- New preparative procedure for the synthesis of chloroalkyl sulfides
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Reaction of thiols with dihaloalkanes in the system hydrazine hydrate-base leads to alkyl(chloroalkyl) sulfides with different positions of the chlorine atom with respect to sulfur. The developed one-step procedure for the synthesis of such unsymmetrical sulfides is most suitable for arenethiols and alkanethiols having a long polymethylene chain. The reaction mechanism is discussed.
- Russavskaya,Korchevin,Alekminskaya,Sukhomazova,Levanova,Deryagina
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p. 1445 - 1448
(2007/10/03)
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- THE CHARACTERIZATION OF SULFONIUM CHLORIDES BY GAS CHROMATOGRAPHY/MASS SPCTROMETRY AND THE DEGRADATION OF 2-CHLOROETHYL SULFIDE DERIVATIVES
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Three aqueous samples containing sulfonium chloride salts of both mustard gas (2,2'-dichlorodiethylsulfide) and its simulant 2-chloroethyl ethyl sulfide have been characterized by gas chromatography/mass spectrometry (GC/MS).Theese salts decompose thermallly to the sorresponding 2-chloroethyl and 2-hydroxyethyl sulfides, therefore GC/MS analysis is not indicative of the true composition of these solutions.Small amounts of dithioethers characteristic of the decomposition of the dimeric salts were also detected.Electron Impact (EI) ionization produces a more intense molecular ion than methane chemical ionization (CI) for the dithioethers because of the ease of formation of sulfonium ions during chemical ionization.The composition products of four aged samples of 2-chloroethyl sulfides (RSCH2CH2Cl where R=methyl, ethyl, phenyl and benzyl groups) were also characterized by GC/MS, which indicated that decomposition of these compounds may proceed via dimeric sulfonium ions.Mustard gas was detected in all but one of the samples, providing evidence for secondary sulfonium cation formation in the degradation prcess.Keywords: Sulfonium chlorides; 2-chloroethyl sulfides; degradation; dimeric sulfonium cations; GC/MS characterization.
- Rourhbaugh, Dennis K.,Yang, Yu-Chu,Ward, J. Richard
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- A POLYMERIC ANALOG OF DIMETHYL SULFOXIDE: SYNTHESIS OF CROSSLINKED POLYMERS WITH BOUND SULFOXIDE GROUPS
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By using a sequence of functionalization reactions, a series of crosslinked polymers with pendant sulfoxide units of the P-(CH2SOCH2)nR type with n=1,2,3 and R= H, CH3, where P is poly(styrene-co-divinylbenzene) (content of the crosslinking component 1percent, 2percent) were prepared.The high reactivity of the crosslinked polymeric thiol P-CH2SH in alkylation reactions was used in the preparation.Conditions for the selective oxidation of polymeric sulfides to sulfoxides were checked.
- Janout, Vaclav,Hrudkova, Hana,Cefelin, Pavel
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p. 1563 - 1568
(2007/10/02)
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