The Reaction With Dmg Gives: [ni(dmg)2]2+(aq)
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| ECHA InfoCard | 100.002.201 |
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| 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 | |
| Main hazards | Toxic, Skin/Eye Irritant |
| Safety data sheet | External MSDS |
| GHS pictograms | |
| GHS Signal word | Danger |
| H228, H301 | |
| P210, P240, P241, P264, P270, P280, P301+310, P321, P330, P370+378, P405, P501 | |
| NFPA 704 (fire diamond) | |
| Related compounds | |
| Hydroxylamine salicylaldoxime | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
- The Reaction With Dmg Gives Ni(dmg)2 2+(aq)
- The Reaction With Dmg Gives: Ni Dmg 2 2+ Aq
- The Reaction With Dmg Gives: Ni(dmg)2 2 (aq) 2
![The Reaction With Dmg Gives: [ni(dmg)2]2+(aq)](https://www.chemedx.org/sites/www.chemedx.org/files/crystal_of_ni_compound.png "The Reaction With Dmg Gives: [ni(dmg)2]2+(aq)")
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.
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DMG, Dimethylglyoxime or Diacetyldioxime is a very useful reagent to test for certain metals. Most famous might be the Nickel(II) complex which is insoluble and characteristically red in color. Upon addition of dimethylglyoxime (DMG) ligand, which was adsorbed onto the GONR surface to inhibit GONR catalysis, the SERS peak decreased. When Ni 2+ was added, a coordination reaction between DMG and Ni 2+ took place to form stable complexes of Ni (DMG) 2 2+ and the release of free GONR catalyst that resulted in the SERS peak increasing linearly.
Preparation[edit]
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:[1]
Complexes[edit]
The Reaction With Dmg Gives Ni(dmg)2 2+(aq)
Dimethylglyoxime is used to detect and quantify nickel, which forms the bright red complex nickel bis(dimethylglyoximate) (Ni(dmgH)2). The reaction was discovered by L. A. Chugaev in 1905.[2]
Cobalt complexes have also received much attention. In chloro(pyridine)cobaloxime[3] the macrocycle [dmgH]22− mimics the macrocyclic ligand found in vitamin B12.
The Reaction With Dmg Gives: Ni Dmg 2 2+ Aq
References[edit]
The Reaction With Dmg Gives: Ni(dmg)2 2 (aq) 2
- ^Semon, W. L.; Damerell, V. R. (1930). 'Dimethylglyoxime'. Organic Syntheses. 10: 22. doi:10.15227/orgsyn.010.0022.CS1 maint: multiple names: authors list (link)
- ^Lev Tschugaeff (1905). 'Über ein neues, empfindliches Reagens auf Nickel'. Berichte der Deutschen Chemischen Gesellschaft. 38 (3): 2520–2522. doi:10.1002/cber.19050380317.
- ^Girolami, G. S.; Rauchfuss, T.B.; Angelici, R. J. (1999). Synthesis and Technique in Inorganic Chemistry: A Laboratory Manual (3rd ed.). pp. 213–215.