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Sodium maleonitriledithiolate

Chemical compound From Wikipedia, the free encyclopedia

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]2−.
Quick facts Names, Identifiers ...
Sodium maleonitriledithiolate
Names
Preferred IUPAC name
Disodium (Z)-1,2-dicyanoethene-1,2-bis(thiolate)
Other names
Sodium mnt sodium maleonitriledithiolate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H2N2S2.2Na/c5-1-3(7)4(8)2-6;;/h7-8H;;/q;2*+1/p-2/b4-3+;; checkY
    Key: UIEQIOFOWZBELJ-CZEFNJPISA-L checkY
  • 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
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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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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