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/Ch12_Q06_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 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 3 is wedge bonded to C H 3 in the form of a wedged line. C 4 is dash bonded to C l. The second reactant is N a S C H 3 written over the reaction arrow. T H F 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

8. Elimination Reactions

Cumulative Substitution/Elimination

Organic Chemistry

8. Elimination Reactions

Cumulative Substitution/Elimination

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Multiple Choice

Predict the major, organic product of the following reaction.

The figure illustrates the structure of a molecule labeled only stereoisomer. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 3 is wedge bonded to C H 3 in the form of a wedged line. C 4 is wedge bonded to S C H 3.

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 3 is wedge bonded to C H 3 in the form of a wedged line. C 4 is wedge bonded to S C H 3.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 3 is wedge bonded to C H 3 in the form of a wedged line. C 4 is dash bonded to S C H 3.

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 3 is single bonded to C H 3 on the right in the form of a line and single bonded to S C H 3 on the lower right.

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Verified step by step guidance

Identify the type of reaction: The reaction involves a cyclohexyl chloride and sodium methanethiolate (NaSCH3) in tetrahydrofuran (THF). This is a nucleophilic substitution reaction.

Determine the mechanism: Since the substrate is a secondary alkyl halide and the nucleophile is a strong nucleophile, the reaction is likely to proceed via an SN2 mechanism.

Consider stereochemistry: In an SN2 reaction, the nucleophile attacks the electrophilic carbon from the side opposite to the leaving group, leading to an inversion of configuration at the carbon center.

Predict the product: The chlorine atom will be replaced by the SCH3 group, and due to the inversion of configuration, the stereochemistry at the carbon center will be inverted.

Analyze the options: Based on the inversion of configuration, the correct product will be the one where the SCH3 group is on the opposite side of the original Cl group, resulting in a specific stereoisomer.