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Nickel bis(dimethylglyoximate)

Nickel bis(dimethylglyoximate)
NIMGLO12.png
Ni(dmg)2.JPG
Names
IUPAC name
nickel;N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine
Other names
Bis(butanedione dioximato)nickel
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 236-782-7
Properties
C8H14N4NiO4
Molar mass 288.917 g·mol−1
Appearance red solid
Density 1.698 g/cm3
Hazards
GHS pictograms GHS07: HarmfulGHS08: Health hazard
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

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]

Ni-Dimethylglyoxime-complex.svg

References

  1. ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 978-0-08-037941-8.
  2. ^ 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)
  3. ^ Lev Tschugaeff (1905). "Über ein neues, empfindliches Reagens auf Nickel". Berichte der deutschen chemischen Gesellschaft. 38 (3): 2520–2522. doi:10.1002/cber.19050380317.