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

5. Chirality

R and S Configuration

Organic Chemistry

5. Chirality

R and S Configuration

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5:49 minutes

Problem 9c

Textbook Question

Draw the structures that correspond to the following IUPAC names.
(c) (S)-3-fluoropent-1-yne

Verified step by step guidance

Step 1: Break down the IUPAC name into its components. The name '(S)-3-fluoropent-1-yne' indicates the following: (S) refers to the stereochemistry, 3-fluoro indicates a fluorine atom attached to the third carbon, pent indicates a five-carbon chain, and 1-yne indicates a triple bond at the first carbon.

Step 2: Begin by drawing the parent chain, which is pentane (a five-carbon chain). Replace the single bond at the first carbon with a triple bond to represent '1-yne'.

Step 3: Add the fluorine substituent to the third carbon of the chain. Ensure the fluorine atom is clearly attached to the correct position.

Step 4: Assign stereochemistry to the molecule. The '(S)' configuration means the substituents around the chiral center (the third carbon) must be arranged according to the Cahn-Ingold-Prelog priority rules. Determine the priorities of the groups attached to the chiral center and arrange them accordingly.

Step 5: Verify the structure by ensuring all components of the name are represented: the triple bond at the first carbon, the fluorine at the third carbon, and the correct stereochemistry (S).

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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 name, including the longest carbon chain, functional groups, and stereochemistry. Understanding these rules is essential for translating IUPAC names into chemical structures.

Stereochemistry

Stereochemistry refers to the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. The designation (S) indicates a specific configuration at a chiral center, which is crucial for understanding the compound's three-dimensional structure and its potential interactions in biological systems.

Alkynes

Alkynes are a class of hydrocarbons characterized by at least one carbon-carbon triple bond. The name 'pent-1-yne' indicates a five-carbon chain with a triple bond starting at the first carbon. Recognizing the structure of alkynes is vital for accurately drawing their chemical representations and understanding their reactivity.

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