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14. Consider the reaction of 1,2,3-tribromo-5-nitrobenzene with sodium ethyl thiolate to give 1,3-dibromo-2ethylthio-5-nitrobenzene. Provide a detailed mechanism. Explain the regiochemistry by showing the relevant resonance

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14. Consider the reaction of 1,2,3-tribromo-5-nitrobenzene with sodium ethyl thiolate to give 1,3-dibromo-2ethylthio-5-nitrobenzene. Provide a detailed mechanism. Explain the regiochemistry by showing the relevant resonance structures for the intermediate. Use "curly arrows" to show electron flow for the reaction mechanism and for the resonance structures. 15. Provide an efficient multi-step synthesis of 4-bromo-3-nitroacetophenone from benzene. Indicate the reagents used for each step by writing them over the arrow leading to each of the specified products. You do not need to specify the mechanism for each step. 1

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