Nuclear Versus Side-Chain Bromination of 4-Methoxy Toluene by an Electrochemical Method |
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Authors: | K Kulangiappar M Anbukulandainathan |
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Institution: | Electroorganic Division, Council of Scientific and Industrial Research , Central Electrochemical Research Institute , Karaikudi , India |
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Abstract: | The electrochemical bromination of 4-methoxy toluene by two-phase electrolysis yields 3-bromo 4-methoxy toluene at first, which subsequently undergoes side-chain bromination to give 3-bromo 4-methoxy benzyl bromide as a final product in 86% yield. The two-phase electrolysis consists of 25–50% NaBr as aqueous electrolyte and CHCl3 containing aromatic compound as organic phase. The reaction temperature is maintained at 10–25 °C. The probable orientation of bromine atom in an alkyl aromatic compound (nuclear versus side chain) is explained from the experimental result. |
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Keywords: | Aromatic compound bromination 3-bromo 4-methoxy benzyl bromide electrochemical organic phase two-phase electrolysis |
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