Table of contents

1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 19m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 18m
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 Acids3h 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

21. Aldehydes and Ketones: Nucleophilic Addition

Naming Ketones

Organic Chemistry

21. Aldehydes and Ketones: Nucleophilic Addition

Naming Ketones

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4:56 minutes

Problem 17.56bMullins - 1st Edition

Textbook Question

(•) The following molecules were named incorrectly according to IUPAC nomenclature. Give the correct name of these compounds.

(b) (R)-6-bromo-7-oxoheptan-2-one

Verified step by step guidance

Identify the longest carbon chain in the molecule, which will serve as the parent chain. In this case, it is a seven-carbon chain, so the parent name is 'heptane'.

Determine the functional groups present in the molecule. Here, we have a ketone group (oxo) and a bromo substituent.

Assign the lowest possible locants to the functional groups. The ketone group should have the highest priority, so it should be given the lowest possible number. The ketone is at position 2, making it a 2-one.

Identify the position of the bromo substituent. It is located at position 6 on the heptane chain.

Combine the information to construct the correct IUPAC name, ensuring that the stereochemistry is correctly indicated. The correct name should reflect the position of the substituents and the stereochemistry, if applicable.

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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 systematic method for naming organic chemical compounds. It provides rules for naming based on the structure of the molecule, including the longest carbon chain, functional groups, and stereochemistry. Understanding these rules is essential for accurately identifying and naming compounds, ensuring clear communication in the scientific community.

Stereochemistry

Stereochemistry refers to the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. In the context of the given compound, the designation (R) indicates a specific three-dimensional configuration around a chiral center. Recognizing stereochemical descriptors is crucial for correctly interpreting and naming compounds with chiral centers.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In the compound mentioned, the presence of a ketone (indicated by 'oxo') and a bromo substituent are key features that influence the compound's reactivity and nomenclature. Identifying functional groups is vital for proper naming and understanding the compound's properties.