Problem

Nitro-substituted aromatic compounds that do not bear halide leaving groups react with nuc...

Nitro-substituted aromatic compounds that do not bear halide leaving groups react with nucleophiles according to the equation

 

The product of this reaction, as its sodium salt, is called a Meisenheimer complexafter the German chemist Jacob Meisenheimer, who reported on their formation and reactions in 1902. A Meisenheimer complex corresponds to the product of thenucleophilic 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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