Aldehydes, Ketones and Carboxylic Acids – JEE Mains Chemistry
1. Introduction
This chapter covers the structure, preparation, physical and chemical properties of three important classes of organic compounds: aldehydes, ketones, and carboxylic acids. These contain the carbonyl group (>C=O) or carboxyl group (–COOH).
2. Classification and Nomenclature
- Aldehydes: Carbonyl group at the end of a carbon chain. Named by replacing –e with –al (e.g., ethanal).
- Ketones: Carbonyl group within the chain. Named by replacing –e with –one (e.g., propanone).
- Carboxylic Acids: Contain –COOH. Named by replacing –e with –oic acid (e.g., ethanoic acid).
3. Methods of Preparation
- Aldehydes and Ketones: Oxidation of alcohols, ozonolysis of alkenes, hydration of alkynes.
- Carboxylic Acids: Oxidation of aldehydes, nitriles, or primary alcohols.
4. Physical Properties
- Aldehydes and ketones are polar and have dipole-dipole interactions.
- Carboxylic acids form hydrogen bonds → higher boiling points and solubility in water.
5. Chemical Reactions
- Nucleophilic Addition Reactions: Addition of HCN, NaHSO₃, Grignard reagents to aldehydes and ketones.
- Oxidation: Aldehydes → acids; ketones → resistant to mild oxidizing agents.
- Reduction: Aldehydes and ketones → alcohols; acids → alcohols via LiAlH₄.
- Reactions of Acids: Formation of acid chlorides, esters, and amides; decarboxylation reactions.
6. Tests and Identification
- Tollen’s Test: Silver mirror test for aldehydes.
- Fehling’s Test: Red precipitate confirms aldehydes.
- 2,4-DNP Test: Forms yellow/orange ppt. with aldehydes and ketones.
- Sodium bicarbonate Test: CO₂ effervescence indicates carboxylic acid.
7. Important Reactions
- Aldol Condensation: Reaction between two aldehydes/ketones with α-hydrogens under basic conditions.
- Cannizzaro Reaction: Aldehydes without α-H undergo disproportionation.
- Hell-Volhard-Zelinsky Reaction: Halogenation of carboxylic acids at α-position.
8. Uses and Applications
- Aldehydes: Formaldehyde in disinfectants, acetaldehyde in perfumes and dyes.
- Ketones: Acetone as a solvent in nail polish remover, paint thinners.
- Carboxylic Acids: Acetic acid in vinegar, benzoic acid as a food preservative.