Abstract

Studies on the reaction of various open-chain and cyclic ethers with trifluoromethylsulphenyl chloride in n-pentane in the presence of pyridine showed that the only fluorinated product of these reactions was a mixture of CF 3S-substituted n-pentane derivatives. Therefore the reaction of CF 3SCl with n-pentane was carefully investigated that resulted in the following conclusion: both substances react only when pyridine is used as HCl trapping agent. Under these conditions a mixture of 2-SCF 3 and 3-SCF 3 substituted n-pentane derivatives in molar ratio 1.9 : 1 is formed: ▪ It was proved by elemental analysis, 1H, 19F and 13C NMR, IR as well as MS data. CF 3SCl reacts also with n-hexane in the presence of pyridine giving, however, a more complicated mixture of products. It shows that CF 3SCl generally reacts with hydrocarbons, that are frequently used as solvents. Moreover, the reaction investigated proves, in accordance with the element displacement principle [1], the analogous reactivity of CF 3SCl and Cl 2 towards hydrocarbons in substitution reaction.

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