Carboxylic Acids and Their Reactions
Start with the big picture
A central framework for understanding these reactions is nucleophilic acyl substitution: nucleophilic attack forms a tetrahedral intermediate, and the reaction depends on carbonyl electrophilicity and leaving-group ability. Comparing acyl derivatives helps explain their relative reactivity and the activation often needed for conversion. The topic connects this framework to acid chloride and anhydride formation, ester and amide synthesis, and intramolecular formation of lactones and lactams. It also introduces transformations with distinct outcomes, including decarboxylation of suitable substrates, reduction of carboxylic acids, the Hell–Volhard–Zelinsky reaction, and Kolbe electrolysis. Together, these ideas provide a way to relate reaction conditions, mechanisms, and products.
What you'll learn
- Describe how carboxylic acid acidity is demonstrated by reaction with bicarbonate.
- Explain the tetrahedral-intermediate pathway and factors affecting nucleophilic acyl substitution.
- Compare the relative reactivity of common carboxylic acid derivatives.
- Identify conditions used to form acid chlorides, anhydrides, esters, and amides.
- Recognize the characteristic transformations of decarboxylation, reduction, HVZ reaction, and Kolbe electrolysis.
Continue your study
Work through the complete notes and reinforce the topic with the study tools available in the full lesson.