Question

Why is the hydrolysis sensitivity of the esters such? The most reactive ester is number 1. Explain.

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Answer #1

The compound 1 is most reactive ester towards hydrolysis. This is because the presence of nitro group, an electron withdrawing group, decreases the electron density on benzene ring and increases the acidity of benzene ring and stabilizes the phenoixde ion.

The compound 3 is the least reactive ester towards hydrolysis. This is because the presence of methoxy group at benzene ring increases the electron density of benzene and destabilizes the stability of phenoxide ring.

The compound 2 is less reactive than compound 1 and more reactive than compound 3.

The order of reactivity towards hydrolysis is as

compound 1 > compound 2 > compound 3

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