How many of the following functional group classes typically undergo nucleophilic acyl substitution ( mechanism) at a faster rate than a simple ester? List: Acid chloride, Acid anhydride, Amide, Carbo

Question

How many of the following functional group classes typically undergo nucleophilic acyl substitution ($AN+DN$ mechanism) at a faster rate than a simple ester? List: Acid chloride, Acid anhydride, Amide, Carboxylate ion.

Prashant Kotian · Accepted Answer

Correct answer: 2. The relative reactivity of acyl derivatives depends on their leaving groups: weaker bases are better leaving groups. The reactivity order is Acid Chloride > Acid Anhydride > Ester > Amide > Carboxylate ion. Comparing this to an ester, only Acid chlorides and Acid anhydrides react faster. Total count is 2.

💡 Solution & Explanation

Practice 22,000+ questions like this