Table of contents

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

Acid-Catalyzed Hydration

Organic Chemistry

10. Addition Reactions

Acid-Catalyzed Hydration

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Multiple Choice

Predict the product of the following reaction.

Product structure of cyclohexanol with an OH group attached.

Product structure of cyclohexyl hydrogen sulfate with OSO3H group.

Product structure of cyclohexanol with an OH group at a different position.

Product structure of cyclohexyl sulfate with HO3SO group.

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Verified step by step guidance

Identify the type of reaction: The reaction involves an alkene and water in the presence of sulfuric acid (H2SO4), which suggests an acid-catalyzed hydration reaction.

Understand the mechanism: In acid-catalyzed hydration, the alkene undergoes protonation to form a carbocation intermediate. The double bond will attack a proton (H+) from the acid, leading to the formation of a more stable carbocation.

Consider carbocation stability: The stability of the carbocation is crucial. In this case, the carbocation will form at the more substituted carbon, which is more stable due to hyperconjugation and inductive effects.

Nucleophilic attack by water: Once the carbocation is formed, water (H2O) will act as a nucleophile and attack the carbocation, leading to the formation of an oxonium ion.

Deprotonation to form the alcohol: Finally, the oxonium ion will lose a proton (H+) to form the alcohol product. This step is facilitated by the presence of the acid, which helps in the deprotonation process.