When 1,3-dinitrobenzene is treated with nitric acid and sulfuric acid at elevated temperature, the product is 1,3,5-trinitrobenzene.
Question:
When 1,3-dinitrobenzene is treated with nitric acid and sulfuric acid at elevated temperature, the product is 1,3,5-trinitrobenzene. Explain the regiochemical outcome of this reaction. In other words, explain why nitration takes place at the C5 position. Make sure to draw the sigma complex for each possible pathway and to compare the relative stability of each sigma complex.
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As show below attack at C4 or C6 produces a sigma comp...View the full answer
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