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

Previous problemNext problem

3:11 minutes

Problem 42d,e

Textbook Question

Draw structures to correspond with the following common and systematic names:
(d) N-butylacetamide
(e) N,N-dimethylformamide

Verified step by step guidance

Step 1: Understand the naming conventions for amides. Amides are derivatives of carboxylic acids where the hydroxyl group (-OH) is replaced by an amino group (-NH2, -NHR, or -NR2). The 'N-' prefix indicates substitution on the nitrogen atom of the amide group.

Step 2: For N-butylacetamide, break down the name: 'N-butyl' indicates a butyl group attached to the nitrogen atom of the amide, and 'acetamide' refers to the amide derived from acetic acid (CH3COOH). Draw the acetamide structure first, which includes a carbonyl group (C=O) bonded to a nitrogen atom. Then attach a butyl group (CH3CH2CH2CH2-) to the nitrogen atom.

Step 3: For N,N-dimethylformamide, break down the name: 'N,N-dimethyl' indicates two methyl groups attached to the nitrogen atom of the amide, and 'formamide' refers to the amide derived from formic acid (HCOOH). Draw the formamide structure first, which includes a carbonyl group (C=O) bonded to a nitrogen atom. Then attach two methyl groups (CH3-) to the nitrogen atom.

Step 4: Ensure the connectivity and geometry of the molecules are correct. For N-butylacetamide, confirm that the butyl group is directly bonded to the nitrogen atom, and for N,N-dimethylformamide, confirm that both methyl groups are bonded to the nitrogen atom. Verify that the carbonyl group is correctly positioned in both structures.

Step 5: Label the structures clearly to distinguish between N-butylacetamide and N,N-dimethylformamide. Highlight the functional groups and substituents to ensure clarity in the representation of the molecules.

Verified video answer for a similar problem:

This video solution was recommended by our tutors as helpful for the problem above

Video duration:

Play a video:

Was this helpful?

Key Concepts

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

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In the case of N-butylacetamide, the amide functional group (-C(=O)N-) is crucial for its structure and reactivity. Understanding functional groups helps in predicting the behavior of organic compounds and their interactions.

IUPAC Nomenclature

IUPAC nomenclature is a systematic method of naming organic chemical compounds based on their structure. It provides a standardized way to identify compounds, such as N-butylacetamide and N,N-dimethylformamide, by indicating the types and positions of functional groups. Familiarity with IUPAC rules is essential for accurately interpreting and drawing chemical structures.

Structural Representation

Structural representation refers to the way in which the arrangement of atoms in a molecule is depicted, including bond types and connectivity. For example, drawing N-butylacetamide involves illustrating the butyl group attached to the acetamide structure. Mastery of structural representation is vital for visualizing and understanding the three-dimensional shape and properties of organic molecules.

Watch next

Master Amide Nomenclature with a bite sized video explanation from Johnny

Start learning