Nickel bis(diethyldithiocarbamate)

Nickel bis(diethyldithiocarbamate)

Identifiers
CAS Number	14267-17-5  N
3D model (JSmol)	Interactive image
ChemSpider	76052
ECHA InfoCard	100.034.673
EC Number	238-157-4
PubChem CID	84307
CompTox Dashboard (EPA)	DTXSID70931579
InChI InChI=1S/2C5H11NS2.Ni/c2*1-3-6(4-2)5(7)8;/h2*3-4H2,1-2H3,(H,7,8);/q;;+2/p-2 Key: NCLUCMXMAPDFGT-UHFFFAOYSA-L
SMILES CCN(CC)C(=S)[S-].CCN(CC)C(=S)[S-].[Ni+2]
Properties
Chemical formula	C10H20N2NiS4
Molar mass	355.22 g·mol−1
Appearance	light green solid [1]
Density	1.41 g/cm3
Solubility in water	insoluble
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H317, H334, H350
Precautionary statements	P203, P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P318, P321, P333+P317, P342+P316, P362+P364, P403, 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(diethyldithiocarbamate) is the coordination complex ok nickel(II) and diethyldithiocarbamate, with the formula Ni(S₂CNEt₂)₂ (Et = ethyl). It is one a large number of square planar bis(dialkhyldithiocarbamate)s of nickel(II). The closely related nickel bis(dimethyldithiocarbamate) has been marketed as a fungicide. R related complexes are used as stabilizers in polymers. ^[2]

Preparation, structure, reactions

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

Oxidation of nickel bis(diethyldithiocarbamate) gives the red-brown nickel(IV) complex [Ni(S₂CNEt₂)₃]⁺. ^{[1] [5]}

See also

• transition metal dithiocarbamate complexes
  • Nickel bis(dimethyldithiocarbamate)
  • Iron tris(dimethyldithiocarbamate)

References

1. 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.
5. Fackler, John P.; Avdeef, Alex.; Fischer, R. G. (1973). "Sulfur chelates. XVI. Chemical Properties of Oxidized Nickel(II) Dithiocarbamates. X-Ray Crystal Structure of tris(N,N-dibutyldithiocarbamato)nickel(IV)bromide, NiC₂₇H₅₄N₃S₆Br". Journal of the American Chemical Society. 95 (3): 774–782. Bibcode:1973JAChS..95..774F. doi:10.1021/ja00784a023.