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- Q5283661 subject Q8384965.
- Q5283661 abstract "Dithietanes are saturated heterocyclic compounds that contain two divalent sulfur atoms and two sp3-hybridized carbon centers. Two isomers are possible for this class of organosulfur compounds: 1,2-dithietanes, where the sulfur atoms are adjacent. These compounds are very rare. The first stable 1,2-dithietane to be reported was the so-called dithiatopazine formed by intramolecular photodimerization of a dithiocarbonyl compound. 1,2-Dithietanes are to be distinguished from 1,2-dithietes, containing two adjacent sulfur atoms and two sp2-hybridized carbon centers.A stable 1,2-dithietane derivative is trans-3,4-diethyl-1,2-dithietane 1,1-dioxide, formed by the spontaneous dimerization of the lachrymatory agent syn-propanethial-S-oxide, found in onion. 1,3-dithietanes, where the sulfur atoms are non-adjacent. 1,3-Dithietane itself, a colorless, easily sublimed, crystalline, unpleasant-smelling solid with mp 105-106 °C, was first prepared in 1976 by reaction of bis(chloromethyl) sulfoxide with sodium sulfide followed by THF-borane reduction of the first formed 1,3-dithietane 1-oxide, as shown in the Scheme below. Carbon-substituted 1,3-dithietanes are well known, with the first examples being described as early as 1872. Examples include 2,2,4,4-tetrachloro-1,3-dithietane, the photochemically-formed dimer of thiophosgene, and tetrakis(trifluoromethyl)-1,3-dithietane, [(CF3)2CS]2. Oxidized forms of 1,3-dithietane are well known, although they are often not prepared from the dithietane. Examples include the so-called zwiebelanes (2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane S-oxides) from onion volatiles and 1,3-dithietane 1,1,3,3-tetraoxide, the so-called sulfene dimer.".
- Q5283661 thumbnail Dithetane.png?width=300.
- Q5283661 wikiPageWikiLink Q15634214.
- Q5283661 wikiPageWikiLink Q188651.
- Q5283661 wikiPageWikiLink Q190512.
- Q5283661 wikiPageWikiLink Q193430.
- Q5283661 wikiPageWikiLink Q23485.
- Q5283661 wikiPageWikiLink Q2801282.
- Q5283661 wikiPageWikiLink Q3044968.
- Q5283661 wikiPageWikiLink Q407510.
- Q5283661 wikiPageWikiLink Q421064.
- Q5283661 wikiPageWikiLink Q422785.
- Q5283661 wikiPageWikiLink Q4545686.
- Q5283661 wikiPageWikiLink Q5283664.
- Q5283661 wikiPageWikiLink Q682.
- Q5283661 wikiPageWikiLink Q7031967.
- Q5283661 wikiPageWikiLink Q8384965.
- Q5283661 comment "Dithietanes are saturated heterocyclic compounds that contain two divalent sulfur atoms and two sp3-hybridized carbon centers. Two isomers are possible for this class of organosulfur compounds: 1,2-dithietanes, where the sulfur atoms are adjacent. These compounds are very rare. The first stable 1,2-dithietane to be reported was the so-called dithiatopazine formed by intramolecular photodimerization of a dithiocarbonyl compound.".
- Q5283661 label "Dithietane".
- Q5283661 depiction Dithetane.png.