Nitro-substituted aromatic compounds that do not bear halide leaving groups react with nucleophiles according to the equation
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The product of this reaction, as its sodium salt, is called a Meisenheimer complex after the German chemist Jacob Meisenheimer, who reported on their formation and reactions in 1902. A Meisenheimer complex corresponds to the product of the nucleophilic addition stage in the addition- elimination mechanism for nucleophilic aromatic substitution.
(a) Give the structure of the Meisenheimer complex formed by addition of sodium ethoxide to 2,4,6-trinitroanisole.
(b) What other combination of reactants yields the same Meisenheimer complex as that of part (a)?
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a Ethoxide ion adds to the aromatic ring to give a cycl...View the full answer
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