Table of contents

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

Naming Amides

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Naming Amides

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4:27 minutes

Problem 10e

Textbook Question

Provide a molecular structure that corresponds to the given name.
(e) (R)-N,N-diethyl 5-cyclohexyl-3-methoxypentanamide

Verified step by step guidance

Identify the main functional group in the compound name, which is 'pentanamide'. This indicates the presence of a five-carbon chain with an amide group (\( \text{CONH}_2 \)).

Determine the substituents on the main chain. The name specifies '3-methoxy', meaning a methoxy group (\( \text{OCH}_3 \)) is attached to the third carbon of the pentanamide chain.

Locate the '5-cyclohexyl' group, which indicates a cyclohexyl group (a six-carbon ring) is attached to the fifth carbon of the pentanamide chain.

Consider the 'N,N-diethyl' prefix, which means two ethyl groups (\( \text{C}_2\text{H}_5 \)) are attached to the nitrogen atom of the amide group.

Ensure the stereochemistry is correct by assigning the (R) configuration at the chiral center. This involves prioritizing the groups attached to the chiral center according to the Cahn-Ingold-Prelog rules and arranging them to determine the (R) configuration.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

IUPAC Nomenclature

IUPAC nomenclature is a standardized system for naming chemical compounds. It involves identifying the longest carbon chain, functional groups, and substituents, and arranging them according to specific rules. Understanding this system is crucial for interpreting and constructing molecular structures from chemical names.

Stereochemistry

Stereochemistry involves the study of the spatial arrangement of atoms in molecules. The '(R)' designation in the compound name indicates the configuration of the chiral center, which affects the molecule's 3D structure and properties. Recognizing stereochemistry is essential for accurately depicting the molecular structure.

Functional Groups

Functional groups are specific groups of atoms within molecules that determine the chemical properties and reactions of those molecules. In the given compound, groups like 'N,N-diethyl', 'methoxy', and 'pentanamide' define the molecule's reactivity and interactions. Identifying these groups helps in constructing the correct molecular structure.

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