Chemistry: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
Properties
C4N2Na2S2
Molar mass 186.16 g·mol−1
Appearance yellow solid
Solubility in ethanol, DMF Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Sodium maleonitriledithiolate is the chemical compound described by the formula Na
2
S
2
C
2
(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 ([(CH
3
CH
2
)
4
N]+
)
2
[Ni(mnt)
2
]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 CS
2
→ 4 Na
2
S
2
C
2
(CN)
2
+ S
8

The compound was first described by Bähr and Schleitzer 1958.[4]

References

  1. (in en) Chem Sources U.S.A.. Directories Publishing Company, Incorporated. 2001. p. 535. ISBN 978-0-937020-34-0. https://books.google.com/books?id=OxAaAQAAMAAJ. 
  2. Day, Peter; Coronado, Eugenio (2004-12-14). Miller, Joel S.. ed (in en). Molecular Materials Combining Magnetic and Conducting Properties (1 ed.). Wiley. pp. 105–159. doi:10.1002/3527604383.ch4. ISBN 978-3-527-30665-7. https://onlinelibrary.wiley.com/doi/10.1002/3527604383.ch4. 
  3. Davison, A.; Holm, R. H.; Benson, R. E.; Mahler, W. (January 1967). Muetterties, Earl L.. ed (in en). Metal Complexes Derived from cis -1,2-dicyano-1,2-ethylenedithiolate and Bis(Trifluoromethyl)-1,2-dithiete. 10 (1 ed.). Wiley. pp. 8–26. doi:10.1002/9780470132418.ch3. ISBN 978-0-470-13169-5. https://onlinelibrary.wiley.com/doi/10.1002/9780470132418.ch3. 
  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.