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Sodium maleonitriledithiolate

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Sodium maleonitriledithiolate
Names
Preferred IUPAC name Disodium (Z)-1,2-dicyanoethene-1,2-bis(thiolate)
Other names Sodium mnt sodium maleonitriledithiolate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H2N2S2.2Na/c5-1-3(7)4(8)2-6;;/h7-8H;;/q;2*+1/p-2/b4-3+;;Key: UIEQIOFOWZBELJ-CZEFNJPISA-L
  • InChI=1/C4H2N2S2.2Na/c5-1-3(7)4(8)2-6;;/h7-8H;;/q;2*+1/p-2/b4-3+;;Key: UIEQIOFOWZBELJ-YWCBZGCUBZ
SMILES
  • ../C(C#N)=C(/)C#N
Properties
Chemical formula C4N2Na2S2
Molar mass 186.16 g·mol
Appearance yellow solid
Solubility in ethanol, DMF Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Sodium maleonitriledithiolate is the chemical compound described by the formula Na2S2C2(CN)2. The name refers to the cis compound, structurally related to maleonitrile ((CH(CN))2). Maleonitriledithiolate is often abbreviated mnt. It is a "dithiolene", i.e. a chelating alkene-1,2-dithiolate. It is a prototypical non-innocent ligand in coordination chemistry. Several complexes are known, such as Ni(mnt)2].

Sample of ([(CH3CH2)4N])2[Ni(mnt)2].

The salt is synthesized by treating carbon disulfide with sodium cyanide to give the cyanodithioformate salt, which eliminates elemental sulfur in aqueous solution:

8 NaCN + 8 CS2 → 4 Na2S2C2(CN)2 + S8

The compound was first described in 1958.

References

  1. Chem Sources U.S.A. Directories Publishing Company, Incorporated. 2001. p. 535. ISBN 978-0-937020-34-0.
  2. Day, Peter; Coronado, Eugenio (2004-12-14). Miller, Joel S.; Drillon, Marc (eds.). Molecular Materials Combining Magnetic and Conducting Properties (1 ed.). Wiley. pp. 105–159. doi:10.1002/3527604383.ch4. ISBN 978-3-527-30665-7.
  3. Davison, A.; Holm, R. H.; Benson, R. E.; Mahler, W. (January 1967). Muetterties, Earl L. (ed.). Metal Complexes Derived from cis -1,2-dicyano-1,2-ethylenedithiolate and Bis(Trifluoromethyl)-1,2-dithiete. Vol. 10 (1 ed.). Wiley. pp. 8–26. doi:10.1002/9780470132418.ch3. ISBN 978-0-470-13169-5.
  4. G. Bähr and G. Schleitzer (1957). "Beiträge zur Chemie des Schwefelkohlenstoffs und Selenkohlenstoffs, II. Die Kondensierende Spontan-Entschwefelung von Salzen und Estern der Cyan-Dithioameisensäure. Freie Cyan-Dithioameisensäure". Chemische Berichte. 90 (3): 438–443. doi:10.1002/cber.19570900322.
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