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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, ()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()hexane ''S''-oxides) from onion volatiles and 1,3-dithietane 1,1,3,3-tetraoxide, the so-called sulfene dimer. ==References== 〔 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Dithietane」の詳細全文を読む スポンサード リンク
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