Ch. 22 - Condensation ChemistryWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

What makes Claisen Condensation stand out? Well, much like aldehydes and ketones, esters can form enolates. The rest well, is history....

Concept #1: Claisen Condensation

Mechanism:

Practice: Draw the structure of the Claisen condensation product for each of the following compounds. 

Practice: Draw the structure of the Claisen condensation product for each of the following compounds. 

Practice: Give the structure of the ester precursor for the following Claisen condensation product. 

Additional Problems
Fill in the missing reagents and conditions.
Predict the product when this compound undergoes a Claisen condensation. 
Complete the following reaction scheme.
Indicate the order in which these intermediates would appear during the conversion of  1 into 2. a) 1 → I → V → 2 b) 1 → II → I → IV → V → 2 c) 1 → III → I → IV → V → 2 d) 1 → III → I → V → 2 e) 1 → II → I → 2
Provide a mechanism for the following reaction.  
Provide an unambiguous structural formula for the condensation product expected when the compound below is treated with sodium ethoxide, then quenched with cold dilute aqueous acid.
Identify the base you would use for the following transformation. 
Predict the major product obtained when the following compound undergoes a Claisen condensation. 
Indicate the order in which these intermediates would appear during the conversion of 1 into 2. a) 1 → V → III → I → 2 b) 1 → V → II → I → 2 c) 1 → II → I → 2 d) 1 → IV → 2 + I → 2 e) 1 → III → V → 2 + I → 2
Predict the product(s) for the following reaction.
Draw the product for the following Claisen reaction.
Complete the following reaction supplying the missing product and showing correct regio- and stereochemistry where applicable. If a racemic or diastereomeric mixture forms show all stereoisomers; if no reaction takes place, write N.R.
What would be the major product of this reaction sequence?
What is the starting material that will yield this compound upon treatment with CH3CH2ONa in CH3CH2OH?
What is the product of this reaction?
What compound would be produced by this reaction?
Which compound, when treated with NaOCH 3 followed by neutralization with aqueous acid, will produce this β-diketone?
Draw the product for the following Claisen reaction.
What is the product of the following reaction?
Predict the product(s) for each of the following reaction. When appropriate, label them major and minor.
Show the product of the following self-Claisen condensation
Show your understanding of the following reaction by showing the full arrow pushing mechanism including all resonance forms and predicting the product.
Provide a detailed mechanism for the following reaction.
Show your understanding of the reaction given below by showing the full arrow pushing mechanism, including ALL RESONANCE FORMS and predicting the products. 
Provide a detailed mechanism for the following transformation.
Determine the product for the reaction given below.
Determine the product for the reaction given below.