Diethyl disulfide

Ethylmercaptan or mixture of ethyl-, propyl-, and butylmercaptans dimethyl disulfide Diethyl disulfide... 

No studies were located regarding interactions with other substances in humans or animals after exposure to diisopropyl methylphosphonate. However, the potential for multiple chemical interactions does exist. Diisopropyl methylphosphonate has been identified in the RMA in the presence of many other chemicals (such as endrin, dieldrin, dicyclopentadiene, bicycloheptdiene, diethyl benzene, and diethyl disulfide). The nervous system is a target of many of these compounds found at the RMA, including diisopropyl methylphosphonate. Therefore, there is potential for interaction, and studies examining multiple exposures would be useful in predicting risk to humans. Workers at the RMA reported skin irritation after dermal exposure to diisopropyl methylphosphonate at concentrations around 11.3 ppm in water. However, several other chemicals were also in the area (NIOSH 1981). Therefore, it is not clear if diisopropyl methylphosphonate contributed to the effects. 

In soft cheeses, such as Brie, Camembert, and Limburger, the following sulfur compounds were implicated 3-(methylthio)propanol, MT, DMS, DMDS, DMTS, dimethyl tetrasulfide, methyl ethyl disulfide, diethyl disulfide, 2,4-dithiapentane, 3-methylthio-2,4-dithiapentane, methional, 2,4,5-trithiahex-ane, 1,1-fe-methylmercaptodisulfide, methyl thioacetate (=methanethiol acetate), benzothiazole, methylthiobenzothiazole, methyl ethyl sulfonate, methyl methane thiosulfonate, thiophene 2-aldehyde, and H2S.34 Many of these were only present in small amounts Limburger cheese was notable for 13.2% of DMDS, 0.5% of methyl thioacetate, and 0.8% of DMTS. 

The lO-E-4 chalcogen(IV) species diphenylselenium(IV) dibromide (1, Fig. 1) and diphenyltellurium(IV) dibromide (2, Fig. 1) oxidize thiophenol to diphenyl disulfide in nearly quantitative yield as shown in equations (13) and (14). Tellurium(IV) dihalides 6-11 also oxidize thiophenol to diphenyl disulfide and benzene selenol to diphenyl diselenide. Similarly, the 12-Te-5 molecule dioxatellurapentalene 45 (Fig. 19) is a mild oxidant for ethylmercaptan, thiophenol, and benzene selenol giving diethyl disulfide, diphenyl disulfide, and diphenyl diselenide in essentially quantitative yield. As shown in equation (15), 1,1,5,5,9,9-hexachloro-1,5,9-tritelluracyclododecane oxidizes six molecules of thiophenol to diphenyl disulfide and 1,5,9-tritelluracyclododecane in 90% yield. In contrast, 12-Te-5 pertellurane 44 and 12-Se-5 perselenane 46 do not oxidize thiophenol to diphenyl disulfide. Instead, these molecules undergo a nucleophilic addition of thiophenol followed by cleavage of the tellurium-carbon or selenium-carbon bond. ... 

Diethyl disulfide, see Phorate Diethyl dithiophosphate, see Phorate Diethyl ethylthiosuccinate, see Malathion Diethylfonmmide, see Dimethylamine. Triethylamine Diethyl fumarate, see Malathion cis-Diethyl fumarate, see Malathion irans-Diethyl fumarate, see Malathion Diethylhydroxylamine, see Triethylamine 2, 6 -Diethyl-2-hydroxy-N-(methoxymethyl)acetanilide, see Alachlor... 

Tirey et al. (1993) evaluated the degradation of phorate at three different temperatures. When oxidized at temperatures of 200, 250, and 275 °C, the following reaction products were identified by GC/MS ethanol, ethanethiol, methyl mercaptan, 1,2,4-trithiolane, 1,1-thiobisethane, 1,1 -(methylenebis(thio))bisethane, 1,3,5-trithiane, 0,0-diethyl-5-pentenyl phosphorodithioic acid, ethylthioacetic acid, diethyl disulfide, 2,2 -dithiobisethanol, ethyl-(1-methylpropyl) disulfide, sulfur dioxide, carbon monoxide, carbon dioxide, sulfuric acid, and phosphine. 

Based on pseudo-first-order kinetics of phorate hydrolysis, the following half-lives were reported 52 h at pH 5.7, 61 h at pH 8.5, 62 h at pH 9.4, and 33 h at pH 10.25. The major hydrolysis product is ethanethiol which quickly oxidizes to diethyl disulfide. In addition, diethyl dithiophosphate and diethyl phosphorothioate are potential products of phorate hydrolysis (Hong and Pehkonen, 1998). 

Another method for e preparation of aryl w-dimethoxyethyl sulfides was described by Pandya and Tilak. The procedure consists in allowing aryl lithium derivatives to react with 2,2,2, 2 -tetramethoxy-diethyl disulfide. Subsequent cyclization of the sulfides by polyphos-phoric acid yields 2-35% of condensed thiophenes and thiopyrans. By this method, thienothiophene 1 was prepared from 2-thienyllithium [Eq. (12)] and the previously unknown dithieno[2,3-6 3, 2 -i/]thiophene (5) was obtained from thienyl-2,5-dilithium. The possibility of synthesizing a heterocyclic analog (25) of pentacene from dithieno[2,3-6 3 2 -[Pg.130]

There is also an expectation that thiols can be directly oxidized through to disulfides (RSSR in Fig. 4.4B) (Mestres et ah, 2000 Rauhut et ah, 1996), a mechanism also suggested for the case of 3MH (Murat et ah, 2003) where a protective effect from anthocyanins present in the wine was noted. In one study, the concentrations of both ethanethiol and the related oxidized form of diethyl disulfide in a red wine were found to decrease over a 60-day period, and at a greater rate under aeration (Majcenovic et ah, 2002). However, in a survey of wines over five vintages, the older wines were shovm to contain higher concentrations of diethyl disulfide, and lower concentrations of ethanethiol (Fedrizzi et ah, 2007). 

Bobet, R. A., Noble, A. C., and Boulton, R. B. (1990). Kinetics of the ethanethiol and diethyl disulfide interconversion in wine-like solutions. /. Agric. Food Chem. 38,449 52. 

Majcenovic, A. B., Schneider, R., Lepoutre, J.-P., Lempereur, V., and Baumes, R. (2002). Synthesis and stable isotope dilution assay of ethanethiol and diethyl disulfide in wine using solid phase microextraction. Effect of aging on their levels in wine. /. Agric. Food Ghem. 50, 6653-6658. 

Diethyl sulfide and diethyl disulfide are examples of sulfides found in crude oil. Sulfide compounds are low in concentration and in molecular weight. 

Cross-linking is a predominant process during irradiation of siloxane polymers. Chain scissions are negligible. ° ° The cross-link density increases linearly with a dose up to 160 Mrad (1,600 kGy). ° At 5.0 MGy (500 Mrad) the G(X) value is 0.5. Free radical scavengers, such as n-butyl and frrf-dode-cyl mercaptan and diethyl disulfide, are the most effective antirads. ° - ° At a concentration of 10%, two-thirds of the cross-links were prevented from forming however, the scission yield was also increased. 

The model reaction chosen, the metal-catalyzed oxidation of ethanethiol to diethyl disulfide by molecular oxygen, is of considerable academic (13, 21) and industrial (11) interest. The over-all reaction may be represented by the scheme... 

Further oxidation and hydrolysis of diethyl disulfide to sulfonic and sulfinic acids do not occur when the reaction proceeds in aqueous solvents (13,22). 

Under these circumstances, thiyl radicals should be produced which will either dimerize or react in some other way. Diethyl disulfide should, then, be only one of a range of products. 

Trithianes are rare but routes established for the 3-methyl derivative (226) could provide the basis of more general methods. These include the chlorination of diethyl disulfide and the reaction of the sulfenyl chloride (227) with 1,2-ethanedithiol (74MI22601). 1,2,4,5-Tetrathiane (228) has been prepared by the cyclization of two equivalents of the bis sulfenyl chloride CH2Y2 (229 Y = SCI) or the bis Bunte salt CH2Y2 (230 Y = SSQ3Na) using sodium... 

SYNTHESIS A solution of 13.0 g of 3-bromo-N-cyclohexyl-4,5-dimethoxy-benzylidenimine (see under MP for its preparation) in 125 mL anhydrous Et20 in a He atmosphere was cooled with an external dry ice acetone bath to -80 °C with good stirring. To this clear pale yellow solution there was added 32 mL 1.55 M butyllithium in hexane (about a 25% excess) which was stirred for 10 min producing a fine white precipitate. There was then added 7.0 g diethyl disulfide. The dry ice bath was removed and the reaction stirred as it came to room temperature. This was... 

SYNTHESIS A solution of 11.5 g 3-bromo-N-cyclohexyl-4,5-diethoxy-benzylidenimine (see under ASB for its preparation) in 150 mL anhydrous Et20 was placed in a He atmosphere, well stirred, and cooled in an external dry ice acetone bath to -80 °C. There was light formation of fine crystals. There was then added 25 mL of 1.6 N butyllithium in hexane and the mixture stirred for 15 min. This was followed by the addition of 5.8 g diethyl disulfide over the course of 20 min during which time the solution became increasingly cloudy with the eventual deposition of an insoluble gummy phase. The mixture was allowed to come to room temperature over the course of 1 h, and then added to 400 mL of dilute HC1. The organic phase was separated and stripped of solvent under vacuum. This residue was combined with the original aqueous phase, and the mixture was heated on the steam bath for... 

Methyl mercaptan Dimethyl sulfide Diethyl disulfide... 

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