Ethenedithione

Chemical compound From Wikipedia, the free encyclopedia

Ethenedithione or ethylenedithone is an unstable chemical substance with formula S=C=C=S made from carbon and sulfur.

Quick facts Names, Identifiers ...
Ethenedithione
Names
IUPAC name
Ethenedithione
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2S2/c3-1-2-4
    Key: JFSYYGOHKMDXOA-UHFFFAOYSA-N
  • C(=C=S)=S
Properties
C2S2
Molar mass 88.14 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Ethenedithione can exist as a gas at low pressure and high temperature, but is unstable when condensed or under higher pressure.[1]

It can be stabilized as a ligand binding two cobalt atoms.[2]

Other occurrences as a ligand are in TpW(CO)2(C2S2) and [TpW(CO)2]2Ni(C2S2)2, where Tp is trispyrazolylborate.[3]

Formation

Ethenedithione can be made by the flash vacuum pyrolysis of 2,5-Dithiacyclopentylideneketene.[1]

Also it has been made by dissociative ionization of tetrathiapentalenedione, and then neutralisation of ions produced.[4]

C2S2 is made along with carbon subsulfide and carbon monosulfide, in an electric discharge in carbon disulfide vapour.[5]

Properties

In its ground state it is a triplet state (3Σg).[6] Ethenedithione can be trapped in a matrix of solid argon without decomposition.[1]

The infrared spectrum contains a prominent line at 1179.3 cm−1 due to asymmetric C=S stretch of the most common isotopes.[1]

Over 60 K, ethenedithione polymerises.[7] Possible polymerisation products include polythiene.[8]

References

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