Dimethylglyoxime | |
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2,3-Butanedione Dioxime | |
Dimethylglyoxime, Diacetyl dioxime, Chugaev's Reagent 2,3-diisonitrosobutane | |
Identifiers | |
CAS number | 95-45-4 |
ChemSpider | 10606175 |
UNII | 2971MFT1KY |
RTECS number | EK2975000 |
Jmol-3D images | Image 1 |
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Properties | |
Molecular formula | C4H8N2O2 |
Molar mass | 116.12 g mol−1 |
Appearance | White/Off White Powder |
Density | 1.37 g/cm3 |
Melting point | 240-241 °C, 513-514 K, 464-466 °F |
Boiling point | |
Solubility in water | low |
Structure | |
Dipole moment | 0 |
Hazards | |
MSDS | External MSDS |
R-phrases | R20/22 |
S-phrases | R22, R36/37 |
Main hazards | Toxic, Skin/Eye Irritant |
NFPA 704 | 0 0 |
Related compounds | |
Related compounds | Hydroxylamine salicylaldoxime |
(verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Dimethylglyoxime is a chemical compound described by the formula CH3C(NOH)C(NOH)CH3. This colourless solid is the dioxime derivative of the diketone diacetyl (also known as 2,3-butanedione). 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
Dimethylglyoxime can be prepared from butanone first by reaction with ethyl nitrite followed b hydroxylamine monosulfonate:[1]
In the deposition process 17, 18, the of Ni(II) is 6. Mathematica download mac. An oxo group that played a key role in the reaction described by reaction (I) should occur to form a catalytic activity exists in Ni(III) hydroxide, the structure surface complex of Ni(II)(DMG)2. In the potential scanning of which is NiOOH.
Nickel-dimethylglyoxime Complex Structure
- Apr 15, 2018 Structure of nickel dmg? Why is Ni(DMG)2 not an oxidising agent, although it has EAN=34? What are the uses of a nickel DMG complex? What is the spin state of a hexammine nickel II complex ion? What is the oxidation state of nickel dimethylglyoxime? What is the shape of Cu(CN)42-?
- 2dmg) has been used as an analytical precipitating and spectrophotometric reagent for nickel, and forms three types of mononuclear complex with nickel: Ni(Hdmg) 2 (1), NiX 2(H 2dmg) 2(X = Cl, Br), and M 2Ni(dmg) 2(M = Li, Na, K).1 The crystal structure of 1 has already been reported,2 but those of the two other types have not.
Ni(dmgH)2
Structure of Ni(dmgH)2
A sample of Ni(dmgH)2
![Structure Structure](/uploads/1/3/4/3/134353740/927837278.png)
Dimethylglyoxime is used as a chelating agent in the gravimetric analysis of nickel. The use of DMG as a reagent to detect nickel was discovered by L. A. Chugaev in 1905.[2] For qualitative analysis, dmgH2 is often used as a solution in ethanol. It is the conjugate base, not dmgH2 itself, that forms the complexes. Furthermore, a pair of dmgH- ligands are joined through hydrogen bonds to give a macrocyclic ligand. The most famous complex is the bright red Ni(dmgH)2, formed by treatment of Ni(II) sources with dmgH2. This planar complex is very poorly soluble and so precipitates from solution. This method is used for the gravimetric determination of nickel, e.g. in ores.
Cobaloximes
The nitrogen atoms in dmgH2 and its complexes are sp2 hybridized.[3] Because of the planarity of the resulting ligand, the macrocycle [dmgH]22- resembles some biologically important macrocyclic ligands, as found for example in vitamin B12 and myoglobin. A well known family of model complexes, the cobaloximes, have the formula CoR(dmgH)2L, where R is an alkyl group and L is typically pyridine. In such complexes, L and R occupy “axial” positions on the cobalt, perpendicular to the plane of the (dmgH)2.
References
- ^Semon, W. L.; Damerell, V. R. (1943), 'Dimethylglyoxime', Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv2p0204; Coll. Vol.2: 204
- ^Lev Tschugaeff (1905). 'Über ein neues, empfindliches Reagens auf Nickel'. Berichte der deutschen chemischen Gesellschaft38 (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.
Look at other dictionaries:
- diméthylglyoxime — ● diméthylglyoxime nom féminin Dénomination courante de la dioxime du diacétyle. (C est un réactif analytique, employé pour le dosage du nickel, du palladium et du bismuth.) … Encyclopédie Universelle
- dimethylglyoxime — di·meth·yl·gly·ox·ime (di meth″il gli okґsēm) a reagent for nickel and similar metals; see dimethylglyoxime test, under test … Medical dictionary
- dimethylglyoxime — dimetilglioksimas statusas T sritis chemija formulė [CH₃(HON=)C]₂ atitikmenys: angl. Dmg struggles with yugioh. dimethylglyoxime rus. The sims 1 download mac. Adobe flash player for mac not working on chrome. диметилглиоксим ryšiai: sinonimas – 2,3 butandiono dioksimas … Chemijos terminų aiškinamasis žodynas
- dimethylglyoxime — noun The oxime 2,3 butanedione dioxime that is used as a reagent in the analysis of nickel and palladium … Wiktionary
- dimethylglyoxime — di·meth·yl·glyoxime … English syllables
- dimethylglyoxime — noun a compound used in analysis as a precipitant for palladium or nickel (Freq. 2) • Hypernyms: ↑precipitant * * * “+ noun Etymology: International Scientific Vocabulary dimethyl + glyoxime : a crystalline compound CH3C(NOH)C( … Useful english dictionary
- dimethylglyoxime test — (for nickel) the object or substance being tested is placed in a solution of dimethylglyoxime; if nickel is present, the solution will turn brown … Medical dictionary
- Synthese de complexes du nickel — Synthèse de complexes du nickel Nous désirons synthétiser 3 différents complexes du nickel dont le nombre d’atomes coordonnés varient de 4 à 6 ainsi que leurs propriétés optiques et magnétiques. Sommaire 1 Principe 2 Schéma de la synthèse 3 Mode… … Wikipédia en Français
- Synthèse de complexes du nickel — Nous désirons synthétiser 3 différents complexes du nickel dont le nombre d’atomes coordonnés varient de 4 à 6 ainsi que leurs propriétés optiques et magnétiques. Sommaire 1 Principe 2 Schéma de la synthèse 3 Mode opératoire … Wikipédia en Français
- Диметилглиоксим — Общие Химическая ф … Википедия
Names | |
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IUPAC name nickel;N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine | |
Other names | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
EC Number | |
PubChemCID | |
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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. Mkv to avi converter free download full version for mac. 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.
The use of dimethylglyoxime as a reagent to detect nickel was reported by L. A. Chugaev in 1905.[3]
Nickel Dmg Complex Structure Chart
References[edit]
Complex
- ^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.
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