(a)
Interpretation:
The complete and detailed mechanism for the given reaction is to be drawn, and the overall product of the reaction is to be predicted.
Concept introduction:
This is saponifiaction reaction. A carboxylic acid is produced when an ester undergoes saponification, followed by acid workup. Steps 1 and 2 are identical to the nucleophilic addition and elimination steps. Step 3 is the rapid, irreversible deprotonation of the newly formed carboxylic acid. Finally, the proton is replenished by adding a strong acid.
The irreversible deprotonation in Step 3 makes the overall saponification reaction irreversible. The initial carboxylic acid is produced reversibly, but it is continually removed via Step 3, which helps drive the reaction to completion.
(b)
Interpretation:
The complete and detailed mechanism for the given reaction is to be drawn, and the overall product of the reaction is to be predicted.
Concept introduction:
This is saponifiaction reaction. A carboxylic acid is produced when an ester undergoes saponification, followed by acid workup. Steps 1 and 2 are identical to the nucleophilic addition and elimination steps. Step 3 is the rapid, irreversible deprotonation of the newly formed carboxylic acid. Finally, the proton is replenished by adding a strong acid.
The irreversible deprotonation in Step 3 makes the overall saponification reaction irreversible. The initial carboxylic acid is produced reversibly, but it is continually removed via Step 3, which helps drive the reaction to completion.
Want to see the full answer?
Check out a sample textbook solution
Chapter 20 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw the complete, detailed mechanism for the reaction shown here. Will the product be optically active? Explain.arrow_forwardPredict the major product of each of the reactions shown here and provide the complete, detailed mechanism.arrow_forwardPredict the major products of the following reactions. Draw the complete, detailed mechanism that leads to the formation of each of those products.arrow_forward
- Draw the complete, detailed mechanism for the following reaction.arrow_forwardDraw a complete, detailed mechanism for the reaction shown here.arrow_forwardHelp, explain in detail please. Thank you! Did the overal reaction shown here occur by and SN2, Sn1, E2, or E1 mechanism? How do you know? Draw the complete, detailed mechanism to account for the formation of both products.arrow_forward
- Draw the detailed mechanism, Need answer step by steparrow_forward(SYN) Show how to synthesize the following molecule from any compounds containing two carbons. Draw the complete, detailed mechanism for the reaction.arrow_forwardDetermine the major product of each reaction in Problem and draw the complete, detailed mechanism. Pay attention to stereochemistry where appropriate.arrow_forward
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY