Organic Chemistry : Help with Hydrolysis and Condensation Reactions

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #24 : Specific Reactions And Named Reactions

Which of the following best summarizes a Claisan condensation?

Possible Answers:

A carboxylic acid reacts first with then with water

An alkyl halide reacts first with the phthalimide ion, then with 

The enolate of an ester attacks another ester

The enolate of a dicarbonyl compound attacks a beta carbon of an alkene

A methyl ketone is treated with iodine and 

Correct answer:

The enolate of an ester attacks another ester


The most acidic hydrogen of the ester gets abstracted and the enolate form of the compound is attained. The electrons from the carbon-carbon double bond attack the carbonyl carbon of the other ester. Deesterfication occurs in this same step. The final product has one ketone and one ester.

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