Regular Claisen condensation is a base-promoted reaction involving identical esters with two α hydrogens, condensing to produce β-ketoesters. It is a nucleophilic acyl substitution reaction wherein one of the ester molecules, upon deprotonation by the base, forms a nucleophilic enolate ion, while the other molecule serves as an electrophile.
The condensation reaction requires specific nonaqueous bases, such as alkoxide, which must be similar to the alkoxy group of the ester molecule. The use of different alkoxide ions often leads to the transesterification product. Also, the use of hydroxide bases is avoided as they result in irreversible hydrolysis of the esters to carboxylate ions.
From Chapter undefined:
Now Playing
Related Videos
2.8K Views
Related Videos
2.4K Views
Related Videos
2.1K Views
Related Videos
1.9K Views
Related Videos
1.7K Views
Related Videos
2.2K Views
Related Videos
1.7K Views
Related Videos
3.2K Views
Related Videos
3.0K Views
Related Videos
1.7K Views
Related Videos
2.9K Views
Related Videos
2.7K Views
Related Videos
3.0K Views
Related Videos
1.9K Views
Related Videos
10.0K Views
See More
ABOUT JoVE
Copyright © 2024 MyJoVE Corporation. All rights reserved