Sulfane oxide

The possible roles in sulfur (and sulfide or sulfane-) oxidation of a sulfur dioxygenase or of electron-transport-linked hydration/dehydrogenation are outlined above, but the fate of the sulfite product may be more complex than previously considered. Vishniac and Santer (1957) showed that S-labeled sulfide was rapidly oxidized first to thiosulfate (and polythionates) and then to sulfate by T. thioparus. This observation was incorporated into the original Peck scheme (Eqs. 15.13-15.17) by Peck and Fisher (1962), who realized that the complete oxidation of thiosulfate (after reductive scission to sulfite and sulfide Eq. 15.3) could be explained if there was recycling of sulfide to produce thiosulfate ... 

Sulfane oxides are compounds of type R2S Om ( > 1, m = 1, 2, 3...) with the oxygen atoms present as sulfoxide or sulfone groups. For the nomenclature of organic sulfur-oxygen compounds see Table 2 for reviews on oxidized sulfur chains and rings, see Steudel. Disulfane 1-oxides, RS(0)-SR, are also known as thiosulfinates and the 1,1-dioxides are usually termed as thiosulfonates. Trisulfane 1-oxides and 1,3-dioxides, as well as tetrasulfane 1-oxides and 1,4-dioxides, have been obtained by stepwise oxidation of the corresponding sulfanes by peroxy acids (equations 151 153) 67,101,123,127,262 26s... 

With bulky substituents, the oxidation of the central sulfur atom has been observed. Dimethyldioxirane and ozone (at -78 °C) may also be used to prepare such sulfane oxides. 

The reduction of sulfane oxides, R-S(0)-S-S-R, by thiols R SH results in unsymmetrical di- and trisulfanes. ... 

Liquid sulfur trioxide may be purchased in stabilized form as Sulfan B," m.p. 17°, b.p. about 45°. Caution must be exercised in handling sulfur trioxide. The liquid is highly corrosive to the skin and the vapor may cause injury if inhaled. The powerful oxidizing and dehydrating effects of sulfur trioxide should not... 

Natriumboranat/Kobalt(II)-chlorid (s.S. 115) reduziert aliphatische undaroma-tische Sulfoxide in Athanol mit guten Ausbeuten zu den entsprechenden Sulfanen. Mit dieser Methode erhalt man7 z.B. Dibutyl-sulfan (98% d.Th.), Diphenyl-sulfan (95% d. Th.) oder Thiuxanthen (100H/o d. Th.). Dibenzyl-sulfoxid und Tetrahydro-thiophen-1-oxid werden praktisch nicht angegriffen. 

The homocyclic sulfur oxide SsO was prepared by condensation of thionylchloride with crude sulfane oil at -40 °C applying the dilution principle. It is believed that the product results from the heptasulfane content of the sulfane oil [88] ... 

Although these equations held true for some strains of bacteria under some growth conditions, they did not help explain the commonly observed quantitative conversion of both sulfur atoms of thiosulfate to sulfate, rather than the liberation of the sulfane-sulfur mainly as elemental sulfur. During the 1960s, cyclic reactions of polythionates and other polysulfur compounds continued to be postulated as mechanisms for thiosulfate and polythionate metabolism (Trudinger 1967), but none of these was supported at the time by strong biochemical evidence. The time was opportune for a new approach to the problem of thiosulfate oxidation in thiobacilli. 

Oxidation of the Sulfane-Sulfur of Thiosulfate and the Resynthesis of the Sulfonate Group of Thiosulfate from Sulfane-Sulfur by Thiobacilli... 

The implication of Equation 15.13, not explored by Peck and colleagues, was that thiosulfate molecules arising in this way would derive both the sulfane- and sulfonate-sulfur atoms from the sulfane-atom of the initial thiosulfate. This resynthesis from the sulfane atom was proved by showing that when H. neapolitanus oxidized sulfane-labeled thiosulfate ),... 

Kelly and Wood 1994). Only thiosulfate labeled in both atoms was present toward the end of the oxidation process and was derived exclusively from the suhane-sulfur of the initial thiosulfate supplied (Kelly and Syrett 1966b Kelly and Wood 1994). No label from sulfonate-labeled thiosulfate (-32S-35S03 ) appeared in the sulfane-group of thiosulfate in such experiments, and no S-label was found in the chemically detectable thiosulfate present in the hnal stages of oxidation (Kelly and Syrett 1966b). 

Mit Natriumsulfid erhalt man aus 5-Nitro-benzofurazan-l-oxid Bis-[l-oxo-benzofurazan-6-yl -sulfan (74% X = S) analog wird Bis-[l-oxo-benzofurazan-6-yl]-ether (62% X - O) gebildet (Natriumcarbonat, Phasentransfer-Katalyse)231. 

The hydrolysis of a series of spiro-/4-sulfanes such as (330)-(332) leads to sulfoxides in dioxane-water solutions. A mechanism involving slow nucleophilic attack of water on the positively polarized sulfur atom and simultaneous 0—H and S—N bond cleavage is proposed.298 The photo-oxidation of the sulfenamides (333 R = Me, Et, Ph, Bn, etc.) has been reported.299... 

Polymerization, oxidation, sulfanation catalyst, bleaching, and deodorizing. 

More recently, microemulsions have been developed for the oxidative/hydrolytic destruction of sulfanes sulfoxides) and phosphoric acid derivatives using sodium hypochlorite and cetyl-trimethylammonium chloride (CTAC). The compounds studied serve as model compounds for chemical warfare agents such as mustard gas [bis(2-chloroethyl)sulfane] and sarin (GB i-propyl-methylphosphonofluoridate). Big stocks of these must now be destroyed after implementation of the Chemical Weapons Convention (CWC), which came into force in April 1997 [865],... 

Qualitative methods for the identification are given in Table 15. Quantitative methods are well documented. Sulfur compounds are readily studied by vibrational spectroscopy, both IR and Raman. The oxides and oxyanions have characteristic spectra in the IR while the sulfanes and cyc/o-sulfur compounds give strong Raman spectra as a result of their high polarizability. The only potentially useful NMR nucleus is S, which is quadrupolar and low in abundance (Table 2). In general, measurements of NMR... 

Gmelin Handbook of Inorganic Chemistry , Springer, Berlin, includes the following Sulfur A1 (History, 1942) A2 (Occurrence, Technology, 1953) A3 (The Element, 1953) B1 (Hydrides and Oxides, 1953) B2 (Sulfur-Oxygen Acids, 1960) B3 (Compounds, 1963) Sulfur Suppl. Vol. 1 (Thionyl Halides, 1978) Sulfur Suppl. Vol. 2 (Sulfur Halides, 1978) Sulfur Suppl. Vol. 3 (Sulfur Oxides, 1980) Sulfur Suppl. Vol. 4a/b (Sulfanes, 1983) as well as several volmnes on S-N chemistry. 

Since the chemistry of organic polysulfanes is closely related to their oxidized derivatives, Table 2 presents the well-characterized species with up to three sulfur atoms in the chain. The systematic nomenclature based on the lUPAC recommended name sulfanes is also given in Table 2. In addition, conventional names for some of these compounds are shown in brackets. 

Triphenylphosphane is an oxophilic compound that reduces sulfoxides (R2SO), disulfane oxides (RS(O)SR), disulfane dioxides (sulfones) (RSO2SR), and trisulfane tetroxides to the corresponding sulfanes. From the products prepared by equations (62) or (63), symmetrical or unsymmetrical aryl- or alkyltrisulfanes can be obtained in high yields (refluxing in ether or benzene) (equation 64). ... 

Sulfan Bis-[acetylamino]- Xl/2, 747 1-Thiooxalsaure -l-amid-2-dimethyi-amid-S-oxid Ell, 927 (C = S->C = SO)... 

SYNS SULFAN SULFURIC ANHYDRIDE SULFURIC OXIDE SULFUR TRIOXIDE, inhibited (UN 1829) (DOT) SULFUR TRIOXIDE, uninhibited (NA 1829) (DOT)... 

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