Aldehydes and Ketones – Part 2 | Organic Chemistry 3
The Carbonyls are studied in this chapter: the deoxygenation of carbonyls, the addition of cyanide, the Wittig reaction, the Baeyer-Villiger oxidation. This chapter is a continuation of chapter 7 – Organic Chemistry 2.
Deoxygenation of the Carbonyl Group
1st step: Synthesis of a Hydrazone
2nd step: Wolff-Kishner Reduction
Mechanism:
Addition of Hydrogen Cyanide
Mechanism:
Wittig Reaction
Preparation of the phosphorus ylides:
Mechanism of Wittig Reaction:
Baeyer-Villiger Oxidation
Mechanism: Oxidation by Peroxycarboxylic Acids
With unsymmetric ketones, the esters can be formed selectively by migration of only one of the substituents.
Migratory aptitudes in Baeyer-Villiger reaction:
Methyl < Primary Alkyl < Phenyl ~ Secondary Alkyl < Tertiary Alkyl