Aldehydes and Ketones – Part 2 | Organic Chemistry 3
Additional reactions of aldehydes and ketones are studied in this chapter: deoxygenation of carbonyls, addition of cyanide, Wittig reaction, Baeyer-Villiger oxidation
Deoxygenation of the Carbonyl Group
- Synthesis of a hydrazone:
- Wolff-Kishner reduction:
Mechanism:
Addition of Hydrogen Cyanide
Mechanism:
Wittig Reaction
Mechanism:
- Preparation of the phosphorus ylides:
- Wittig reaction:
Baeyer-Villiger Oxidation
Mechanism:
Oxidation by peroxycarboxylic acids
With asymmetric ketones, esters can be selectively formed by migration of only one of the substituents. Migratory aptitudes in the Baeyer-Villiger reaction: Methyl < Primary alkyl < Phenyl ~ Secondary alkyl < Tertiary alkyl