Which reaction would be best suited to make the following target molecule? <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch10_Q08_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 5-carbon alkene chain depicted as a line structure using 4 zigzag lines. In the alkene chain, a double bond is present between C 2 and C 3." />

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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

9. Alkenes and Alkynes

Hydrogenation of Alkynes

Organic Chemistry

9. Alkenes and Alkynes

Hydrogenation of Alkynes

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Multiple Choice

Which reaction would be best suited to make the following target molecule?

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 5-carbon alkyne chain depicted as a line structure using 1 line between C 1 and C 2, three parallel lines between C 2 and C 3, and 2 zigzag lines from C 3 to C 5. The second reactant is N a superscript zero written over the reaction arrow. The third reactant is N H 3 written under the reaction arrow.

The figure illustrates a reaction. The reaction contains two 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 5-carbon alkyne chain depicted as a line structure using 1 line between C 1 and C 2, three parallel lines between C 2 and C 3, and 2 zigzag lines from C 3 to C 5. The second reactant is H 2 written over the reaction arrow. P d over C is written under the reaction arrow.

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Verified step by step guidance

Examine the target molecule structure: It is a phenyl group attached to a chain with a double bond, indicating an alkene.

Consider the first reaction option: Sodium in liquid ammonia (Na/NH3) is known for reducing alkynes to trans alkenes.

Consider the second reaction option: Palladium on carbon (Pd/C) with hydrogen (H2) typically reduces alkynes to alkanes, which would remove the double bond entirely.

Consider the third reaction option: Sodium amide (NaNH2) followed by an alkyl halide (Br) is used for alkylation of terminal alkynes, which could extend the carbon chain.

Consider the fourth reaction option: Lindlar's catalyst with hydrogen (H2) selectively reduces alkynes to cis alkenes, preserving the double bond but changing its stereochemistry.