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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:
95-45-4
Molecular Weight:
116.12
Beilstein:
506731
EC Number:
202-420-1
MDL number:
MFCD00002117
UNSPSC Code:
12352100
PubChem Substance ID:
329747826
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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.[1]
  • As a precipitant for the synthesis of NiO[2] and CuI nanoparticles.P[3]

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H228

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6831
BCCM3900
BCCL2713
BCCK0929
BCCH4266

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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)
Proton electroreduction catalyzed by cobaloximes: Functional models for hydrogenases.
Razavet M, et al.
Inorganic Chemistry, 44(13), 4786-4795 (2005)
Carsten R Hamann et al.
Contact dermatitis, 68(1), 15-22 (2012-12-12)
Nickel is widely used in coins; nickel may cause contact allergy and allergic contact dermatitis in those who handle them. To investigate alloy use, coin composition and nickel and cobalt release for a worldwide selection of currently circulating coins. Eight
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
Jacob P Thyssen et al.
The Science of the total environment, 409(22), 4663-4666 (2011-09-06)
Nickel and cobalt allergy remain frequent in dermatitis patients. It is important to determine possible nickel and cobalt exposures at work as these may offer important information to regulators and physicians who perform patch testing. Clinical relevance of metal exposure
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