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 Ethers

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Naming Ethers

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Problem 87e

Textbook Question

Draw the correct structure from the following IUPAC names:

(e) (R)-2,2-dimethyl-1-phenylpropane-1-thiol

Verified step by step guidance

Identify the main chain: The IUPAC name indicates a propane backbone, which means the main chain consists of three carbon atoms.

Locate the substituents: The name '2,2-dimethyl' indicates two methyl groups attached to the second carbon of the propane chain.

Identify the thiol group: The suffix '-thiol' indicates the presence of an SH group attached to the first carbon of the main chain.

Add the phenyl group: The name '1-phenyl' indicates a phenyl group (C₆H₅) attached to the first carbon of the main chain.

Determine the stereochemistry: The (R) configuration indicates the spatial arrangement of the groups around the chiral center (the first carbon), which should be arranged according to the Cahn-Ingold-Prelog priority rules to achieve the R configuration.

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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 standardized system for naming chemical compounds. It provides a systematic way to describe the structure of a molecule using specific rules and conventions. Understanding IUPAC names involves identifying the main chain, substituents, and functional groups, which are crucial for drawing the correct chemical structure.

Stereochemistry: R/S Configuration

Stereochemistry involves the study of the spatial arrangement of atoms in molecules. The R/S configuration is a method to describe the absolute configuration of chiral centers. The 'R' configuration indicates the arrangement of substituents around a chiral center in a clockwise direction, which is essential for accurately depicting the molecule's 3D structure.

Functional Groups: Thiol

A thiol is a functional group characterized by a sulfur atom bonded to a hydrogen atom (-SH). It is similar to an alcohol but contains sulfur instead of oxygen. Recognizing thiols is important for identifying the chemical properties and reactivity of the compound, as they often play a key role in the molecule's behavior and interactions.

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