(b)The same Meisenheimer complex results when ethyl 2,4,6-trinitrophenyl ether reacts withsodium methoxide.23.26Methoxide ion may add to 2,4,6-trinitroanisole either at the ring carbon that bears the methoxylgroup or at an unsubstituted ring carbon.The two Meisenheimer complexes are the sodium salts of the anions shown. It was observed thatcompound A was the more stable of the two. Compound B was present immediately after addingsodium methoxide to 2,4,6-trinitroanisole but underwent relatively rapid isomerization tocompound A.23.27(a)The frst reaction that occurs is an acid–base reaction between diethyl malonate and sodiumamide.A second equivalent of sodium amide converts bromobenzene to benzyne.The anion of diethyl malonate adds to benzyne.This anion then abstracts a proton from ammonia to give the observed product.
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