Über das Schwefelmonoxyd‐diäthylacetal, S(OC ₂ H ₅ ) ₂ (Sulfoxylsäure ‐diäthylester)

Abstract

Sie wird jedoch zerstort bei der Verseifung mit methylalkohol. Kali Eine 1-n Losung mischt sich zunachst mit Diathylthiosulfit, das dann rasch, schon in der Kalte, in Schwefel und Kaliumthiosulfat iibergefiihrt wird:Von den beiden Korpern zerflillt der erste augenblicklich in Schwefel und Alkoholat, der zweite, ein Halb-ester der Sulfoxylsiiure, S(OH), wird langsamer zu Thiosulfat (siehe spater) verseift.Auch.beim E r h i t z e n u n t e r gewohnlichem D r u c k erleiden die EsterDie M e t h y l v e r b i n d u n g bleibt no& bia etwa 70° beatiindig. mehrstiindiges Erwarmen a d 100, bewirkt bereits Gelbfiirbung und eine Abnahme des Methoxylgehaltes nm l--??L. 0.1529 g Sbst. verbraucht. 7.96 und 8.00 ccm n/,o-J2 K,S,O, Rer. 8.05. Gef 7 98 ccm n',o-Jl

Nucleophilic substitution on dialkoxy disulfides. Reactions with mercaptans or amines

“…Secondary amines were less reactive than mercaptans and their reaction with 1 required refluxing in CCL for 4-8 h. Alkoxyamino disulfides (5) (Scheme I) were obtained in 19-74%…”

“…2PhCH2NH2 + 3 EtOSSOEt la -<-PhC=NS4N=CPh + 6EtOH + 2S (5) Diethoxy disulfide (la) did not react with benzamide, but it did so with thiobenzamide to give benzonitrile, sulfur, and ethanol (eq 10). The reaction probably proceeded again via thiobenzoyl-W-thiosulfinylamine followed by elimination of sulfur (eq 11).…”

“…Alkoxyamino Disulfides (5). A solution of 9.42 g (0.06 mol) of la and 4.38 g (0.06 mol) of diethylamine in 75 mL of CCI4 was refluxed for 4 h. The solvent and EtOH were removed by evaporation, and the residue was distilled to give 8.04 g of ethoxydiethylamino disulfide (5a), bp 58 °C (2.1 mm).…”

Organic Sulfites.

“…Diethyl sulfite can be prepared from ethylene, water, and sulfur dioxide with silver sulfate as catalyst (181). Meuwsen (158,159,160) obtained this compound by oxidating diethyl sulfoxylate.…”

Photolysis of Dialkoxy Disulfides: A Convenient Source of Alkoxy Radicals for Addition to the Sphere of Fullerene C60

“…These products were identified by comparing their mass spectra with those of two authentic samples. Whereas in this comparison isolated EtOS(O)OEt was employed, the diethyl sulfoxylate EtOSOEt was obtained in situ by reacting EtOSSOEt with EtONa, according to the literature . The GC−MS of the products of the latter reaction showed how the fragmentation pattern of EtOSOEt (M + = 122) was identical (as was the corresponding retention time) to that of the compound (also having M + = 122) we had observed in the photolysis of EtOSSOEt.…”