Predict the major organic product of the following reaction. <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch09_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 5-carbon pentagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. A double bond is present between C 2 and C 3. C 2 is single bonded to C H 3 in the form of a line. The second reactant is m C P B A written over the reaction arrow." />

Table of contents

Skip topic navigation

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

10. Addition Reactions

Epoxidation

Organic Chemistry

10. Addition Reactions

Epoxidation

Previous problemNext problem

Struggling with Organic Chemistry?

Join thousands of students who trust us to help them ace their exams!Watch the first video

Multiple Choice

Predict the major organic product of the following reaction.

The figure illustrates the structures of two products labeled enantiomers. The first product has the following structure: A 5-carbon pentagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is wedge bonded to O H on the lower right. C 2 is dash bonded to C H 3 on the upper right in the form of a dashed line. C 3 is dash bonded to O H.The second product has the following structure: A 5-carbon pentagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is dash bonded to O H on the lower right. C 2 is wedge bonded to C H 3 on the upper right in the form of a wedged line. C 3 is wedge bonded to O H.

The figure illustrates the structure of a molecule labeled meso and achiral. A 5-carbon pentagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is single bonded to C H 3 on the upper right in the form of a line. C 2 and C 3 are each single bonded to a common O atom on the right.

Previous problemNext problem

Verified step by step guidance

Identify the reactant and reagent: The reactant is a cyclopentene with a methyl group, and the reagent is mCPBA (meta-chloroperoxybenzoic acid).

Understand the reaction type: mCPBA is a peroxyacid used for epoxidation, which converts alkenes into epoxides by adding an oxygen atom across the double bond.

Predict the product: The double bond in cyclopentene will react with mCPBA to form an epoxide, resulting in a three-membered cyclic ether (epoxide) ring.

Consider stereochemistry: The reaction will produce a racemic mixture of enantiomers due to the planar nature of the alkene, allowing the epoxide to form from either face of the double bond.

Review the possible products: The major product will be the epoxide with the methyl group remaining in the same position, and the oxygen atom forming a bridge across the former double bond, resulting in two enantiomers.