Category: 1002-41-1

Balin, A. I. published the artcileAminodisulfides as additives to lubricating materials, Synthetic Route of 1002-41-1, the publication is Khimiya i Tekhnologiya Topliv i Masel (1980), 10-11, database is CAplus.

Refluxing (RCHClCH₂)₂S₂ (R is Ph [29184-39-2], octyl [74639-15-9], C_5-8 alkyl, or C_8-12 alkyl) with NH(CH₂CH₂OH)₂ [111-42-2] in H₂O or dioxane gave a series of [RCH[N(CH₂CH₂OH)₂]CH₂]₂S₂ derivatives which are used as antiwear additives in lubricating oils. The refluxing was carried out at 105-127° depending on solvent and reactants for 1-7 h. The yields were 76-90.5%. The products contained â‰?.2% Cl and were not corrosive.

Khimiya i Tekhnologiya Topliv i Masel 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, Synthetic Route of 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Epshtein, G. Yu. published the artcileHaloalkyl sulfides. V. Reaction of alkylene sulfides with alkanesulfenyl chlorides and alkyl polythiochlorides, COA of Formula: C4H8Cl2S2, the publication is Zhurnal Obshchei Khimii (1964), 34(7), 2347-9, database is CAplus.

cf. CA 61, 8178c. Addition of RSCl to the appropriate alkylene sulfide in CCl₄ with cooling gave on distillation the indicated disulfides. Ethylene sulfide (I) and ClCH₂CH₂SCl gave (SCH₂CH₂Cl)₂; propylene sulfide (II) gave ClCH₂CH₂SSCH₂CHMeCl; isobutylene sulfide gave ClCH₂CH₂SSCMe₂CH₂Cl (III); I and BrCH₂CH₂SCl gave ClCH₂CH₂SSCH₂CH₂Br, b₄ 129-30°, d₁₉ 1.5683, n¹⁹_D 1.5897; 3-chloro-1,2-propylene sulfide and ClCH₂CH₂SCl gave ClCH₂CH₂SSCH₂CHClCH₂Cl, b₅ 151°, d₂₀ 1.4122, n²⁰_D 1.5752; II and ClSCH₂CHMeBr gave MeCHClCH₂SSCH₂CHMeBr, b₂ 127°, d₁₇ 1.4687, n¹⁷_D 1.5665; II and CCl₃SCl gave CCl₃SSCH₂CHMeCl, b₂ 122°, d₁₈ 1.4726, n¹⁸_D 1.5616; II and MeCHClCH₂SSCl gave (CHMeClCH₂S)₂S, b_1.5 126°, d₁₅ 1.2542, n¹⁵_D 1.5492; I similarly gave ClCH₂CH₂SSSCH₂CHMeCl, b_2.5 125°, d₁₆ 1.3000, n¹⁶_D 1.5634; II and CHMeClCH₂SSSCl gave (MeCHClCH₂SS)₂, undistillable, d₁₇ 1.3560, n¹⁷_D 1.6120; I and CHMeBrCH₂SCl gave ClCH₂CH₂SSCH₂CHMeBr, b_2.5 124°, d₁₇ 1.5462, n¹⁷_D 1.5808; I and CCl₃SCl gave CCl₃SSCH₂CH₂Cl, b₄ 115°, d₁₆ 1.4962, n¹⁶_D 1.4962; II and CHMeClCH₂SCl gave (MeCHClCH₂S)₂, b_2.5 118-26°, d₁₅ 1.2405, n¹⁵_D 1.5408; CHMeClCH₂SCl with 3-chloro-1,2-propylene sulfide gave CHMeClCH₂SSCH₂CHClCH₂Cl, b₁ 128°, d₂₁ 1.3574, n²¹_D 1.5625; isobutylene sulfide gave CHMeClCH₂SSCMe₂CH₂Cl, b_1.5 110°, d₁₆ 1.2153, n¹⁶_D 1.5412. III b_1.5 106-8°, d₁₅ 1.2724, n¹⁵_D 1.5558.

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, COA of Formula: C4H8Cl2S2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

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, n¹⁴_D 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, n²⁰_D 1.5234; ClSCH₂CH₂Br, b₅ 60°, 1.7875, 1.5776; ClSCH₂CHMeCl, b₁₃ 40°, d₁₄ 1.3040, n¹⁴_D 1.5149; ClSCH₂CHMeBr, b₂ 55°, d₁₅ 1.6885, n¹⁵_D 1.5630; 2-chlorocyclohexylsulfenyl chloride, b₅ 104°, d₂₄ 1.2920, n²⁴_D 1.5455; (ClCH₂CH₂S)₂, b₅ 115° d₂₀ 1.3396, n²⁰_D 1.5662; (BrCH₂CH₂S)₂, m. 25-6°; (ICH₂CH₂S)₂, m. 45-6°; (MeCHClCH₂S)₂, b_2-3 121°, d₁₅ 1.2413, n¹⁵_D 1.5430; (MeCHBrCH₂S)₂, b₂ 137° d₁₆ 1.6602, n¹⁶_D 1.5852; (MeCHICH₂S)₂, undistillable, d₁₇ 1.9962, n¹⁷_D 1.6520; bis(2-chlorocyclohexyl) disulfide, b₂ 177-9°, d₂₈ 1.2280, n²⁸_D 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,
Chlorides – an overview | ScienceDirect Topics

Etlis, V. S. published the artcileChlorination of some alkene sulfides, Safety of 1,2-Bis(2-chloroethyl)disulfane, the publication is Zhurnal Obshchei Khimii (1965), 35(3), 475-9, database is CAplus.

Ethylene sulfide and dry Cl₂ in CCl₄ under ultraviolet light at -5-0° 45-50 min. gave only (ClCH₂CH₂S)₂, b_1.5 87-8°, n²⁰_D 1.5655, d₂₀ 1.3381. Propylene sulfide similarly gave (ClCH₂CHMeS)₂, b₅ 128-9°, 1.5402, 1.2563; thioepichlorohydrin in a similar reaction gave [(ClCH₂)₂CHS]₂, m. 69°. Ethylene sulfide treated under N atm. with 0.125 mole Me₃COCl under ultraviolet light at -15° to -10° gave a mixture of Me₃COSCH₂CH₂Cl, b_1.5 37-8°, 1.4698, 1.0560, (ClCH₂CH₂S)₂, and some Me₃CO₂SCH₂CH₂Cl, b₁ 58-60°, 1.4853, 1.1510. Similar reaction of propylene sulfide gave Me₃COSCHMeCH₂Cl, b₁ 34°, 1.4641, 1.0269, and some (ClCH₂CHMeS)₂.

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, Safety of 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Saleh, Azhari published the artcileThe acid-catalyzed hydrolysis of episulfoxides, Safety of 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1981), 132-9, database is CAplus.

The acid-catalyzed hydrolyses of the episulfoxides I (R = H, Me, Ph, CHMe₂, CMe₃, Et) in aqueous mineral acids were studied kinetically. I (R = H, Me, Ph) was hydrolyzed by concurrent A-2 and nucleophile-catalyzed pathways. Hydrolysis of I (R = CHMe₂, CMe₃) in H₂SO₄ occurred by an A-2 mechanism, but in concentrated HClO₄ their rate profiles passed through a maximum with a changeover from an A-2 to an A-1 mechanism. The protonation behavior of these 2 episulfoxides was studied, pK_BH⁺ values being determined

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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, Safety of 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Morgan, David L. published the artcileSulfonium Ion Adducts from Quasiliving Polyisobutylene and Mono- or Disulfides, Application In Synthesis of 1002-41-1, the publication is Macromolecules (Washington, DC, United States) (2009), 42(7), 2344-2352, database is CAplus.

Low-temperature-stable sulfonium ion adducts were generated by addition of mono- and disulfides to TiCl₄-catalyzed quasiliving polyisobutylene (PIB). The adducts were studied in situ via low temperature NMR in 50/50 (volume/volume) CS₂/CD₂Cl₂ using the initiator 2-chloro-2,4,4-trimethylpentane (TMPCl) and C₁₆ and C₂₀tert-chloride oligo-isobutylenes as models for the PIB chain end. At temperatures less than or equal to -60 °C, quant. 1:1 adducts were formed between the (di)sulfides and TMPCl or the oligo-isobutylenes. Adduct formation prevented further homopolymerization of isobutylene, but when a more reactive nucleophile such as an alc. or amine was added to the reaction, the adducts were destroyed. Both elimination and substitution products were obtained at the PIB chain end. With PIB-monosulfide adducts, elimination was the principle decomposition pathway, and near-quant. formation of exo-olefin PIB was achieved upon termination by a hindered tertiary amine, such as proton trap, 2,6-di-tert-butylpyridine. For PIB-disulfide adducts, decomposition was observed to occur principally through sulfur-sulfur cleavage, yielding useful thioether end groups, e.g., when terminated with triethylamine, the PIB-bis(2-bromoethyl) disulfide adduct yielded near-quant. primary bromide-terminated PIB.

Macromolecules (Washington, DC, United States) 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, Application In Synthesis of 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fruton, Joseph S. published the artcileChemical reactions of the nitrogen mustard gases. VI. The reactions of the nitrogen mustard gases with chemical compounds of biological interest, Name: 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Organic Chemistry (1946), 571-80, database is CAplus and MEDLINE.

As substances of biol. interest other than proteins may react with I, compounds essential to the economy of the living cell are allowed to react with I in competition with XXIII. The following substances are tested: l-proline (XXXIV), pyridine, nicotinic acid (XXXV), nicotinamide, pyridoxine, 2-thiopyridine, piperidine (XXXVI), adenosine (XXXVII), thiamine (XXXVIII), imidazole (XXXIX), hippuric acid (XL), AcOH, carbobenzoxy-l-glutamic acid (XLI), carbobenzoxy-l-aspartic acid (XLII), carbobenzoxy-dl-methionine, thiodiglycol (XLIII), XXII, VI, and XV. The reactivity of these compounds is measured by addition of the requisite amount of I.HCl to a solution containing NaHCO₃, XXIII, the competing compound, and the calculated amount of NaOH to produce the free I. The mixtures are shaken 15 min. at 25° and kept 20 hrs. at that temperature The results are given in a table. In the presence of XXXIV or XXXVII the reaction of I with XXIII is cut about 50%. Pyridine derivatives react very rapidly with I, probably with formation of quaternary pyridinium compounds; XXXVI competes with XXIII only to a slight extent. XXXVIII and XXXIX react readily with I. The reactivity of I with carboxylic acids seems to depend upon the structure of the acid. While AcOH has no effect, XLI and XLII compete with XXIII in the case of II but not in the case of XIV. The order of reactivity of I with carboxylic acids is XVII > II > XIV. XLIII reacts with II with formation of a sulfonium salt. XXII and VI react with I with formation of NR₄ salts. When II.HCl from 8 mM II in 10 cc. H₂O is kept with 34 mM VI for 20 hrs. at room temperature, the solution then concentrated in vacuo, and the residue crystallized from absolute EtOH, 84% (HOCH₂CH₂)₂N⁺MeCH₂CH₂NMeCH₂CH₂N⁺Me(CH₂CH₂OH)₂Cl^–₂, m. 93-5°, is obtained. II or XIV reacts with 1 mol. Na₂HPO₄ at 25° with consumption of 1 mol. I. The competitive effect of organic phosphates and of substances related to nucleic acid on the reaction of II with XXIII is also studied. A solution containing 0.133 mM II.HCl, 0.534 mM XXIII, 0.534 mM of competing substance, and 0.526 mM NaHCO₃ is kept for 20 hrs. at 25 °. While with XXIII alone 0.77 mM NH₂-N disappears per mM II, in the presence of a competing substance the decrease in the NH₂-N of XXIII is 0.41 for Na₂HPO₄, 0.46 for Na₄P₂O₇, 0.53 for Na glycerophosphate, 0.20 for Ba fructose 1-phosphate, 0.04 for Ba fructose 6-phosphate, 0.58 for glucose 3-phosphate, 0.20 for glucose 6-phosphate, 0.31 for Ba cytidine diphosphate, 0.31 for Ba adenosine phosphate, 0.79 for theophylline glucoside, and 0.74 for desoxyribose. The reaction of II with some of these compounds in competition with XXIII is also followed by determining the disappearance of III by means of the 10-min. X after 40, 120, and 240 min. reaction times, with results similar to those obtained above. Hexamethylenetetramine (XLIV) reacts very rapidly with II but is not as reactive as Na₂S₂O₃. XIV also reacts with XLIV, and in competitive experiments with Na₂S₂O₃ XIV reacts more readily with the latter. Va reacts with Na₂S₂O₃ 100% in 10 min. and since none of its reaction products consumes Na₂S₂O₃, the 10-min. X is a direct measure of the concentration of Va in solutions Using this fact, it is found that Va reacts rapidly with XXXIV, XXXV, XXXIX, XLIV, VI, and XLIII. II and XVII react with KI₃ with the formation of periodides; that of II, purple solid, m. 94-8° that of XVII m. 74-8°. When a 2% solution of 2.5 mM II is aged 3 hrs., KI₃ added, and the mixture allowed to stand 6 hrs., 4.48 mM iodine is consumed and 0.834 g. of a purple compound, m. 150-60°, is obtained. When the aging is extended to 6 hrs., 3.89 mM iodine is consumed and a purple compound, m. 120-30°, is formed. The use of KI₃ for the determination of I and their transformation products is studied by determining the maximum dilution of these compounds at which a precipitate with KI₃ is still obtained. The results of these experiments are given in a table.

Journal of Organic Chemistry 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, Name: 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Vilsmaier, Elmar published the artcileHaloalkyl thio ethers. II. Reaction of dichloroiodides with thio ethers, Synthetic Route of 1002-41-1, the publication is Justus Liebigs Annalen der Chemie (1971), 62-7, database is CAplus.

Reaction of alkyl thio ethers with 3-(dichloroiodo)pyridine (I) gave 69-72% (α-chloroalkyl) thio ethers. The mechanism of this reaction was investigated. Reaction of I with ethylene sulfide or thietane gave only (ClCH2CH2)2S2 and [Cl(CH2)3]2S2, resp.

Justus Liebigs Annalen der Chemie 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 C19H14Cl2, Synthetic Route of 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Allgeier, Alan M. published the artcileElectrochemically Controlling Ligand Binding Affinity for Transition Metals via RHLs: The Importance of Electrostatic Effects, HPLC of Formula: 1002-41-1, the publication is Journal of the American Chemical Society (1997), 119(3), 550-559, database is CAplus.

Redox-switchable hemilabile ligands (RHLs) were synthesized that incorporates ferrocene as the redox group and phosphine ether or phosphine thioether moieties as binding groups. These ligands, which complex to Rh(I) and Pd(II), yield electrochem. control over ligand binding affinity for transition metals in complexes of the following type: [M(η⁴-(η⁵-C₅H₄XCH₂CH₂PR₂)₂Fe)]^y+ (I: M = Rh, X = O, R = Ph (phenyl), y = 1; II: M = Rh, X = O, R = Cy (cyclohexyl), y = 1; III: M = Rh, X = S, R = Ph, y = 1; IV: M = Pd, X = O, R = Ph, y = 2; V: M = Pd, X = O, R = Cy, y = 2). In the case of V, ligand based oxidation decreases the ligand to metal binding constant by nearly ten orders of magnitude. An examination of the crystal structures of I, III, IV, and V and the electrochem. behavior of RHL-complexes and isoelectronic model complexes reveals that electrostatic effects play a significant role in the charge dependent behaviors of these complexes. Addnl., there is a correlation between the phosphine substituents and RHL-complex stability. As a general rule cyclohexyl groups stabilize the complexes in their oxidized states over Ph groups. RHLs provide a viable means of electrochem. controlling ligand binding affinity and thus the steric and electronic environment of bound transition metals.

Journal of the American Chemical Society 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,
Chlorides – an overview | ScienceDirect Topics

Gutch, Pranav K. published the artcileN,N-dichloro poly(styrene-co-divinyl benzene) sulfonamide polymeric beads: an efficient and recyclable decontaminating reagent for sulfur mustard, Synthetic Route of 1002-41-1, the publication is Journal of Polymer Materials (2011), 28(3), 431-442, database is CAplus.

An efficient and operationally simple method is developed for chem. decontamination of sulfur mustard. A new chlorine bearing reagent N,N-dichloropoly (styrene-co-divinyl benzene) sulfonamide was developed to deactivate the sulfur mustard in aqueous (acetonitrile: water) medium. This decontamination reaction was monitored by gas chromatog. and the products were analyzed by GC-MS. This reagent has advantage over earlier reported reagents in terms of effectiveness, stability, non toxicity, cost, ease of synthesis, recyclability (collected after filtration, rechlorinated and used for further reaction) and instantaneous decontamination of sulfur mustard at room temperature

Journal of Polymer Materials 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, Synthetic Route of 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics