Sodium maleonitriledithiolate

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Sodium maleonitriledithiolate
Sodium maleonitriledithiolate.svg
Names
Preferred IUPAC name
Disodium (Z)-1,2-dicyanoethene-1,2-bis(thiolate)
Other names
Sodium mnt sodium maleonitriledithiolate
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C4H2N2S2.2Na/c5-1-3(7)4(8)2-6;;/h7-8H;;/q;2*+1/p-2/b4-3+;; Yes check.svgY
    Key: UIEQIOFOWZBELJ-CZEFNJPISA-L Yes check.svgY
  • InChI=1/C4H2N2S2.2Na/c5-1-3(7)4(8)2-6;;/h7-8H;;/q;2*+1/p-2/b4-3+;;
    Key: UIEQIOFOWZBELJ-YWCBZGCUBZ
  • [Na+].[Na+].[S-]/C(C#N)=C(/[S-])C#N
Properties
C4N2Na2S2
Molar mass 186.16 g·mol−1
Appearanceyellow solid
Solubility in ethanol, DMFSoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

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]2−. [2] :143–146

Sample of
([(CH3CH2)4N] )2[Ni(mnt)2]. (Et4N)2Ni(mnt)2.jpg
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: [3]

8 NaCN + 8 CS2 → 4 Na2S2C2(CN)2 + S8

The compound was first described in 1958. [4]

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2
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or (Na+
)2[ON=NO]2−.

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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.