Nickel bis(dimethyldithiocarbamate)

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Nickel bis(dimethyldithiocarbamate)
Ni(Me2dtc)2.svg
TCBMNItopNitight.png
Names
Other names
Sankel, ethyl niclate; nickel dimethyldithiocarbamate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 239-560-8
PubChem CID
UNII
  • InChI=1S/2C3H7NS2.Ni/c2*1-4(2)3(5)6;/h2*1-2H3,(H,5,6);/q;;+2/p-2
    Key: BLCKKNLGFULNRC-UHFFFAOYSA-L
  • CN(C)C(=S)[S-].CN(C)C(=S)[S-].[Ni+2]
Properties
C6H12N2NiS4
Molar mass 299.11 g·mol−1
Appearancelight green solid [1]
insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Nickel bis(dimethyldithiocarbamate) is the coordination complex on nickel and dimethyldithiocarbamate, with the formula Ni(S2CNMe2)2 (Me = methyl). It is the prototype for a large number of square planar bis(dialkhyldithiocarbamate)s of nickel(II), which feature diverse organic substituents. Nickel bis(dimethyldithiocarbamate) has been marketed as a fungicide, and related complexes are used as stabilizers in polymers. [2]

Contents

Preparation and structure

The compound precipitates as a light green solid upon combining aqueous solutions of nickel(II) salts and sodium dimethyldithiocarbamate. [1] In terms of structure and bonding, the nickel is square planar, and the complex is diamagnetic. [3] The structure of the closely related nickel bis(diethyldithiocarbamate) has been determined by X-ray crystallography. [4]

Oxidation of nickel bis(dieethyldithiocarbamate) gives the red-brown nickel(IV) complex [Ni(S2CNEt2)3]+. [1]

See also

References

  1. 1 2 3 Mazumder, Md. Motiur R.; Dalpati, Niharika; Pokkuluri, P. Raj; Farnum, Byron H. (2022). "Zinc-Catalyzed Two-Electron Nickel(IV/II) Redox Couple for Multi-Electron Storage in Redox Flow Batteries". Inorganic Chemistry. 61 (48): 19039–19048. doi:10.1021/acs.inorgchem.2c03124. PMID   36413487.
  2. Rüdiger Schubart (2000). "Dithiocarbamic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_001. ISBN   978-3-527-30385-4.
  3. D. Coucouvanis (1970). "The Chemistry of the Dithioacid and 1,1-Dithiolate Complexes". Progress in Inorganic Chemistry. Vol. 11. pp. 233–371. doi:10.1002/9780470166123.ch4. ISBN   978-0-471-54081-6.
  4. Khan, Md. N. I.; Fackler Jnr, J. P.; Murray, H. H.; Heinrich, D. D.; Campana, C. (1987). "Structure of the beta form of bis(diethyldithiocarbamato)nickel(II)". Acta Crystallographica Section C Crystal Structure Communications. 43 (10): 1917–1919. Bibcode:1987AcCrC..43.1917K. doi:10.1107/S0108270187089625.