Concept explainers
(a)
Interpretation:
Effect of electron donating substituents in the diene of Diels-Alder reactions has to be predicted.
Concept Introduction:
Diels-Alder reaction:
A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.
(b)
Interpretation:
The effect of electron donating substituents in dienophile of Diels-Alder reactions has to be predicted.
Concept Introduction:
Diels-Alder reaction:
A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.
(c)
Interpretation:
The effect of electron withdrawing substituents in diene of Diels-Alder reactions has to be predicted.
Concept Introduction:
Diels-Alder reaction:
A conjugated diene reacts with a compound containing a carbon-carbon double bond. It is a cycloaddition reaction, where two reactants form a cyclic product.
Want to see the full answer?
Check out a sample textbook solutionChapter 7 Solutions
Essential Organic Chemistry, Global Edition
- Label each diene as reactive or unreactive in a Diels–Alder reaction.arrow_forwardWhat is the major organic product of the following Diels-Alder reaction? Me₂N. A. B. C. D. Me₂N Me₂N Me₂N OHC Me₂N CHO CHO CHO CHO 5 heatarrow_forwardDeconstruct the given Diels–Alder adduct. Draw the reactants (A and B), in any order, that would be needed to produce the Diels–Alder adduct.arrow_forward
- The diene shown below will NOT react in a Diels-Alder reaction. Why not? Select one: A. The compound is not a conjugated diene. B. The compound is lacking in electron withdrawing groups. O C. This compound cannot adopt the s-cis conformation. D. The compound is lacking in electron donating groups.arrow_forwardDraw the correct product for the given Diels-Alder reaction. Select Draw Rings Morearrow_forwardThank you!arrow_forward
- 7. At room temperature cyclopentadiene reacts with itself to form dicyclopentadiene in a Diels-Alder reaction. a) draw the self reaction of cyclopentadiene 20°C. b) When dicyclopentadiene is heated to boiling (170°C), the retor-Diels-Alder reaction occurs producing 2 moles of cyclopentadiene. Explain this observation in terms of free energy, enthalpy and entropy. c) If the AHxn = -75 kJ/mol and the ASpxn = -226 J/mol K, What temperature would be required for the reaction to be at equilibrium (Keq = 1).arrow_forwardProvide an explanation for why the stereoisomers shown below would not be produced in the Diels-Alder reaction..arrow_forwardA Moving to another question will save this response. Question 20 For a diene to undergo a Diels-Alder reaction it must: O A. be able to adopt cyclohexane O B. be substituted with electron-withdrawing groups. Oc. be able to adopt and s-trans conformation. O D. be able to adopt an s-cis conformation. O E. be substituted with electron-donating groups. Moving to another question will save this response. O Type here to searcharrow_forward
- 1. Draw the structure of the dimer of cyclopentadiene. 2. What is the IUPAC name of the product formed in this Diels-Alder reaction? 3. Explain why the endo product is preferred in this Diels-Alder reaction. Draw the reaction mechanism, if needed.arrow_forwardWhy a conjugated diene is more stable than an isolated diene ?arrow_forward10. The following compound was produced in a Diels-Alder reaction. COOH a) How many sp³ hybridized carbons are in this molecule? b) Is this molecule chiral? c) Are the carboxylic acid substituents electron donating group or electron withdrawing group? d) Draw the diene and dienophile which would react together to give this product.arrow_forward
- 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