1,2-Dithietane

477204461 1,2-dithietane.png 120px 1,2-Dithietane 1,2-Dithiacyclobutane correct chemspider 11270017 1/C2H4S2/c1-2-4-3-1/h1-2H2 UPNNXUSUOSTIIM-UHFFFAOYAY correct chemspider 1S/C2H4S2/c1-2-4-3-1/h1-2H2 correct chemspider UPNNXUSUOSTIIM-UHFFFAOYSA-N 12309283 C1CSS1 C2H4S2 92.18 g/mol Dithiete, Dioxetane, 1,2-Dithiadistannetane 1,2-Dithietane is a dithietane. It is a heterocyclic compound with a four-membered ring. Two sulfur atoms are adjacent, and the molecule is saturated. 1,2-Dithietane has not been produced as of 2000. The combination of ring strain, and lone pairs of electrons, which repel each other, on the sulfur atoms makes the sulfur-sulfur bond too weak to produce the molecule. However a few derivatives are known. 3,4-Diethyl-1,2-dithietane 1,1-dioxide has one sulfur fully oxidised. Dithiatopazine is a tricyclic compound with the -S-S- as a bridge.Nakayama Juzo Ishii Akihiko Chemistry of dithiiranes, 1,2-dithietanes, and 1,2-dithietes Advances in Heterocyclic Chemistry 2000 77 221–284 10.1016/S0065-2725(00)77007-3 9780120207770Nicolaou K. C. Hwang C. K. Duggan M. E. Carroll P. J. Dithiatopazine. The first stable 1,2-dithietane Journal of the American Chemical Society June 1987 109 12 3801–3802 10.1021/ja00246a059 1,2-Dithietan-3-one, the ketone of 1,2-dithietane, was produced in 2008 by reacting α-dithiolactone with ethoxycarbonylformonitrile oxide.Shigetomi Toshiyuki Okuma Kentaro Yokomori Yoshinobu First isolation of 1,2-dithietan-3-one from α-dithiolactone Tetrahedron Letters January 2008 49 1 36–38 10.1016/j.tetlet.2007.11.025 4,4-di-tert-butyl-1,2-dithietan-3-one and the spiro compound 5,5,9,9-tetramethyl-1,2-dithiaspiro[3.5]nonan-3-one have also been made. 1,2-Dithietane was claimed to have been made by reacting 1,2-ethanedithiol with iodine, but the major product was an eight-membered ring.Amaratunga Wimal Milne John Santagati Angela Oligomerization and cyclization of 1,2-ethanedithiol (EDT), HSCH2CH2SH, by selenium dioxide and iodine Journal of Polymer Science Part A: Polymer Chemistry 1998 36 3 379–390 10.1002/(SICI)1099-0518(199802)36:3<379::AID-POLA2>3.0.CO;2-N A reaction of 2,3-dimercapto-1-propanol with 3-methyllumiflavin transiently produced 3-hydroxy-1,2-dithietane. This dithietane polymerised under light, breaking and reforming the S-S bonds to form a long chain -SSCH(OH)CH2-.Nagata Toshiyuki Fujimori Ken Oae Shigeru Proximity effect in the oxidation of dithiols with 3-methyllumiflavin Heteroatom Chemistry October 1992 3 5–6 529–534 10.1002/hc.520030513 References Category:Dithietanes Category:Organic compounds with 2 carbon atoms