in tetrahydrofuran byproducts: CH3SCH2MgCH3; under anaerobic conditions, in NMR tube; Sn compd., Mg compd. (molar ratio 1:1) in THF, SnMe4 (internal standard) and THF mixed; reacted for 12 d; not isolated; monitored by (119)Sn NMR spectra; 10percent conversion;

in tetrahydrofuran; diethyl ether byproducts: CH3SCH2MgBr; under anaerobic conditions, in NMR tube; Sn compd., Mg compd. (molar ratio 1:1) in Et2O, SnMe4 (internal standard) and THF mixed; reacted for 12d; not isolated; monitored by (119)Sn NMR spectra; 10-30percent conversion;

in not given byproducts: CH3SCH2MgI; under anaerobic conditions, in NMR tube; Sn compd., soln. of Mg compd. (molar ratio 1:1), SnMe4 (internal standard) and THF mixed; reacted for 12 d; not isolated; monitored by (119)Sn NMR spectra; 10-30percent conversion;

in tetrahydrofuran byproducts: CH3SCH2MgCl; under anaerobic conditions, in NMR tube; Sn compd., Mg compd. (molar ratio 1:1) in THF, SnMe4 (internal standard) and THF mixed; reacted for 12 d; not isolated; monitored by (119)Sn NMR spectra; 10-30percent conversion;

1: CH3I / butan-1-ol 3: diethyl ether View Scheme

in acetone dropwise addn. of soln. of HgCl2 (81.0mmol) in acetone (50ml) to (C4H9)3SnCH2SCH3 (39.9mmol) in acetone (50ml), -20°C, stirring; warming up to room temp.; stirring, room temp., 10h;; filtration of formed ppt., extraction with hot acetone (several times); concg. of mother liquid, pptg. of C4H9HgCl; recrystn. from hot ethyl acetate; elem anal.; yield calcd. according to (C4H9)3SnCH2SCH3;;