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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4:05 minutes

Problem 3f

Textbook Question

Draw the structure for each of the following:
f. β-bromobutyramide

Verified step by step guidance

Step 1: Break down the name 'β-bromobutyramide' into its components. The 'butyramide' part indicates that the compound is derived from butyric acid (a four-carbon carboxylic acid) where the -COOH group is replaced by a -CONH2 group, forming an amide.

Step 2: Identify the 'β-bromo' prefix. The 'β' position refers to the second carbon atom in the chain, starting from the carbonyl carbon (C=O) as the reference point. A bromine atom is attached to this β-carbon.

Step 3: Draw the backbone of the molecule. Start with a four-carbon chain (butane) and add the amide functional group (-CONH2) at the terminal carbon (C1).

Step 4: Place the bromine atom on the β-carbon (C3) of the chain. Ensure that the numbering starts from the carbonyl carbon to correctly position the bromine.

Step 5: Verify the structure by checking that all carbons have the correct number of bonds (four for each carbon) and that the functional groups and substituents are correctly placed as per the IUPAC name.

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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 β-bromobutyramide, the key functional groups include the amide group (-C(=O)NH2) and the bromine atom, which influences the reactivity and properties of the compound.

IUPAC Nomenclature

IUPAC nomenclature is a systematic method of naming organic chemical compounds. Understanding the rules of IUPAC naming is essential for constructing the correct structure of β-bromobutyramide, as it indicates the position of the bromine substituent and the amide functional group on the butyric acid backbone.

Stereochemistry

Stereochemistry involves the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. For β-bromobutyramide, recognizing the stereochemical implications of the bromine atom's position relative to the amide group is crucial for accurately depicting its three-dimensional structure.

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