Dimethylglyoxime

Dimethylglyoxime is a chemical compound described by the formula CH3C(NOH)C(NOH)CH3. Its abbreviation is dmgH2 for neutral form, and dmgH− for anionic form, where H stands for hydrogen. This colourless solid is the dioxime derivative of the diketone butane-2,3-dione (also known as diacetyl). DmgH2 is used in the analysis of palladium or nickel. Its coordination complexes are of theoretical interest as models for enzymes and as catalysts. Many related ligands can be prepared from other diketones, e.g. benzil.

Dimethylglyoxime
Names
IUPAC name
N,N′-Dihydroxy-2,3-butanediimine
Other names
  • Dimethylglyoxime
  • Diacetyl dioxime
  • Butane-2,3-dioxime
  • Chugaev's reagent
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.201
EC Number
  • 202-420-1
PubChem CID
RTECS number
  • EK2975000
UNII
  • InChI=1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3-,6-4+ Y
    Key: JGUQDUKBUKFFRO-CIIODKQPSA-N Y
  • InChI=1/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3-,6-4+
    Key: JGUQDUKBUKFFRO-CIIODKQPBA
SMILES
  • C\C(=N\O)\C(\C)=N\O
Properties
C4H8N2O2
Molar mass 116.120 g·mol−1
Appearance White/Off White Powder
Density 1.37 g/cm3
Melting point 240 to 241 °C (464 to 466 °F; 513 to 514 K)
Boiling point decomposes
low
Structure
0
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Toxic, Skin/Eye Irritant
GHS labelling:
Danger
H228, H301
P210, P240, P241, P264, P270, P280, P301+P310, P321, P330, P370+P378, P405, P501
NFPA 704 (fire diamond)
2
Safety data sheet (SDS) External MSDS
Related compounds
Related compounds
 Hydroxylamine
salicylaldoxime
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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