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dimethylglyoxime
Sign in to saveAlso known as dmgH2, dmgH₂
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.
Chemical data
- Formula
- C4H8N2O2
- Molecular weight
- 116.12 g/mol
- IUPAC name
- N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine
- SMILES
- C/C(=C(\C)/N=O)/NO
- InChIKey
- OFZZNQXYRRSXOI-ARJAWSKDSA-N
- XLogP
- 0.7
- Polar surface area
- 61.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
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Encyclopedic overview
3 sectionsContents
- Preparation and reactions
- Complexes
- References
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.
==Preparation and reactions== Dimethylglyoxime can be prepared from butanone first by reaction with ethyl nitrite to give biacetyl monoxime. The second oxime is installed using sodium hydroxylamine monosulfonate:
Excerpted from Wikipedia’s “dimethylglyoxime” article, available under the CC BY-SA 4.0 licence.