TLC)

form

powder

mp

240-241 °C (lit.)

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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Application

Dimethylglyoxime can be used:
  • As a ligand for the synthesis of cobaloxime complexes which are used as electrocatalysts for the production of hydrogen by electroreduction of protons.
  • As a precipitant for the synthesis of NiO and CuI nanoparticles.P

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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Proton electroreduction catalyzed by cobaloximes: Functional models for hydrogenases.
Razavet M, et al.
Inorganic Chemistry, 44(13), 4786-4795 (2005)
Synthesis and characteristics of NiO nanoparticles by thermal decomposition of nickel dimethylglyoximate rods.
Li X, et al.
Solid State Communications, 137(11), 581-584 (2006)
Dilek Bakircioglu
Environmental science and pollution research international, 19(6), 2428-2437 (2012-01-26)
An online cloud-point extraction (CPE) coupled with flow injection method is developed for the separation and preconcentration of palladium and lead from various matrices using flame atomic absorption spectrometry (FAAS). The method employs the formation of complexes of the metallic
Jandee Kim et al.
Langmuir : the ACS journal of surfaces and colloids, 27(23), 14638-14646 (2011-10-18)
Dimethylglyoxime (DMG) adsorbed on Au(111) was investigated using electrochemical scanning tunneling microscopy (STM) and X-ray photoelectron spectroscopy (XPS). STM experiments revealed three different structures of adsorbed DMG at open circuit potential (~0.07 V versus Ag/AgCl): (2√3×2√3)R30°-α, (2√3×4√3)R30°-β, and (2√3×4√3)R30°-γ. The
Angela M Sprigle et al.
Dermatitis : contact, atopic, occupational, drug, 19(1), 28-31 (2008-03-19)
Allergic contact dermatitis from nickel is very common in the United States. A barrier coating to be used on personal items such as snaps or watches would be of great use in preventing the consequences of nickel allergy. To evaluate

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