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Topic: Carboxylic Acids and Derivatives

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Past Exam Questions

Practice Test

Deep Thinking Challenges

Reading Beyond A-Level

The reactivity of acyl compounds in nucleophilic addition-elimination reactions follows the general order: Acyl Chloride > Acid Anhydride > Carboxylic Acid ≈ Ester.

Analyse the electronic structure of the functional group in each of these compounds. Construct a detailed argument explaining how the subtle interplay between two opposing electronic effects—the electron-withdrawing inductive effect of the leaving group and the electron-donating mesomeric (resonance) effect from lone pairs on the adjacent oxygen or chlorine atoms—determines the overall electrophilicity of the carbonyl carbon and thus dictates this observed hierarchy of reactivity.

Olympiad Questions

Carboxylic Acids and Esters

Acylation