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Electrosynthesis of organic compounds. XVI. Cathodic reduction of some haloalkyl naphthyl sulfides and sulfones in nonaqueous solvent

✍ Scribed by Mohamed T. Ismail; Maher F. El-Zohry


Publisher
Wiley (John Wiley & Sons)
Year
2007
Tongue
English
Weight
269 KB
Volume
56
Category
Article
ISSN
0268-2575

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✦ Synopsis


Three aryl haloalkyl sulfur compounds-hloroethyl P-naphthyl sulfide, chloropropyl b-naphthyl sulfide and chloroethyl 8-naphthyl sulfone-were subjected to cathodic reduction. The compounds were cathodically electrolyzed under a controlled potential of -2.00k0.03 V vs SCE on a zinc cathode as the working electrode and a platinum anode as helping electrode in absolute methanol containing Ba(CIO,), as supporting electrolyte at constant temperature (30°C). The isolated products were alkyl /I-naphthyl sulfides, alkyl P-naphthyl sulfones, alkenyl P-naphthyl sulfides, alkenyl B-naphthyl sulfone, B-naphthyl thiols (in case of sulfides), naphthalene and other identified products. Suitable mechanisms are suggested.