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8.1 Nomenclature and Structure of Carbonyl Group
- Aldehydes (R–CHO): Carbonyl group attached to at least one hydrogen
- Ketones (R–CO–R’): Carbonyl group attached to two carbon atoms
- Functional group: –CHO (aldehyde), –CO– (ketone)
- IUPAC naming: Replace –e in alkane with –al (aldehyde) or –one (ketone)
8.2 Preparation of Aldehydes and Ketones
Aldehydes
- Oxidation of primary alcohols: R–CH₂OH → R–CHO
- Ozonolysis of alkenes
- Hydroformylation of alkenes
Ketones
- Oxidation of secondary alcohols: R–CHOH–R’ → R–CO–R’
- Ozonolysis of alkenes
- Friedel–Crafts acylation (aromatic ketones)
8.3 Physical Properties
- Polar compounds → higher boiling points than hydrocarbons
- Soluble in water (short chain) due to hydrogen bonding with water
- Aldehydes and ketones are volatile
8.4 Chemical Reactions
Aldehydes
- Nucleophilic addition: R–CHO + HCN → Cyanohydrin
- Oxidation: R–CHO → R–COOH
- Reduction: R–CHO → R–CH₂OH
- Addition reactions with 2,4-DNP and Fehling’s solution
Ketones
- Nucleophilic addition: R–CO–R’ + HCN → Cyanohydrin
- Reduction: R–CO–R’ → R–CHOH–R’
- Do not oxidize easily
8.5 Uses of Aldehydes and Ketones
- Formaldehyde: Disinfectants, resins
- Acetone: Solvent, nail polish remover
- Vanillin: Flavoring agent
8.6 Nomenclature and Structure of Carboxyl Group
- Carboxylic acids (R–COOH): Contain –COOH group
- IUPAC: Replace –e in alkane with –oic acid
- Functional group: –COOH
8.7 Methods of Preparation of Carboxylic Acids
- Oxidation of primary alcohols or aldehydes
- Hydrolysis of nitriles: R–CN + 2H₂O → R–COOH + NH₃
- From Grignard reagents: RMgX + CO₂ → R–COOH
8.8 Physical Properties
- Polar → High boiling points
- Soluble in water (small chain) due to hydrogen bonding
- Weak acids → form salts with metals
8.9 Chemical Reactions
- Acid–base reactions: R–COOH + NaOH → R–COONa + H₂O
- Esterification: R–COOH + R’–OH → R–COOR’ + H₂O
- Reduction: R–COOH → R–CH₂OH
- Decarboxylation: R–COOH → R–H + CO₂
8.10 Uses of Carboxylic Acids
- Acetic acid: Vinegar, industrial solvent
- Formic acid: Preservative, antibacterial agent
- Salicylic acid: Pharmaceuticals (aspirin)
📌 Important Exam Points
- Aldehydes oxidize easily; ketones resist oxidation
- Carboxylic acids are weak acids
- Esterification and decarboxylation are key reactions
- Cyanohydrin formation is an important test for carbonyls
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