Predict the major, organic product for the following reaction. <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch22_Q03_QT.jpg" alt="The figure illustrates a reaction in which the product has to be determined. The reaction contains two reactants. The first reactant has the following structure: A 2-carbon alkane chain is depicted as a line structure using 1 line. C 1 is single bonded to C H 3 on the upper left in the form of a line. C 1 is double bonded to C H 2 on the upper right in the form of two parallel lines. C 2 is single bonded to C H 3 on the lower left in the form of a line. C 2 is double bonded to C H 2 on the lower right in the form of two parallel lines. The second reactant has the following structure: A 2-carbon alkene chain is depicted as a line structure using 2 parallel lines. C 1 is single bonded to C N on the upper right. C 2 is single bonded to C N on the lower right. Delta is written under the reaction arrow." />

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1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 17m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 19m
11. Radical Reactions1h 58m
12. Alcohols, Ethers, Epoxides and Thiols2h 42m
13. Alcohols and Carbonyl Compounds2h 17m
14. Synthetic Techniques1h 26m
15. Analytical Techniques:IR, NMR, Mass Spect7h 3m
16. Conjugated Systems6h 13m
17. Ultraviolet Spectroscopy51m
18. Aromaticity2h 34m
19. Reactions of Aromatics: EAS and Beyond5h 1m
20. Phenols55m
21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
22. Carboxylic Acid Derivatives: NAS2h 51m
23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
25. Condensation Chemistry2h 9m
26. Amines1h 43m
27. Heterocycles2h 0m
28. Carbohydrates5h 53m
29. Amino Acids4h 20m
30. Peptides and Proteins2h 42m
31. Catalysis in Organic Reactions1h 30m
32. Lipids 2h 50m
33. The Organic Chemistry of Metabolic Pathways2h 52m
34. Nucleic Acids1h 32m
35. Transition Metals6h 14m
36. Synthetic Polymers1h 49m

16. Conjugated Systems

Diels-Alder Reaction

Organic Chemistry

16. Conjugated Systems

Diels-Alder Reaction

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Multiple Choice

Predict the major, organic product for the following reaction.

The figure illustrates the structure of a molecule labeled plus or minus. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. A double bond is present between C 5 and C 6. C 2 is wedge bonded to C N. C 3 is dash bonded to C N. C 5 is single bonded to C H 3 in the form of a line. C 6 is single bonded to C H 3 in the form of a line.

The figure illustrates the structure of a molecule labeled meso and achiral. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. A double bond is present between C 5 and C 6. C 2 and C 3 are each wedge bonded to C N. C 5 is single bonded to C H 3 in the form of a line. C 6 is single bonded to C H 3 in the form of a line.

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Verified step by step guidance

Identify the reaction type: The reaction involves a diene and a dienophile, suggesting a Diels-Alder reaction, which is a [4+2] cycloaddition.

Analyze the diene: The diene in the reaction is a conjugated system with two double bonds, which can participate in the Diels-Alder reaction.

Analyze the dienophile: The dienophile is a molecule with a double bond and two cyano groups (CN) as electron-withdrawing groups, making it a good candidate for the Diels-Alder reaction.

Predict the stereochemistry: The Diels-Alder reaction is stereospecific, meaning the stereochemistry of the dienophile is retained in the product. The cyano groups will be added to the same face of the newly formed ring.

Consider the product options: The product will be a six-membered ring with the cyano groups added. The stereochemistry of the product will depend on the orientation of the cyano groups in the dienophile, leading to either a meso compound or a racemic mixture.