Ni Dmg 2
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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 | |
- Ni Dmg 2 Molar Mass
- Ni(dmg)2 Preparation
- Gravimetric Determination Of Nickel
- Nickel And Dimethylglyoxime
Nickel;N-(Z)-3-nitrosobut-2-en-2-ylhydroxylamine C8H16N4NiO4 CID 5475696 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.
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[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]
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]
Ni Dmg 2 Molar Mass
Cobalt complexes have also received much attention. In chloro(pyridine)cobaloxime[3] the macrocycle [dmgH]22− mimics the macrocyclic ligand found in vitamin B12.
References[edit]
- ^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.
Ni(dmg)2 Preparation
| Names | |
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| IUPAC name nickel;N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine | |
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| Properties | |
| C8H14N4NiO4 | |
| Molar mass | 288.917 g·mol−1 |
| Appearance | red solid |
| Density | 1.698 g/cm3 |
| Hazards | |
| GHS pictograms | |
| GHS Signal word | Warning |
| H315, H317, H319, H335, H351 | |
| P201, P202, P261, P264, P271, P272, P280, P281, P302+352, P304+340, P305+351+338, P308+313, P312, P321, P332+313, P333+313, P337+313, P362, P363, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Nickel bis(dimethylglyoximate) is the coordination complex with the formula Ni[ONC(CH3)C(CH3)NOH]2. The compound is a bright red solid. It achieved prominence for its use in the qualitative analysis of nickel.[1]
Structure[edit]
Nickel(II) is square planar.[2] It is surrounded by two equivalents of the conjugate base (dmgH−) of dimethylglyoxime (dmgH2). The pair of organic ligands are joined through hydrogen bonds to give a macrocyclic ligand. The complex is distinctively colored and insoluble leading to its use as a chelating agent in the gravimetric analysis of nickel.
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The use of dimethylglyoxime as a reagent to detect nickel was reported by L. A. Chugaev in 1905.[3]
Gravimetric Determination Of Nickel
References[edit]
- ^Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN978-0-08-037941-8.
- ^Donald E. Williams, Gabriele Wohlauer, R. E. Rundle (1959). 'Crystal Structures of Nickel and Palladium Dimethylglyoximes'. J. Am. Chem. Soc. 81: 755–756. doi:10.1021/ja01512a066.CS1 maint: uses authors parameter (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.