Category: 1002-41-1

Williams, A. H. published the artcileNew organic sulfur vesicants. II. Analogues of 2,2′-dichlorodiethyl sulfide and 2,2′-di(2-chloroethylthio)diethyl ether, Related Products of chlorides-buliding-blocks, the publication is Journal of the Chemical Society (1948), 38-42, database is CAplus and MEDLINE.

MeCH.CH₂.O (680 g.), introduced at the rate of 0.7 cc./min., and H₂S (throughput 45 l./h.) at 60° give 948 g. of product which yields 488 g. 2-hydroxy-1-propanethiol, b₈ 44.5-5°, n¹⁸_D 1.4850, and 390 g. 2,2′-dihydroxydipropyl sulfide (I), b₄ 125°. ClCH₂CHMeOH (b. 126-8°) and Na₂S in EtOH, refluxed 10 min., give I. I (50 g.) in 200 cc. CHCl₃, treated dropwise with 62 cc. SOCl₂ and refluxed 30 min., gives bis(2-chloropropyl) sulfide, b₁₀ 105°, m. -40°. EtCHO (58 g.) in 300 cc. AcOEt at -5°, treated dropwise (3 h.) with 45 g. Br in 100 cc. AcOEt, and the mixture poured into 500 cc. absolute EtOH and kept 18 h. at room temperature, give CHMeBrCH(OEt)₂, b₁₃ 67°; reaction with HSC₂H₄OH in EtONa-EtOH (refluxing 25 h.) gives α-(2-hydroxyethylmercapto)propionaldehyde di-Et acetal, b_0.5 87°; hydrolysis of 40 g. with 200 cc. 3% HCl (24 h.) gives α-(2-hydroxyethylmercapto)propionaldehyde, an oil, reduction of which with (iso-PrO)₃Al gives 2-hydroxyethyl 2-hydroxyisopropyl sulfide, b₅ 136-7°; SOCl₂ yields 2-chloroethyl 2-chloroisopropyl sulfide, b₇ 88°, b₁₂ 105°, m. -24.5° (sulfilimine, m. 132°). S(CH₂CH₂SCH₂CH₂OH)₂ (II) (C.A. 16, 409) and SOCl₂ in CHCl₃ (refluxed 30 min.) give 2,2′-bis(2-chloroethylmercapto)diethyl sulfide (III), m. 73-5° (chloroplatinate, mustard color, m. 136°; piperidide picrate, m. 180° (decomposition)). The Cl atom of III is removed by AgNO₃ in boiling EtOH in 5 min. and by boiling H₂O in 45 min. The following ethers were prepared from III and the appropriate phenol in EtOH-EtONa: diphenoxy, m. 59°; di-2-naphthoxy, m. 122°; bis(sym-tribromophenoxy), m. 107°; dieugenoxy, m. 86°; bis(phenylmercapto), m. 92-4°. III and NaI in MeOH, refluxed 10 min., give the bis(2-iodoethyl) analog, m. 102-3°; bis(2-thiocyanatoethyl) analog, m. 52°; the bis(2-cyanoethyl) analog could not be prepared, the reaction yielding (NCCH₂CH₂)₂S and dithiane. II and PBr₃ in CHCl₃, refluxed 2 h., give the bis(2-bromoethyl) analog, b_3.5 158-63.5° [bis(1-naphthylurethane), m. 150-2°]. (ClCH₂CH₂)₂S₂ b₅ 132-4° [bis(sym-tribromophenoxy) analog, m. 76°; dieugenoxy analog, m. 97°]. III in AcOH, treated with 6 mols. 30% H₂O₂ (1 h.) gives 2,2′-bis(2-chloroethylsulfonyl)diethyl sulfone, m. 174.5°; 2,2′-bis(2-hydroxyethylmercapto)diethyl sulfoxide, m. 57°; the sulfone m. 85-6°; the disulfide m. 79-81°; 2,2′-bis(2-chloroethylmercapto)diethyl sulfoxide, m. 63°; the sulfone m. 107-9°; 2,2′-bis(2-hydroxypropylmercapto)diethyl sulfide, m. 59°; di-2-Cl analog, m. 43.5°; 2,3-bis(2-hydroxyethylmercapto)-1,4-dioxane, oily [bis(1-naphthylurethane), m. 152°]; 2,3-bis(2-chloroethylmercapto)-1,4,-dioxane, b₁₅ 138-41°. 2-Hydroxyethyl 2-hydroxypropyl sulfide, b₈ 154°; 2-chloroethyl 2-chloropropyl sulfide, b₄ 88°, m. -23°. 2,2′-Bis(2-hydroxypropylmercapto)diethyl ether, b₅ 217-18°; di-2-Cl analog, b_0.02 95-8°. 2,2′-Bis(2-hydroxyethymercapto)dipropyl sulfide, b_1.5 240°; di-2-Cl analog. 2,2′-Bis(2-hydroxypropylmercapto)dipropyl sulfide, b_0.5 210°; di-2-Cl analog, b_0.02 108-9° (slight decomposition). If mustard gas is assigned an empirical vesicant power of 100, these compounds show values of 10 to 50.

Journal of the 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 C5H2ClF3N2, Related Products of chlorides-buliding-blocks.

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

Mazurek, Mariusz published the artcileGC-MS identification of sulfur mustard transformation products in a mustard block retrieved from the Baltic Sea, Safety of 1,2-Bis(2-chloroethyl)disulfane, the publication is Biuletyn Wojskowej Akademii Technicznej (2000), 49(8), 89-100, database is CAplus.

The mustard block retrieved from the Baltic Sea has been analyzed using gas chromatog. coupled with mass spectrometry. The mass spectra of the examined samples were determined using electron ionization. In the mustard block have been detected about 36 compounds and 20 of which were identified. Among the identified compounds no thiodiglycols has been detected, which is the main product of sulfur mustard hydrolysis.

Biuletyn Wojskowej Akademii Technicznej 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

Mazurek, M. published the artcileCapillary gas chromatography-atomic emission spectroscopy-mass spectrometry analysis of sulfur mustard and transformation products in a block recovered from the Baltic Sea, Application of 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Chromatography A (2001), 919(1), 133-145, database is CAplus and MEDLINE.

A block of yperite recovered from the Baltic Sea was analyzed by gas chromatog. coupled with at. emission spectrometry and mass spectrometry. In the samples of the block �0 compounds were detected, out of which 30 were identified. The identification of the compounds was performed using the element chromatograms of the studied compounds, and the data obtained by mass spectrometric detection. Thiodiglycol was not found among the compounds in the studied block. The calculations of the contents of S mustard and some products in the block were performed by an external calibration method using bis(2-chloroethyl) sulfide as the standard A satisfactory precision of elements determinations was obtained (RSD 4.4-14.3%).

Journal of Chromatography A 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 of 1,2-Bis(2-chloroethyl)disulfane.

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

Gao, Sai-nan published the artcileExperimental study on activated carbon adsorption for treating effluents from oil-field wastewater treatment facilities, Recommanded Product: 1,2-Bis(2-chloroethyl)disulfane, the publication is Huanjing Kexue Yu Jishu (2010), 33(12), 56-61, 65, database is CAplus.

An on-site pilot experiment was conducted, which involved application of granular activated carbon (GAC) adsorption to advanced treatment of the effluent from an oil-field wastewater treatment facility equipped with separation-coagulation-filtration plus biol. hydrolytic acidification-oxidation process. The experiment included both static adsorption using a shaker and dynamic adsorption operated in a plexiglass column. Based on the continuous run, this paper put forward the adsorption design data for engineering application. Besides, GC-MS was used to verify the removals by adsorption of halo-hydrocarbons, heterocyclic compounds and carboxylic acid derivatives It was also found that major compounds in the treated effluent were large mol. organic acids, which were identified as non-polar hydrophobic organic compounds through the anal. of organic conceptual diagram.

Huanjing Kexue Yu Jishu 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, Recommanded Product: 1,2-Bis(2-chloroethyl)disulfane.

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

Cragin, David W. published the artcileThe synthesis of 2-¹⁴C-N-nitrosothiazolidine, Computed Properties of 1002-41-1, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (1989), 27(7), 777-81, database is CAplus.

Title compound I, labeled with ¹⁴C in the 2-position, was prepared in 30.7% yield by cyclocondensation of NH₂CH₂CH₂SH with ¹⁴C-labeled CH₂O in H₂O at pH = 8, followed by nitrosylation of the thiazolidine with NaNO₂ at pH = 4.5 adjusted with H₂SO₄. Adjustment of the pH in the latter step with HCl forms many disulfide byproducts.

Journal of Labelled Compounds and Radiopharmaceuticals 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, Computed Properties of 1002-41-1.

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

Su, Helen C. F. published the artcileSynthesis of possible cancer chemotherapeutic compounds based on enzyme approach. III. 1,2,3-Oxadithiolane 2-oxide, Product Details of C4H8Cl2S2, the publication is Journal of Organic Chemistry (1961), 4993-5, database is CAplus.

1,2,3-Oxadithiolane 2-oxide (I) was prepared from mercaptoethanol (II) and SOCl₂ in CHCl₃. The 5-Me derivative (III) was prepared by this method. Attempted preparation of the 5-Ph derivative under the same conditions led only to 2,5-diphenyl-p-dithiane (IV). Treatment of I with K₂CO₃ gave CO₂, SO₂, and ethylene sulfide. Bromination of I with Br yielded bis(2-bromoethyl) disulfide (V) and with N-bromosuccinimide, yielded N-(2-bromoethylthio)succinimide (VI). II (156 g.) in 150 ml. CHCl₃ and 262 g. SOCl₂ added dropwise into 200 ml. CHCl₃ at room temperature and stirred 5 hrs. gave 176 g. I, b₃ 77-9°, n²⁰_D 1.5771, 22.3% 2-chloro-2′-mercaptodiethyl sulfide, b₄ 91-4°, n²⁰_D 1.5653, 1.5% p-dithiane, flakes, m. 111-12°, and a residual paste which, treated with hot concentrated H₂SO₄-HNO₃, gave a gray sponge. Isopropenyl acetate (20 g.) treated dropwise with 16.7 g. thiolacetic acid and the mixture heated 2 hrs. gave 74% 1-acetoxythioisopropyl acetate (VII), b_0.65-0.70 56.5-8.0°, n³³_D 1.4635. VII refluxed with 1% MeOH-HCl for 7 hrs. and evaporated gave 2-hydroxypropyl mercaptan, b_46-7 75-9°, n³⁰_D 1.4818. III, prepared in 3 hrs. at 28-30° by the same method used for I, b_1.7-2.1 72-85°, m. 39-9.5°; distillation of the residue gave a dark liquid, b_1.6-2.1 82-120°. Attempted redistillation of this product led to severe decomposition Styrene oxide (36 g.) added in 5 hrs. to 30 g. Ba(OH)₂ in 75% alc. saturated with H₂S below 30°, H₂S passed in for 1 hr. longer and the mixture saturated with CO₂ and extracted gave 76.8% 1-phenyl-2-mercaptoethanol (VIII), b_3.7-4.1 124.5-7.0°, n²⁷_D 1.5803. VIII (31.5 g.) and 35.7 g. SOCl₂ added simultaneously to CHCl₃ at 25-30°, stirred 5 hrs., evaporated, and the liquid treated with C in CHCl₃, concentrated, and triturated with Et₂O gave IV, flakes, m. 212-14°. The solvent filtrate further concentrated gave rhombic crystals of S, m. 113-15°. Equimolar amounts of I and K₂CO₃ heated to the point where gas was evolved gave almost quant. yields of CO₂ and SO₂ and 2.3 ml. ethylene sulfide, b. 55-6°, n²⁰_D 1.4821. I (12.4 g.) was added dropwise to a preheated flask at 270°/130-5 mm. and the products distilled to give S and unchanged I, H₂O and a rubbery substance, and a mixture of SO₂, H₂O, and more rubbery product. I (12.4 g.) in 100 ml. CCl₄ treated at -5° with 16 g. Br in 20 ml. CCl₄, and the mixture stirred 5 hrs. at room temperature and distilled gave 4.5 g. V, b_0.5-.055 103-6°, n¹⁹_D 1.6190. N-Bromosuccinimide (17.8 g.) added portionwise to 12.4 g. I in 100 ml. CCl₄ at 15-20° and the mixture heated 6 hrs. at 25-30° gave 8 g. VI, m. 89-90.5°. The liquid was evaporated to give a small amount of V. I (28.3 g.) containing 0.1 g. Bz₂O₂ treated at -5° with Cl, stirred 3 hrs. at 0°, then overnight at room temperature, and distilled gave 63% V. I (12.4 g.) and 13.4 g. N-chlorosuccinimide refluxed 8 hrs. in 100 ml. CCl₄ gave succinimide. The CCl₄ solution afforded some I and 1.5 g. bis(2-chloroethyl) disulfide, b_0.8 80-7°, n²⁰_D 1.5634. III treated with Br in CCl₄ as above gave bis(g-bromopropyl) disulfide, b_0.8 113-14°, n²²_D 1.5805. Infrared spectra were given for the above compounds

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 C8H5F3O2S, Product Details of C4H8Cl2S2.

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

Veeresham, A. published the artcileGas chromatography/mass spectrometry analysis of reaction products of sulfur mustards with phenol, Application of 1,2-Bis(2-chloroethyl)disulfane, the publication is European Journal of Mass Spectrometry (2020), 26(3), 213-224, database is CAplus and MEDLINE.

Screening of chems. related to chem. weapons convention including their all possible degrdation and reaction products in environmental samples is important in the organization for prohibition of chem. weapons verification process. Sulfur mustards, commonly known as blistering agents, are included in schedule 1 chems. of chem. weapons convention. Because of the presence of chlorine atoms in sulfur mustards, they are highly reactive and prone to react with other organic mols. such as phenols to produce corresponding reaction products. In this study, the reaction products of the sulfur mustards with phenol (compounds 1-7) were studied by gas chromatog./mass spectrometry under electron ionization and chem. ionization conditions. The EI spectra of 1-7 displayed mol. ion and characteristic fragments that provided structure information. The methane or isobutane CI spectra showed M^+., [M + H]⁺, and [M – H]⁺ ions including reagent specific adduct ions. The CI spectra also showed other adduct ions formed by association of analyte mols. with its most abundant fragment ion. The gas chromatog./retention index values were also calculated, which support unambiguous identification of targeted mols. in suspected environmental samples. The method was demonstrated for detection of the targeted mols. spiked in soil samples.

European Journal of Mass Spectrometry 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 C7H7IN2O, Application of 1,2-Bis(2-chloroethyl)disulfane.

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

Creber, K. A. M. published the artcileAn investigation into the use of ionizing radiation for the destruction of sulphur mustard, Safety of 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Radioanalytical and Nuclear Chemistry (2009), 282(2), 597-600, database is CAplus.

Chem. warfare agents have been stockpiled for almost a decade and their destruction has become an environmental issue that will continue to require attention for many years. There are hundreds of thousands of tons yet to be destroyed, and the current chem. or incineration techniques are not without problems. While many researchers are seeking better chem. techniques, we decided to try ionizing radiation to destroy sulfur mustard with the goal of producing non-toxic products. We irradiated a variety of sulfur mustard samples by both a mixed field source (β, γ and neutrons) and a pure gamma source. The mixed field irradiation of wet sulfur mustard for long irradiation times was the most successful at destroying the chem. agent.

Journal of Radioanalytical and Nuclear 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, Safety of 1,2-Bis(2-chloroethyl)disulfane.

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

Prasad, G. K. published the artcileSun light assisted photocatalytic decontamination of sulfur mustard using ZnO nanoparticles, Application of 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Molecular Catalysis A: Chemical (2011), 349(1-2), 55-62, database is CAplus.

Sunlight-assisted photocatalytic decontamination of sulfur mustard (HD) was studied using ZnO nanoparticles and the data were compared with those carried out in the presence of UVA and visible light radiation. In the presence of sunlight, 100% of HD was decomposed in 12 h. Whereas, in the presence of UVA light 90%, and in visible light 80% of HD was decomposed in 12 h. GC-MS data indicated the formation of thiodiglycol, hemisulfur mustard, divinyl sulfide, 2-chloro Et vinyl sulfide, etc., on the surface of ZnO nanoparticles in the case of dark and visible light irradiation experiments However, in sunlight and UVA light irradiation experiments, GC-MS data indicated the formation of HD sulfoxide, HD sulfone, 1,3-dithiane, 2-chloro ethanol, acetaldehyde, CO₂, etc. along with hydrolysis and elimination products. Under the illumination of visible light and in dark hydrolysis, elimination and surface complexation reactions contributed to decontamination of HD. Whereas, in the presence of sunlight and UVA light, photocatalytic reactions like C-S bond cleavage, oxidation of C, S atoms were observed to have contributed to decontamination of HD in addition to hydrolysis and elimination reactions.

Journal of Molecular Catalysis A: Chemical 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 of 1,2-Bis(2-chloroethyl)disulfane.

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

Savel’eva, E. I. published the artcileStudy of the composition of gas emissions from bitumen-salt materials including mustard gas degradation products, Product Details of C4H8Cl2S2, the publication is Zhurnal Prikladnoi Khimii (Sankt-Peterburg) (1999), 72(9), 1501-1506, database is CAplus.

The method of steady-state vapor-phase anal. was used to investigate the composition of th gas emissions from the bitumen-salt materials, including products OK decontamination of mustard gas with mixture of monoethanolamine and ethylene glycol. Gas chromatog.-mass spectrometry were for analyzing the components. Homologous series of alkyldithianes and ethanolthiomopholines were noted in the gas emissions of the detoxication products of mustard gas with ethanolamine. All these compounds with the exception of 1,4-dithiane were characteristic of destruction of mustard gas. At the same time. 1.4-dithiane, the most stable product of transformation of mustard gas, may serve as an unusual indicator for ascertaining illegal use of the mustard gas.

Zhurnal Prikladnoi Khimii (Sankt-Peterburg) 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, Product Details of C4H8Cl2S2.

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