Which reaction would be the best choice for the formation of the following target? <img src="https://media.pearsoncmg.com/ph/esm/ecs_mullins_organic1e/msa/content/practice-test/img/Ch19_Q08_QT.jpg" alt="The figure illustrates the structure of a molecule. A 1 N and 6 C heteronuclear alkane chain is depicted as a line structure using 6 zigzag lines. N bound to H occupies the third position. C 3 is double bonded to O above. C 5 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

22. Carboxylic Acid Derivatives: NAS

Nucleophilic Acyl Substitution

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Nucleophilic Acyl Substitution

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Multiple Choice

Which reaction would be the best choice for the formation of the following target?

The figure illustrates a reaction. The reaction contains two 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 C l 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 2-carbon alkane chain is depicted as a line structure using 1 line. C 2 is single bonded to N H 2 on the lower right. Two equivalents of the second reactant are used.

The figure illustrates a reaction. The reaction contains two reactants. The first reactant has the following structure: A 1 O and 6 C heteronuclear alkane chain is depicted as a line structure using 6 zigzag lines. O occupies the third position. C 3 is double bonded to O above. C 5 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 2-carbon alkane chain is depicted as a line structure using 1 line. C 2 is single bonded to N H superscript minus on the lower right. L i superscript plus is present as a counter ion.

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Verified step by step guidance

Identify the target molecule: The target molecule is an amide, specifically N-ethyl-2-methylbutanamide.

Consider the first reaction: The first image shows an acyl chloride reacting with ethylamine. Acyl chlorides are highly reactive and can readily form amides when treated with amines. This reaction is a good candidate for forming the target amide.

Consider the second reaction: The second image shows an amide formation using an amine and an alkyl halide. This reaction typically forms secondary or tertiary amines rather than amides, so it is not suitable for forming the target molecule.

Consider the third reaction: The third image shows an ester reacting with lithium amide. Esters can be converted to amides, but the presence of lithium amide suggests a different mechanism, likely involving deprotonation rather than direct amide formation.

Consider the fourth reaction: The fourth image shows a carboxylic acid reacting with ethylamine. Carboxylic acids can form amides in the presence of amines, but typically require activation (e.g., DCC or EDC) to proceed efficiently. Without such activation, this reaction is less favorable compared to the acyl chloride reaction.