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

12. Alcohols, Ethers, Epoxides and Thiols

Naming Thiols

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Naming Thiols

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5:20 minutes

Problem 28

Textbook Question

Give IUPAC names for the following compounds.

Verified step by step guidance

Step 1: Identify the functional group in each compound. All three compounds contain a thiol group (-SH), which is a sulfur-containing functional group.

Step 2: For compound (a), determine the longest continuous carbon chain that includes the thiol group. Number the chain starting from the end closest to the thiol group to give it the lowest possible number. Identify and name any substituents attached to the main chain.

Step 3: For compound (b), identify the longest chain containing the double bond and the thiol group. Number the chain starting from the end closest to the double bond to give it the lowest possible number. Assign the position of the thiol group and the double bond, and name the substituents.

Step 4: For compound (c), recognize the cyclic structure with a double bond and a thiol group. Number the ring starting from the carbon attached to the thiol group, ensuring the double bond gets the lowest possible number. Name the compound as a cycloalkene with the thiol group.

Step 5: Combine the names of the main chain or ring, substituents, and functional groups for each compound to form the complete IUPAC name. Ensure proper use of locants (numbers) and prefixes for substituents and functional groups.

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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 identifying the structure of a compound based on its molecular formula and functional groups. Understanding the hierarchy of functional groups, the longest carbon chain, and the correct numbering of carbon atoms is essential for accurately naming compounds.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In the compounds presented, the thiol group (-SH) is a key functional group that influences the naming and properties of the compounds. Recognizing functional groups is crucial for determining the correct IUPAC name.

Alkenes and Alkyl Chains

Alkenes are hydrocarbons that contain at least one carbon-carbon double bond, while alkyl chains are branched or unbranched chains of carbon atoms. In the provided structures, identifying the presence of double bonds and the longest continuous carbon chain is vital for proper nomenclature. This understanding helps in determining the base name and any necessary prefixes or suffixes.

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