![]() | This article may be too technical for most readers to understand.(June 2023) |
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Names | |
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IUPAC name Ethenedithione | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
CompTox Dashboard (EPA) | |
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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). |
Ethenedithione or ethylenedithone is an unstable chemical substance with formula S=C=C=S made from carbon and sulfur.
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]
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]
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 60K, ethenedithione polymerises. [7] Possible polymerisation products include polythiene. [8]
Porphyrins are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (=CH−). In vertebrates, an essential member of the porphyrin group is heme, which is a component of hemoproteins, whose functions include carrying oxygen in the bloodstream. In plants, an essential porphyrin derivative is chlorophyll, which is involved in light-harvesting and electron transfer in photosynthesis.
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A persistent carbene (also known as stable carbene) is a type of carbene demonstrating particular stability. The best-known examples and by far largest subgroup are the N-heterocyclic carbenes (NHC) (sometimes called Arduengo carbenes), for example diaminocarbenes with the general formula (R2N)2C:, where the four R moieties are typically alkyl and aryl groups. The groups can be linked to give heterocyclic carbenes, such as those derived from imidazole, imidazoline, thiazole or triazole.
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Organoiron chemistry is the chemistry of iron compounds containing a carbon-to-iron chemical bond. Organoiron compounds are relevant in organic synthesis as reagents such as iron pentacarbonyl, diiron nonacarbonyl and disodium tetracarbonylferrate. While iron adopts oxidation states from Fe(−II) through to Fe(VII), Fe(IV) is the highest established oxidation state for organoiron species. Although iron is generally less active in many catalytic applications, it is less expensive and "greener" than other metals. Organoiron compounds feature a wide range of ligands that support the Fe-C bond; as with other organometals, these supporting ligands prominently include phosphines, carbon monoxide, and cyclopentadienyl, but hard ligands such as amines are employed as well.
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