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

8. Elimination Reactions

Cumulative Substitution/Elimination

Organic Chemistry

8. Elimination Reactions

Cumulative Substitution/Elimination

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Multiple Choice

Predict the mechanism for the following reactions. Provide the full mechanism and draw the final product.

Chemical structure of a hexane ring with an OH group attached.

Chemical structure showing HS and OH groups on a hexane ring.

Chemical structure of a hexane ring with an OH group and a double bond.

Chemical structure showing HS and OH groups on a hexane ring with a double bond.

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Verified step by step guidance

Identify the type of reaction: The reaction involves a cyclohexane ring with a bromine (Br) and a hydroxyl (OH) group. The reagent is NaSH, which suggests a nucleophilic substitution reaction.

Determine the leaving group: In this reaction, the bromine (Br) is the leaving group. It is a good leaving group due to its ability to stabilize the negative charge after leaving.

Identify the nucleophile: The nucleophile in this reaction is the SH- ion from NaSH. It will attack the carbon atom bonded to the bromine.

Predict the mechanism: The reaction likely follows an SN2 mechanism, where the SH- ion attacks the carbon from the opposite side of the leaving group, leading to an inversion of configuration at that carbon center.

Draw the final product: After the nucleophilic attack and the departure of the bromine, the final product will have the SH group replacing the Br, with the OH group remaining in its original position.