2- ethyl sulfides

Salts are formed as with oxygen-containing compounds. For example, C2H5 — S—Na is named either sodium ethanethiolate or sodium ethyl sulfide. If mercapto- has been used as a prefix, the salt is named by use of the prefix sulfido- for —S . 

Electrophilic attack on the sulfur atom of thiiranes by alkyl halides does not give thiiranium salts but rather products derived from attack of the halide ion on the intermediate cyclic salt (B-81MI50602). Treatment of a s-2,3-dimethylthiirane with methyl iodide yields cis-2-butene by two possible mechanisms (Scheme 31). A stereoselective isomerization of alkenes is accomplished by conversion to a thiirane of opposite stereochemistry followed by desulfurization by methyl iodide (75TL2709). Treatment of thiiranes with alkyl chlorides and bromides gives 2-chloro- or 2-bromo-ethyl sulfides (Scheme 32). Intramolecular alkylation of the sulfur atom of a thiirane may occur if the geometry is favorable the intermediate sulfonium ions are unstable to nucleophilic attack and rearrangement may occur (Scheme 33). 

Carhon tetrachloride Tetrachloroniethane 193 CC14 Methyl ethyl sulfide 2-Thiabutane 188 CiHgS... 

Diethyl sulfide Ethyl sulfide 189 C4Hi S n-Octane 8 CaHi8... 

Methyl ethyl sulfide CiHgS 624895 76.163 1.6124E-I-05 -2.8861E-I-02... 

In addition to standard catalytic hydrogenolysis, methods for transfer hydrogenolysis using hydrogen donors such as ammonium formate or formic acid with Pd-C catalyst are available.216 The Cbz group also can be removed by a combination of a Lewis acid and a nucleophile for example, boron trifluoride in conjunction with dimethyl sulfide or ethyl sulfide.217... 

Ethyl benzene Ethyl bromide 2-Ethyl butyl acrylate Ethyl chloride Ethyl ether Ethyl formate 2-Ethyl hexyl acrylate Ethyl iodide Ethyl propionate Ethyl propyl ether Ethyl sulfide Ethylene bromide Ethylene chloride Ethylene glycol Ethylidebe chloride Fluorobenzene Formic acid Freon-11 Freon-12 Freon-21 Freon-22 Freon-113 Glycerol, 100%... 

Examples of the behavior of other substituted vinyl substrates upon exposure to the action of trifluoroacetic acid and triethylsilane are known. For example, -butyl vinyl ether, when reacted at 50° for 10 hours, gives -butyl ethyl ether in 80% yield (Eq. 65).234 In contrast, -butyl vinyl thioether gives only a 5% yield of n-butyl ethyl sulfide product after 2 hours and 15% after 20 horns of reaction.234 It is suggested that this low reactvity is the result of the formation of a very stable sulfur-bridged carbocation intermediate that resists attack by the organosilicon hydride (Eq. 66). 

Another example of asymmetric induction in the transfer of chirality from tricoordinate sulfur to the nitrogen atom was reported by Kobayashi (157), who found that methylation of benzylethylani-line with (+)-methoxymethyl-p-tolylsulfonium salt 113 yields (-)-benzylethylmethylphenylammoniumtetrafluoroborate 268. A similar asymmetric methylation reaction was observed with benzyl ethyl sulfide. Chiral ammonium 268 and sulfonium salts 112 were formed... 

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