Which of the following reactions will NOT form the given target? <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch16_Q05_QT.jpg" alt="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 2 is single bonded to C 1 of a 6-carbon alkane chain depicted as a line structure using 5 zigzag lines. C 3 of the alkane chain is single bonded to O H above. C 5 of the alkane chain is single bonded to C H 3 above in the form of a line." />

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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

13. Alcohols and Carbonyl Compounds

Organometallic Cumulative Practice

Organic Chemistry

13. Alcohols and Carbonyl Compounds

Organometallic Cumulative Practice

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Multiple Choice

Which of the following reactions will NOT form the given target?

The figure illustrates a reaction. 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 2 is single bonded to C 1 of a 4-carbon alkane chain depicted as a line structure using 3 zigzag lines. C 3 and C 4 of the alkane chain are each single bonded to a common O atom above. The second reactant written over the reaction arrow has the following structure: A 3-carbon alkane chain depicted as a line structure using 2 zigzag lines. C 2 is single bonded to L i on the lower left. The third reactant is H 3 O superscript plus quench written under the reaction arrow.

The figure illustrates a reaction. The reaction contains three reactants. The first reactant has the following structure: A 3-membered heterocyclic triangular ring is in a horizontal orientation and consists of 1 O and 2 C atoms. O occupies the first position, which is the top left vertex. C 1 is single bonded to C 1 of a 3-carbon alkane chain depicted as a line structure using 2 zigzag lines. C 2 of the alkane chain is single bonded to C H 3 above in the form of a line. The second reactant written over the reaction arrow 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 2 is single bonded to C H 2 in the form of a line. C H 2 is single bonded to M g B r on the lower right. The third reactant is H 3 O superscript plus quench written under the reaction arrow.

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 2 is single bonded to C 1 of a 3-carbon alkane chain depicted as a line structure using 2 zigzag lines. C 3 of the alkane chain is double bonded to O above and single bonded to H on the lower right. The second reactant written over the reaction arrow has the following structure: A 4-carbon alkane chain is depicted as a line structure using 3 zigzag lines. C 1 is single bonded to M g B r on the lower left. C 3 is single bonded to C H 3 above in the form of a line. The third reactant is H 3 O superscript plus quench written under the reaction arrow.

The figure illustrates a reaction. The reaction contains three reactants. The first reactant has the following structure: A 4-carbon alkane chain is depicted as a line structure using 3 zigzag lines. C 1 is single bonded to H on the lower left and double bonded to O above. C 3 is single bonded to C H 3 above in the form of a line. The second reactant written over the reaction arrow 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 2 is single bonded to C 1 of a 2-carbon alkane chain depicted as a line structure using 1 line. C 2 of the alkane chain is single bonded to L i on the upper right. The third reactant is H 3 O superscript plus quench written under the reaction arrow.

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Identify the target molecule: The target molecule is a secondary alcohol with a phenyl group and an isopropyl group attached to the same carbon.

Analyze the first reaction: The first reaction involves a Grignard reagent (isopropyl magnesium bromide) reacting with a benzyl epoxide. This reaction will open the epoxide and form a secondary alcohol, matching the target structure.

Analyze the second reaction: The second reaction involves a Grignard reagent (benzyl magnesium bromide) reacting with an isopropyl epoxide. This reaction will also open the epoxide and form a secondary alcohol, matching the target structure.

Analyze the third reaction: The third reaction involves a Grignard reagent (isopropyl magnesium bromide) reacting with a benzyl aldehyde. This reaction will form a secondary alcohol, matching the target structure.

Analyze the fourth reaction: The fourth reaction involves a lithium reagent (benzyl lithium) reacting with an isopropyl aldehyde. This reaction will form a secondary alcohol, matching the target structure. Therefore, all reactions except one will form the target molecule.