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/Ch08_Q11_QT.jpg" alt="The figure illustrates a reaction in which the product has to be determined. The reaction contains three reactants. The first reactant has the following structure: A 6-carbon hexagonal 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 B H 3 written over the reaction arrow. The third reactants are N a O H and H 2 O 2 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

12. Alcohols, Ethers, Epoxides and Thiols

Alcohol Synthesis

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Alcohol Synthesis

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Multiple Choice

Predict the major organic product of the following reaction.

The figure illustrates the structures of four products labeled mixture of 4 stereoisomers. The first product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is wedge bonded to C H 3 in the form of a wedged line. C 3 is dash bonded to O H. The second product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is dash bonded to C H 3 in the form of a dashed line. C 3 is wedge bonded to O H. The third product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is wedge bonded to C H 3 in the form of a wedged line. C 3 is wedge bonded to O H. The fourth product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is dash bonded to C H 3 in the form of a dashed line. C 3 is dash bonded to O H.

The figure illustrates the structures of two products labeled enantiomers. The first product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is wedge bonded to C H 3 in the form of a wedged line. C 3 is wedge bonded to O H. The second product has the following structure: A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is dash bonded to C H 3 in the form of a dashed line. C 3 is dash bonded to O H.

The figure illustrates the structure of a molecule labeled achiral. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 2 is single bonded to O H on the right and C H 3 on the upper right in the form of a line.

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Verified step by step guidance

Identify the reaction type: The reaction involves the addition of BH3 followed by NaOH and H2O2, which is a hydroboration-oxidation reaction.

Understand the regioselectivity: Hydroboration-oxidation adds water across the double bond in an anti-Markovnikov fashion, meaning the OH group will attach to the less substituted carbon of the double bond.

Consider the stereochemistry: Hydroboration-oxidation proceeds with syn addition, meaning that the hydrogen and hydroxyl group will add to the same side of the double bond.

Analyze the product formation: The reaction will produce a mixture of stereoisomers due to the syn addition, resulting in enantiomers if the product is chiral.

Determine the major product: Based on the provided images, the major product is a pair of enantiomers, where the OH group is added to the less substituted carbon of the original alkene.