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 Carboxylic Acids

Organic Chemistry

22. Carboxylic Acid Derivatives: NAS

Naming Carboxylic Acids

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2:57 minutes

Problem 49b

Textbook Question

The following carboxylic acids were named incorrectly. Provide the correct name.
(b) 6-bromocyclohexane carboxylic acid

Verified step by step guidance

Identify the structure of the compound: The name '6-bromocyclohexane carboxylic acid' suggests a cyclohexane ring with a bromine substituent and a carboxylic acid group.

Understand the numbering of the cyclohexane ring: In cyclohexane, the numbering starts from the carbon attached to the functional group, which is the carboxylic acid group in this case.

Locate the substituent: The bromine substituent should be correctly numbered based on its position relative to the carboxylic acid group. Since cyclohexane is a ring, the numbering should start from the carbon attached to the carboxylic acid group.

Correct the numbering: Ensure that the bromine is at the lowest possible number. In a cyclohexane ring, the carboxylic acid group is at position 1, so the bromine should be numbered accordingly.

Provide the correct name: Based on the correct numbering, the name should reflect the position of the bromine substituent relative to the carboxylic acid group, ensuring the lowest possible number for the substituent.

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Key Concepts

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

IUPAC Nomenclature

The International Union of Pure and Applied Chemistry (IUPAC) nomenclature is a standardized method for naming chemical compounds. It ensures that each compound has a unique and universally accepted name. For carboxylic acids, the name is derived from the longest carbon chain containing the carboxyl group, with the suffix '-oic acid' added. Substituents are named and numbered according to their position on the chain.

Cycloalkane Naming

Cycloalkanes are saturated hydrocarbons with carbon atoms arranged in a ring. When naming cycloalkanes, the prefix 'cyclo-' is added to the alkane name corresponding to the number of carbon atoms in the ring. Substituents on the ring are named and numbered to give the lowest possible numbers, and the carboxyl group takes priority in numbering.

Functional Group Priority

In organic chemistry, functional groups are specific groups of atoms within molecules that determine the chemical properties of those molecules. The carboxyl group (-COOH) is one of the highest priority functional groups. When naming compounds, the carboxyl group is given the highest priority, influencing the numbering of the carbon chain and the naming of the compound.

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