Predict the major, organic product of the following E1 reaction. <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch12_Q11_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 2 is wedge bonded to B r. C 3 is wedge bonded to C 2 of a 3-carbon alkane chain depicted as a line structure using 2 zigzag lines. The second reactant is E t O H written over the reaction arrow and the symbol of heat is depiected below 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

E1 Reaction

Organic Chemistry

8. Elimination Reactions

E1 Reaction

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Multiple Choice

Predict the major, organic product of the following E1 reaction.

The figure illustrates the structure of a molecule. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. A double bond is present between C 1 and C 2. C 3 is wedge bonded to C 2 of a 3-carbon alkane chain depicted as a line structure using 2 zigzag lines.

The figure illustrates the structure of a molecule. A 6-carbon hexagonal ring is in a vertical orientation with C 1 occupying the topmost vertex. C 3 is double bonded to C 2 of a 3-carbon alkane chain depicted as a line structure using 2 zigzag lines.

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Verified step by step guidance

Identify the substrate: The given substrate is a cyclohexane ring with a bromine substituent and an isopropyl group. The bromine is a good leaving group, which is essential for the E1 reaction.

Recognize the reaction conditions: The reaction is carried out in ethanol (EtOH) with heat (Δ), which are typical conditions for an E1 elimination reaction.

Understand the E1 mechanism: E1 reactions proceed via a two-step mechanism. First, the leaving group (Br) departs, forming a carbocation intermediate. This step is the rate-determining step.

Consider carbocation stability: The carbocation formed is tertiary, which is relatively stable. This stability favors the E1 mechanism.

Determine the major product: The major product of an E1 reaction is typically the more substituted alkene, following Zaitsev's rule. The double bond will form between the carbocation and the adjacent carbon, leading to the most stable (more substituted) alkene.