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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

Quality Level

100

Assay

≥97.0% (TLC)

form

powder

mp

240-241 °C (lit.)

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
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

03858-100G:
03858-VAR:
03858-500G:
03858-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3900
BCCL2713
BCCK0929
BCCH4266
BCCG6195

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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)
Jean-Marie Lachapelle et al.
Dermatology (Basel, Switzerland), 209(4), 288-290 (2004-11-13)
To determine the release of nickel from 1- and 2-euro coins and the ability to produce allergic contact dermatitis from the application of coins to the palmar skin of nickel-sensitized individuals. Three experiments were conducted. Experiments 1 and 2 checked
Jacob Pontoppidan Thyssen et al.
Journal of the American Academy of Dermatology, 58(6), 1000-1005 (2008-04-15)
Nickel sensitization is frequent among US patients with dermatitis and in the general population. In Europe, decreasing prevalences of nickel sensitization are observed as a result of the European Union Nickel Directive. However, no directive exists in the United States.
Carsten R Hamann et al.
Contact dermatitis, 62(4), 232-240 (2010-03-20)
China and Thailand produce large amounts of jewellery that are sold domestically and abroad. To identify nickel release and metal content in earrings purchased in China and Thailand. A total of 557 earrings were randomly purchased from vendors in 11
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