Interpretation:
To draw resonance structure of the enolate that is formed and to explain why enolate formation is nearly complete when sodium ethoxide is used.
Concept introduction:
Keto-enol isomerization is possible when a keto group present in the compound has a movable hydrogen atom in the next carbon attached to the carbonyl group. This occurs generally in almost all keto compounds where a chemical equilibria is present between the keto and enol form of the compound. Conversion of keto to its enol form is known as keto-enol tautomerisation. Deprotonation using base results in the formation of enolate ion. If the negative charge is delocalized in more number of atoms that resonance structure is more stable.
Want to see the full answer?
Check out a sample textbook solutionChapter 21 Solutions
ORGANIC CHEMISTRY,SOLNS...-ETEXT+BOX
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples 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 EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY