Bennett, George Macdonald published the artcileβ,β’-Dichlorodiethyl disulfide, Related Products of chlorides-buliding-blocks, the publication is Journal of the Chemical Society, Transactions (1921), 418-25, database is CAplus.
The behavior of S2Cl2 and C2H4 has been the subject of some controversy, the issue being whether a monosulfide or a disulfide is formed. Bennett has reinvestigated the reaction at 30-35° and concludes that the liquids are two-phase systems in which the continuous phase is nearly pure S(C2H4Cl)2 and the disperse phase a liquid consisting chiefly of S. The varying behavior on dilution with Et2O, etc., may be due to different degrees of dispersion. 50 cc. S2Cl2 gave 111 g. of a pale amber-colored liquid, d15 1.373, m. 5-6°; the relative viscosity at 15° was 10.25. which is characteristic of liquid-liquid 2-phase systems. The product b20 110-20°. The addition of 20 cc. dry Et2O to 30 cc. of the liquid before distillation produced no separation into 2 phases. 100 cc. Et2O caused the separation of 4.7 g. of a S-yellow oil, which was impure S. Heating in a stream of dry air for an hr. also caused the separation of S. In each case the m. p. of the sulfide was unaffected. Attempts to prepare the emulsion from the sulfide and S were unsuccessful. SHCH2CH2OH (Ann. 124, 257) was prepared by melting 225 g. crystalline Na2S on the H2O bath, saturating with H2S, cooling to 50° and stirring in 70 g. ClCH2CH2OH. It b18 58°, d420 1.1153, nD20 1.4443. This was oxidized to β,β’-dichlorodiethyl disulfide C4H8Cl2S2, by H2O2, FeCl3 or NaBrO, straw-colored oil, b30 155°, d420 1.3375, (η/ηH2O)20, 6.08. It resembles the monosulfide in many of its properties. Its vesicant action was 1/3 that of the monosulfide. Boiled with PhONa, it yields β,β’-diphenoxydiethyl disulfide, small, silvery plates, m. 96-7°. Na2S gives S(C2H4)2S. On oxidation it yields C2H4O3ClSNa.H2O (Ann. 223, 213).
Journal of the Chemical Society, Transactions published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Related Products of chlorides-buliding-blocks.
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https://en.wikipedia.org/wiki/Chloride,
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