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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7:36 minutes

Problem 1q,r

Textbook Question

Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(q)
(r)

Verified step by step guidance

Step 1: Identify the functional group in the structure. Both images show carboxylic acid derivatives, specifically amides. The carbonyl group (C=O) is directly bonded to a nitrogen atom (N), which is characteristic of amides.

Step 2: Analyze the substituents attached to the nitrogen atom. In the first structure (q), the nitrogen is bonded to a methyl group (-CH3) and an ethyl group (-CH2CH3). In the second structure (r), the nitrogen is bonded to a methyl group (-CH3).

Step 3: Determine the parent structure. Both structures are derivatives of piperidine, a six-membered ring containing one nitrogen atom. The carbonyl group is attached to the nitrogen atom of the piperidine ring.

Step 4: Assign the common name. For the first structure (q), the common name is N-methyl-N-ethylpiperidinecarboxamide, reflecting the substituents on the nitrogen and the piperidine ring. For the second structure (r), the common name is N-methylpiperidinecarboxamide.

Step 5: Assign the IUPAC name. For the first structure (q), the IUPAC name is N-methyl-N-ethyl-1-piperidinecarboxamide. For the second structure (r), the IUPAC name is N-methyl-1-piperidinecarboxamide. The numbering starts at the nitrogen atom in the piperidine ring, and the carboxamide group is indicated as a substituent.

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Key Concepts

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

Carboxylic Acid Derivatives

Carboxylic acid derivatives include compounds such as esters, amides, and anhydrides, which are derived from carboxylic acids. They retain the carbonyl (C=O) group but differ in the substituents attached to the carbonyl carbon. Understanding these derivatives is crucial for naming and identifying their structures, as they exhibit distinct chemical properties and reactivities.

IUPAC Nomenclature

The International Union of Pure and Applied Chemistry (IUPAC) nomenclature provides a systematic method for naming organic compounds. It involves identifying the longest carbon chain, functional groups, and substituents to create a unique name. Familiarity with IUPAC rules is essential for accurately naming carboxylic acid derivatives and understanding their structural features.

Functional Groups

Functional groups are specific groups of atoms within molecules that determine the chemical properties and reactions of those molecules. In the context of carboxylic acid derivatives, the presence of functional groups like amides (RCONR') or esters (RCOOR') influences their reactivity and interactions. Recognizing these groups is vital for predicting the behavior of the compounds in chemical reactions.

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