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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)
Hua-Jian Xu et al.
Organic & biomolecular chemistry, 10(13), 2562-2568 (2012-02-23)
CuI nanoparticles efficiently catalyzed the C-S cross coupling of aryl and alkyl thiols with aryl halides in the absence of ligands on water under mild conditions. A wide range of diaryl sulfides and aryl alkyl sulfides are synthesized in good
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
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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