Epshtein, G. Yu. published the artcileHaloalkyl sulfides. II. Reaction of alkylene sulfides with halogens and sulfuryl chloride, HPLC of Formula: 1002-41-1, the publication is Zhurnal Obshchei Khimii (1964), 34(6), 1948-50, database is CAplus.
cf. CA 60, 7909h. Chlorination of alkylene sulfides in CCl4 with ice cooling or treatment with SO2Cl2 in CCl4 gave the following from the indicated starting materials: ClSCH2CH2Cl, 46% (from ethylene sulfide); ClSCH2CH2Br, 65% [from bis(2-bromoethyl)sulfide]; ClSCH2CHMeCl, 42% (from propylene sulfide); ClSCH2CHMeBr, 80% [from bis(2-bromopropyl)sulfide]; 2-chlorocyclohexylsulfenyl chloride, 44% (from cyclohexene sulfide); and (CICH2CH2)2S2, 63% (from ethylene sulfide and 1:2 proportion of either Cl or SO2Cl2). Reaction of appropriate halogens with alkylene sulfides in CCl4 with ice cooling with 1:2 molar ratio of the reactants gave the following, also obtained similarly with SO2Cl2,: (BrCH2CH2S)2, 63% (from ethylene sulfide); (ICH2CH2S)2, 80% (from ethylene sulfide); (MeCHClCH2S)2, 63% (from propylene sulfide); (MeCHBrCH2S)2, 80% (from propylene sulfide); (MeCHICH2S)2, 80% (from propylene sulfide); and bis(2-chlorocyclohexyl) disulfide, 26% (from cyclohexene sulfide). 2-Chloropropylsulfenyl chloride treated with C2H4 15 min. gave 70% ClCH2CH2SCH2CHMeCl, b5 88°, d14 1.2426, n14D 1.5221. This and chloramine-T in aqueous EtOH 25 hrs. gave 60% 2-chloroethyl 2-chloropropyl p-toluenesulfilimine, m. 136-7° (Fuson, et al., CA 41, 688d). The following constants were reported: ClSCH2CH2Cl, b16 52-4° d20 1.3851, n20D 1.5234; ClSCH2CH2Br, b5 60°, 1.7875, 1.5776; ClSCH2CHMeCl, b13 40°, d14 1.3040, n14D 1.5149; ClSCH2CHMeBr, b2 55°, d15 1.6885, n15D 1.5630; 2-chlorocyclohexylsulfenyl chloride, b5 104°, d24 1.2920, n24D 1.5455; (ClCH2CH2S)2, b5 115° d20 1.3396, n20D 1.5662; (BrCH2CH2S)2, m. 25-6°; (ICH2CH2S)2, m. 45-6°; (MeCHClCH2S)2, b2-3 121°, d15 1.2413, n15D 1.5430; (MeCHBrCH2S)2, b2 137° d16 1.6602, n16D 1.5852; (MeCHICH2S)2, undistillable, d17 1.9962, n17D 1.6520; bis(2-chlorocyclohexyl) disulfide, b2 177-9°, d28 1.2280, n28D 1.5826.
Zhurnal Obshchei Khimii 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, HPLC of Formula: 1002-41-1.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
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