3 Aldehydes, Ketones and Carboxylic Acids Introduction to carbonyl compounds, the carbonyl group and its role in aldehydes, ketones, carboxylic acids, and related derivatives, common and IUPAC nomenclature of aldehydes and ketones including Greek letter position labelling and phenone naming, systematic IUPAC naming rules, the carbaldehyde suffix for ring-attached aldehydes, the oxo prefix, sp2 hybridisation of the carbonyl carbon, trigonal planar geometry, polarity and resonance of the C=O group, preparation methods for aldehydes and ketones including oxidation, dehydrogenation, ozonolysis, Rosenmund reduction, Stephen reaction, DIBAL-H, Etard reaction, and Gatterman-Koch reaction, ketone-specific preparation routes via dialkylcadmium, Grignard reagent with nitriles, and Friedel-Crafts acylation, physical properties covering boiling points, solubility, hydrogen bonding, and odour trends, nucleophilic addition mechanism and reactivity of aldehydes vs ketones, key nucleophilic addition reactions including HCN (cyanohydrins), sodium bisulphite, Grignard reagents, alcohols (hemiacetals, acetals, ketals), and ammonia derivatives (imines, oximes, hydrazones, semicarbazones), reduction of carbonyl compounds to alcohols (NaBH4, LiAlH4, catalytic hydrogenation) and to hydrocarbons (Clemmensen and Wolff-Kishner reductions), oxidation of aldehydes to carboxylic acids, Tollens' silver mirror test, Fehling's test, vigorous oxidation of ketones with C-C bond cleavage, the haloform reaction for detecting the methyl carbonyl group including the iodoform test, alpha-hydrogen acidity and enolate ion formation, aldol reaction and condensation of aldehydes and ketones, cross aldol condensation with selective product formation, the Cannizzaro disproportionation reaction for aldehydes without alpha-hydrogens, electrophilic substitution on aromatic carbonyl compounds with the carbonyl group as a meta-directing deactivator, reactivity ranking of carbonyl compounds in nucleophilic addition, industrial and everyday uses of formaldehyde, acetaldehyde, benzaldehyde, acetone, and other carbonyl compounds, introduction to carboxylic acids covering aliphatic and aromatic types, fatty acids from natural fats, common names derived from Latin and Greek origins, IUPAC naming rules for mono-, di- and tricarboxylic acids with Table 8.3, sp2 hybridised carboxyl group geometry, and resonance stabilisation explaining why the carboxyl carbon is less electrophilic than a simple carbonyl carbon, six major methods of preparing carboxylic acids including oxidation of primary alcohols and aldehydes, oxidation of alkylbenzenes, hydrolysis of nitriles and amides, Grignard carboxylation with dry ice, hydrolysis of acyl halides and anhydrides, and hydrolysis of esters, ascending the homologous series via nitrile and Grignard routes, multi-step transformation worked examples, physical properties of carboxylic acids including boiling points, hydrogen-bonded dimers in vapour phase and aprotic solvents, water solubility trends with chain length, and organic solvent solubility, acidity of carboxylic acids covering reactions with metals, alkalis and carbonates, dissociation in water, Ka and pKa scales, resonance stabilisation of the carboxylate ion, comparison of carboxylic acid acidity with phenols and alcohols, and the effect of electron-withdrawing and electron-donating substituents on acid strength including the sp2 carbon effect and aromatic substituent effects, reactions involving cleavage of the C-OH bond of carboxylic acids including anhydride formation, Fischer esterification with the nucleophilic acyl substitution mechanism, conversion to acyl chlorides using PCl5 PCl3 and SOCl2, and amide formation via ammonium salt intermediates including phthalic acid cyclisation to phthalimide, reduction of carboxylic acids to primary alcohols using LiAlH4 and diborane with NaBH4 limitation, decarboxylation via sodalime and Kolbe electrolysis, alpha-halogenation through the Hell-Volhard-Zelinsky reaction, electrophilic substitution on aromatic carboxylic acids with meta-directing and deactivating behaviour, Friedel-Crafts limitation, substituent effects on acid strength comparisons, and industrial and everyday uses of key carboxylic acids