Which of the following is most reactive in nucleophilic acyl substitution?Select answer from the options belowketoneamidealdehydeacid anhydride
Question
Which of the following is most reactive in nucleophilic acyl substitution?Select answer from the options belowketoneamidealdehydeacid anhydride
Solution
The most reactive compound in nucleophilic acyl substitution is the acid anhydride.
Here's why:
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Nucleophilic acyl substitution reactions involve a nucleophile attacking the carbonyl carbon of an acyl group.
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The reactivity of compounds in these reactions is determined by the ability of the leaving group to accept a negative charge.
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In the options given, the leaving groups would be R (alkyl group) for a ketone, NH2- for an amide, H- for an aldehyde, and a carboxylate ion for an acid anhydride.
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Among these, the carboxylate ion is the most stable with a negative charge due to resonance, and thus, acid anhydrides are the most reactive in nucleophilic acyl substitution reactions.
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