Concept explainers
(a)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 1
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 2
The diene and dienophile that are needed to prepare given product are shown in Figure 2.
(b)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 3
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 4
The diene and dienophile that are needed to prepare given product are shown in Figure 4.
(c)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 5
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 6
The diene and dienophile that are needed to prepare given product are shown in Figure 6.
(d)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 7
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 8
The diene and dienophile that are needed to prepare given product are shown in Figure 8.
(e)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 9
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 10
The diene and dienophile that are needed to prepare given product are shown in Figure 10.
(f)
Interpretation: The diene and dienophile that are needed to prepare given product is to be stated.
Concept introduction: Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Answer to Problem 16.51P
The diene and dienophile that are needed to prepare given product is shown below.
Explanation of Solution
The given product is shown below.
Figure 11
Diels-alder reaction is a cycloaddition reaction in which two molecules combine to form a new ring. In this type of reaction, syn addition takes place. It is a reaction between diene with a dienophile to yield a cyclohexene. The dienophile adds to one side of the diene, and diene adds to the one side of the dienophile. Thus, they have syn stereochemistry.
Retro synthesis can be carried out to identify the diene and dienophile for the given product.
Therefore, the diene and dienophile that are needed to prepare given product is shown below.
Figure 12
The diene and dienophile that are needed to prepare given product are shown in Figure 12.
Want to see more full solutions like this?
Chapter 16 Solutions
Organic Chemistry-Package(Custom)
- 12.30 What diene and dienophile are needed to prepare each compound by a Diels-Alder reaction? a.arrow_forwardProblem 13.28 What reagent is needed to convert (CH3)2CHCH₂ COCI to each compound? a. b. C. d. но Ho ГОНarrow_forwardWhich of the following could act as an effective dienophile in a Diels-Alder cyclization? A. C.arrow_forward
- What type of sigmatropic rearrangement is illustrated in each equation? a. b. Darrow_forwardProblem 8.16 Draw both the SN1 and E1 products of each reaction. of Br + H20 b. HO, a. CIarrow_forwardDraw the products of radical chlorination and bromination of each compound. For which compounds is a single constitutional isomer formed for both reactions? What must be true about the structure of a reactant for both reactions to form a single product? a. b. C. d. е.arrow_forward
- Assuming the rings are planar, which ions are aromatic? a. D. b. D:- d.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_forwardPlease show all arrow pushingj mechanisais. Thank you!arrow_forward
- Synthesis 13.58 Devise a synthesis of each compound from cyclopentane and any other required organic or inorganic reagents. OH a. b. C. OH d. J OH CNarrow_forwardLabel each compound as aromatic, antiaromatic, or not aromatic. Assume all completely conjugated rings are planar. Å a. b. C. d.arrow_forwardElectrophilic Addition Soubong neblA-aleid rose 9160910 31 babeen ene singo 14.43 Draw the products formed when each compound is treated with one equivalent of HBr. a. b. C.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