Benzyl methyl sulphide

Formation of optically active sulphoxides was found to occur during oxidation of sulphides in the presence of chiral catalysts. Thus, the oxidation of benzyl methyl sulphide... 

The one-electron reduction potentials of the radical cations of thioanisole, benzyl methyl sulphide, and 2-hydroxyethyl benzyl sulfide in water and several organic solvents were investigated by cyclic voltammetry. For comparison, the one-electron oxidations in water were also measured using pulse radiolysis. ° The two methods are complementary and the reversible potentials determined by pulse radiolysis are fairly close to the peak potentials determined by cyclic voltammetry (Table 8) indicating that the peak potentials do correspond to the formation of sulfur radical cations for all three sulfides. 

The generalized anomeric effect has been invoked to explain the preference of benzyl mercaptan, benzyl methyl sulphide, benzyl methyl sulphoxide and benzyl methyl sulphone for an orientation of the C—SR bond in a plane perpendicular to the nodal plane of the 7i-system [27] (Penner et al.,... 

Loss of catalytic activity resulting from internal displacements is not usually a serious problem below temperatures of about 100 C. However, highly active R-groups, such as benzyl, methyl and allyl, undergo internal displacement more readily, particularly in the presence of strong nucleopfiles. For instance, the presence phenolates and thiolates may lead to the formation of benzyl alcohol, ethers, or sulphides from benzyl-substituted quaternary ammonium salts. 

A base-induced rearrangement of aIkyl(N-alkylamido)methyl sulphides may find use in the preparation of aryl benzyl ketones [equation (3)]. Reductive... 

The Inifer technique enables us to fulfil some requirements of polymer architecture even in some radical processes. An amplified form may be applied, the Iniferter variant, where the radical initiator simultaneously acts as a transfer and terminating agent. Otsu et al. used sulphides and disulphides (tetraethylthiuram disulphide, PhSSPh, Ph2S, PhCH2SSCH2Ph) [96] and carbamates (benzyl-A,A-diethyldithiocarbamate, p-xylylene-A,7V-diethyl-dithiocarbamate) [97] in the photopolymerization of methyl methacrylate and styrene, and phenylazotriphenylmethane in the polymerization of methyl methacrylate [98]. Living radical polymerizations yield polymers with defined end groups or the required block copolymers. 

With Methyl Iodide. Dichloroethyl sulphide reacts with methyl or benzyl iodide, forming the corresponding sulphonium salt. For instance, with methyl iodide, dithiane methiodide is formed ... 

Experimental. The general conditions of experiments, and methods of investigations were similar to those described previously.However, extremely precise and reproducible results of crosslinking were achieved owing originally developed device for exposure (Pig in which the specimens may be rotated with chosen rate. Additionally, the selection of UV-sensitizers was ex-tented, and besides diphenyl sulphoxide, also dinaphtyl sulphoxide, methyl - benzyl sulphoxide, bis- p-chloro-phenyl sulphoxide, bis- 2,4-dichlorophenyl sulphoxide, were used. Also, some other compounds were examined, namely diphenyl sulphide and its p-nitro-p-amino- as well o,o-dicarboxy-derivatives, methiomethy-lene-diethyl phosphate and uranyl acetate. 

Reactions.—Cleavage of prenyl and allyl ethers has been discussed earlier in this Report. Some aliphatic ethers can be cleaved by thallium(iii) nitrate in acetic anhydride.New reagents for the demethylation of aryl methyl ethers include the stable, crystalline, and easily handled complexes of boron halides BBr3 and BCI3 with dimethyl sulphide,and the salt obtained from treatment of N-methylaniline with sodium hydride in HMPA. The latter system cleaves methyl aryl ethers more readily than benzyl aryl ethers. 

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