Claisen condensation

MS 936 - Carey and Giuliano 8th Ed. CH 20 Submitted by Matt on August 7, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 20

Keywords: aldol condensation, Claisen condensation

Description: Enolate formation and carbonyl alpha position pKa.
Aldol and Claisen condensations.

Total Problems: 8

Problem # 747

Show a combination of enolate (nucleophile) and electrophile that can produce each compound below.

Remember that all enolates come from carbonyls.

Problem # 746

Show what combination of aldehyde, ketone, and/or ester can prepare each compound below. Every compound is a Claisen or aldol product.

Problem # 743

Enolates are nucleophiles and react with a variety of electrophiles.

Carbonyls are electrophiles. But aldehydes/ketones and  esters/acid chlorides often form different products.


Use curved arrows to draw a mechanism for each reaction below. How do the two products differ?