20. Carboxylic Acid Derivatives:NAS
Saponification
20. Carboxylic Acid Derivatives:NAS
Saponification - Video Tutorials & Practice Problems
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Get a 10 bullets summary of the topicWhen you hear "saponification"just know that this is a base-catalyzed hydrolysis of an ester. The mechanism and final product are slightly different. Let's take a look.
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Mechanism
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PRACTICE PROBLEMS AND ACTIVITIES (15)
- D. N. Kursanov, a Russian chemist, proved that the bond that is broken in the hydroxide-ion-promoted hydrolys...
- The intermediate shown here is formed during the hydroxide-ion-promoted hydrolysis of the ester group. Propo...
- Predict the products and propose mechanisms for the following reactions. (b)
- Suppose we have some optically pure (R)-2-butyl acetate that has been 'labeled' with the heavy O-18 isotope at...
- Propose a mechanism for the base-promoted hydrolysis of γ-butyrolactone:
- (a) Explain why we speak of acidic hydrolysis of an ester as acid-catalyzed, but of basic hydrolysis as base-p...
- (b) Soap manufacturers always use base to hydrolyze fats, and never acid. Suggest two reasons that basic hydro...
- Predict the products of saponification of the following esters.(a) <IMAGE>
- Predict the products of saponification of the following esters.(b) <IMAGE>
- Predict the products of saponification of the following esters.(c) <IMAGE>
- (b) Would you expect methyl p-methoxybenzoate to undergo saponification faster or slower than methyl benzoate?
- What are the products of the following reactions? i. + NH3 excess —> j. + CH3OH excess HCl—>
- Propose a mechanism for the hydrolysis of N,N-dimethylacetamide (a) under basic conditions.
- Propose a mechanism for the hydrolysis of N,N-dimethylacetamide (b) under acidic conditions.
- Propose a mechanism for the basic hydrolysis of benzonitrile to the benzoate ion and ammonia.