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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3:39 minutes

Problem 9a

Textbook Question

Draw the structures that correspond to the following IUPAC names.
(a) (R)-4-isopropyl-6-methylhept-2-yne

Verified step by step guidance

Step 1: Break down the IUPAC name into its components. The name '(R)-4-isopropyl-6-methylhept-2-yne' indicates: (a) 'hept' as the parent chain, meaning it has 7 carbon atoms, (b) '2-yne' indicates a triple bond starting at carbon 2, (c) substituents '4-isopropyl' and '6-methyl' are attached to the parent chain, and (d) the '(R)' configuration specifies the stereochemistry at carbon 4.

Step 2: Draw the parent chain. Start with a straight chain of 7 carbon atoms (heptane). Add a triple bond between carbons 2 and 3 to represent the '2-yne' functional group.

Step 3: Add the substituents. Attach an isopropyl group (a branched group with the structure CH(CH3)2) to carbon 4 and a methyl group (CH3) to carbon 6 of the parent chain.

Step 4: Assign the stereochemistry. The '(R)' configuration at carbon 4 means you need to prioritize the groups attached to this carbon based on the Cahn-Ingold-Prelog rules. Arrange the groups in 3D space and ensure the configuration matches the '(R)' designation.

Step 5: Verify the structure. Double-check that the parent chain, triple bond, substituents, and stereochemistry are all correctly represented in the final structure.

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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 a set of rules to derive the name from the structure, ensuring that each compound has a unique and descriptive name. Understanding the nomenclature rules, such as identifying the longest carbon chain and substituents, is essential for accurately interpreting and drawing 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 of (R) or (S) in a compound indicates its specific three-dimensional configuration around a chiral center. Recognizing stereochemical descriptors is crucial for drawing the correct structure, especially when dealing with chiral compounds.

Alkynes

Alkynes are a class of hydrocarbons characterized by at least one carbon-carbon triple bond. They are unsaturated compounds and can exhibit unique reactivity due to the presence of this triple bond. Understanding the structure and properties of alkynes, including how to represent them in structural formulas, is vital for accurately drawing compounds like (R)-4-isopropyl-6-methylhept-2-yne.

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