[ni(dmg)]2 Coordination Number

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Dimethylglyoxime
Names
IUPAC name
Other names
  • Dimethylglyoxime
  • Diacetyl dioxime
  • Butane-2,3-dioxime
  • Chugaev's reagent
Identifiers
  • 95-45-4
ChEMBL
ChemSpider
  • 10606175
ECHA InfoCard100.002.201
EC Number
PubChemCID
RTECS number
  • EK2975000
UNII
  • InChI=1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3-,6-4+
  • InChI=1/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3-,6-4+
  • CC(=NO)C(C)=NO
Properties
C4H8N2O2
Molar mass116.120 g·mol−1
AppearanceWhite/Off White Powder
Density1.37 g/cm3
Melting point 240 to 241 °C (464 to 466 °F; 513 to 514 K)
Boiling pointdecomposes
low
Structure
0
Hazards
Main hazardsToxic, Skin/Eye Irritant
Safety data sheetExternal MSDS
GHS pictograms
GHS Signal wordDanger
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).
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Infobox 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.

Whereas Mn(CN)63– has “d2sp3″ hybridisation and # 2 unpaired electrons Ni(DMG)2 is neutral chocolate- red complex having dsp2 and all paired electrons. Most interesting thing now would be to know PtCl42– and PdCl42–, Pd(NH3)42+, Pt(NH3)42+ are dsp2 and all paired electrons. The hybridization of Ni in Ni(DMG)2 is dsp2. Ni forms octahedral, square planar and tetrahedral complexes in +2 oxidation state. It acquires stability through chelation and intramolecular hydrogen bonding. In Ni(DMG)2 the nickel is in the +2 oxidation state and to have a square planar geometry because of chelation the pairing of electrons takes place. The number of geometrical isomers of the Pt(NH 3) 2 Cl 2 is (a) 3 (b) 2 (c) 4 (d) 1. A complex which is formed by chloride and nitrate ligand gives two moles of precipitate of AgCl with AgNO 3.Its molecular formula will be.

Preparation[edit]

Coordination Number Of Ni(dmg)2

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]

CoordinationCoordination

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]

Cobalt complexes have also received much attention. In chloro(pyridine)cobaloxime[3] the macrocycle [dmgH]22− mimics the macrocyclic ligand found in vitamin B12.

DMG format is a native Mac OS disk image format which is used to distribute installation packages within Mac OS. In order to open DMG file on Windows you will need a special software which has support for this format.There are two applications which have the most comprehensive support for DMG file format. How to open .dmg files on pc. 7-Zip could be downloaded from while DMG Extractor is available from.Open DMG file with 7-Zip7-Zip application has functionality similar to one of file explorer. Open DMG on WindowsDMG files are not natively supported by Microsoft Windows OS. They are 7-Zip and DMG Extractor.

Structure of chloro(pyridine)cobaloxime.

References[edit]

  1. ^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)
  2. ^Lev Tschugaeff (1905). 'Über ein neues, empfindliches Reagens auf Nickel'. Berichte der Deutschen Chemischen Gesellschaft. 38 (3): 2520–2522. doi:10.1002/cber.19050380317.
  3. ^Girolami, G. S.; Rauchfuss, T.B.; Angelici, R. J. (1999). Synthesis and Technique in Inorganic Chemistry: A Laboratory Manual (3rd ed.). pp. 213–215.
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