Nickel Bis(dimethylglyoximate) - Wikipedia

Jump to content

Contents

move to sidebar hide

• (Top)
• 1 Structure
• 2 References

• Article
• Talk

English

• Read
• Edit
• View history

Tools Tools move to sidebar hide Actions

• Read
• Edit
• View history

General

• What links here
• Related changes
• Upload file
• Permanent link
• Page information
• Cite this page
• Get shortened URL
• Download QR code

Print/export

• Download as PDF
• Printable version

In other projects

• Wikimedia Commons
• Wikidata item

Appearance move to sidebar hide From Wikipedia, the free encyclopedia Nickel bis(dimethylglyoximate)

Names
IUPAC name nickel;N-[(Z)-3-nitrosobut-2-en-2-yl]hydroxylamine
Other names Bis(butanedione dioximato)nickel
Identifiers
CAS Number	13478-93-8 Y
3D model (JSmol)	Interactive image
ChemSpider	4584372
EC Number	236-782-7
PubChem CID	5475696
UNII	7CZ5340YUM Y
InChI InChI=1S/2C4H8N2O2.Ni/c2*1-3(5-7)4(2)6-8;/h2*5,7H,1-2H3;/b2*4-3-;Key: CNOULSXJEKYGTK-FDGPNNRMSA-N
SMILES CC(=C(C)N=O)NO.CC(=C(C)N=O)NO.[Ni]
Properties
Chemical formula	C8H14N4NiO4
Molar mass	288.917 g·mol−1
Appearance	red solid
Density	1.698 g/cm3
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H319, H335, H351
Precautionary statements	P201, P202, P261, P264, P271, P272, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

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]

The geometry of the nickel(II) ion 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]

References

[edit]

1. ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. doi:10.1016/C2009-0-30414-6. 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 (3): 755–756. doi:10.1021/ja01512a066.
3. ^ Tschugaeff, Lev (1905). "Über ein neues, empfindliches Reagens auf Nickel" [About a new, sensitive reagent on nickel]. Berichte der Deutschen Chemischen Gesellschaft (in German). 38 (3): 2520–2522. doi:10.1002/cber.19050380317.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Nickel_bis(dimethylglyoximate)&oldid=1177106514" Category:

• Nickel complexes

Hidden categories:

• CS1 German-language sources (de)
• Articles without InChI source
• Articles without EBI source
• Articles without KEGG source
• Chembox having GHS data
• Articles containing unverified chemical infoboxes
• Chembox image size set
• Articles with short description
• Short description matches Wikidata

Search Search Toggle the table of contents Nickel bis(dimethylglyoximate) 3 languages Add topic