Predict the major, organic product for the following reaction. <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch24_Q05_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 benzene ring is in a vertical orientation with C 1 occupying the topmost vertex. The ring contains alternating double bonds between C 1 and C 2, C 3 and C 4, and C 5 and C 6. C 1 is single bonded to O H. The second reactant is N a O H written over the reaction arrow. The third reactant is C H 3 C H 2 C l 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

Williamson Ether Synthesis

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Williamson Ether Synthesis

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Multiple Choice

Predict the major, organic product for the following reaction.

The figure illustrates the structures of two products. The first product 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 and C 4 and C 5. C 1 is double bonded to O. C 6 is single bonded to C 2 of a 2-carbon alkane chain depicted as a line structure using 1 line.The second product 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 and C 5 and C 6. C 1 is double bonded to O. C 4 is single bonded to C 2 of a 2-carbon alkane chain depicted as a line structure using 1 line.

The figure illustrates the structure of a molecule. A benzene ring is in a vertical orientation with C 1 occupying the topmost vertex. The ring contains alternating double bonds between C 1 and C 2, C 3 and C 4, and C 5 and C 6. C 1 is single bonded to O. O is single bonded on the upper right to C 1 of a 2-carbon alkane chain depicted as a line structure using one line.

The figure illustrates the structures of two products. The first product has the following structure: A benzene ring is in a vertical orientation with C 1 occupying the topmost vertex. The ring contains alternating double bonds between C 1 and C 2, C 3 and C 4, and C 5 and C 6. C 1 is single bonded to O H. The second product has the following structure: A 2-carbon alkene chain is depicted as a line structure using 2 parallel lines.

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Verified step by step guidance

Identify the starting material and reagents: The starting material is phenol (C6H5OH), and the reagents are NaOH and ethyl chloride (CH3CH2Cl).

Understand the role of NaOH: NaOH is a strong base that will deprotonate the phenol, forming the phenoxide ion (C6H5O-). This ion is a good nucleophile.

Consider the reaction with ethyl chloride: The phenoxide ion will attack the ethyl chloride in a nucleophilic substitution reaction, specifically an SN2 mechanism, where the chloride ion (Cl-) is the leaving group.

Predict the product of the reaction: The nucleophilic attack by the phenoxide ion on the ethyl chloride will result in the formation of ethyl phenyl ether (C6H5OCH2CH3).

Verify the reaction type and conditions: This is a Williamson ether synthesis, which typically involves an alkoxide ion reacting with a primary alkyl halide under basic conditions to form an ether.