Thiirene is an
organosulfur compound with the formula C2H2S. It can be viewed as a derivative of cyclopropene, but with the methylene group replaced by sulfur. It is
antiaromatic and very labile.[1]
Thiirenes and derivatives
No thiirene has been isolated at room temperature, but they have been observed spectroscopically at low temperatures.[2]
Thiirene-S-oxides and S-alkylthiirenium salts have been characterized by
X-ray crystallography.[3]
^Torres, M.; Clement, A.; Bertie, J. E.; Gunning, H. E.; Strausz, O. P. (1978). "Low-Temperature Matrix Isolation of Thiirenes". The Journal of Organic Chemistry. 43 (12): 2490–2493.
doi:
10.1021/jo00406a045.
^Destro, Riccardo; Lucchini, Vittorio; Modena, Giorgio; Pasquato, Lucia (2000). "X-ray Structures and Anionotropic Rearrangements of Di-tert-butyl-Substituted Thiiranium and Thiirenium Ions. A Structure−Reactivity Relationship". The Journal of Organic Chemistry. 65 (11): 3367–3370.
doi:
10.1021/jo991731o.
PMID10843618.