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

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