Thiete
Chemical compound
From Wikipedia, the free encyclopedia
Thiete is a heterocyclic compound containing an unsaturated four-membered ring with three carbon atoms and one sulfur atom.[1][2][3] It is more commonly encountered not on its own, but in anellated derivatives, several of which have been synthesized. Thietes are generally not very stable.[4]
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| Names | |
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| Preferred IUPAC name
2H-Thiete | |
| Other names
1-Thiacyclobut-2-ene | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C3H4S | |
| Molar mass | 72.12886 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structure
Thiete is a valence isomer of the compound thioacrolein (CH2=CHCH=S) and undergoes ring opening to it at temperatures below 400 °C.[5] Thiete has been shown to be planar, with a C-S-C angle of 76.8 degrees.[6]
Derivatives
Benzothietes are thietes annulated to benzo group. Such species are prepared by flash vacuum pyrolysis of 2-mercaptobenzyl alcohols. They are precursors to other S-heterocycles.[7]
Thiete 1,1-dioxides are sulfones, the parent being C3H4SO2. They are more stable than the parent thietes.[8] Substituted thiete-1,1-dioxides can also be prepared by [2+2] cycloaddition of sulfenes and ynamines.
See also
- Dithiete - analogue with two sulfur atoms