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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6:07 minutes

Problem 1d,e

Textbook Question

Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(d) PhNHCOCH₂CH(CH₃)₂
(e) CH₃CONHCH₂Ph

Verified step by step guidance

Step 1: Analyze the structure (d) PhNHCOCH2CH(CH3)2. This compound contains a phenyl group (Ph), an amide functional group (-CONH-), and an isobutyl group attached to the carbonyl carbon. The phenyl group is directly bonded to the nitrogen atom of the amide.

Step 2: Assign the common name for (d). The common name for amides is derived from the carboxylic acid name, replacing 'ic acid' with 'amide.' The isobutyl group is named as a substituent. The common name for this compound is 'phenyl isobutyramide.'

Step 3: Assign the IUPAC name for (d). In IUPAC nomenclature, the amide is named based on the parent chain of the carboxylic acid. The phenyl group is treated as a substituent on the nitrogen atom. The IUPAC name for this compound is 'N-phenyl-2-methylpropanamide.'

Step 4: Analyze the structure (e) CH3CONHCH2Ph. This compound contains a methyl group (CH3), an amide functional group (-CONH-), and a benzyl group (CH2Ph) attached to the nitrogen atom of the amide.

Step 5: Assign the common and IUPAC names for (e). The common name is 'benzylacetamide,' derived from acetic acid. The IUPAC name is 'N-benzylacetamide,' where the benzyl group is treated as a substituent on the nitrogen atom.

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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 carboxyl functional group (–COOH) but have different substituents replacing the hydroxyl group (–OH). Understanding these derivatives is crucial for naming and identifying their structures, as they exhibit distinct chemical properties and reactivity.

IUPAC Nomenclature

The International Union of Pure and Applied Chemistry (IUPAC) nomenclature provides a systematic method for naming chemical compounds. For carboxylic acid derivatives, the naming involves identifying the longest carbon chain, determining the functional groups present, and applying specific suffixes and prefixes. Familiarity with IUPAC rules is essential for accurately naming compounds and communicating chemical information.

Common Names vs. IUPAC Names

Common names are often simpler and more traditional names used for chemical compounds, while IUPAC names follow a standardized set of rules. For example, acetic acid is the common name for ethanoic acid. Understanding the difference between these naming conventions is important for recognizing compounds in both academic and practical contexts, as some compounds are more commonly referred to by their common names.

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