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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6:49 minutes

Problem 11b

Textbook Question

Draw the structures that correspond to the following names.
(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne

Verified step by step guidance

Step 1: Break down the name systematically. The name '(3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne' provides information about the structure. 'Undec' indicates the parent chain has 11 carbon atoms. '3-en' specifies a double bond at carbon 3, and '6-yne' specifies a triple bond at carbon 6.

Step 2: Analyze the stereochemistry. The '(3Z)' indicates the double bond at carbon 3 has the Z configuration (the higher priority groups are on the same side). The '(8S)' specifies the stereochemistry at carbon 8, which is in the S configuration.

Step 3: Add substituents to the parent chain. The '8-ethyl' means there is an ethyl group (-CH₂CH₃) attached to carbon 8, and '3-methyl' means there is a methyl group (-CH₃) attached to carbon 3.

Step 4: Place the double and triple bonds. Draw the 11-carbon chain, then add a double bond between carbons 3 and 4, ensuring the Z configuration. Next, add a triple bond between carbons 6 and 7.

Step 5: Confirm the stereochemistry and substituent placement. Verify that the ethyl group at carbon 8 is in the S configuration and the methyl group at carbon 3 is correctly positioned. Ensure the double bond at carbon 3 has the Z configuration.

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Key Concepts

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

Stereochemistry

Stereochemistry is the study of the spatial arrangement of atoms in molecules and how this affects their chemical properties and reactions. In the given compound, the (3Z,8S) notation indicates specific stereochemical configurations at certain carbon centers, which are crucial for accurately drawing the structure.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In this compound, the presence of an alkene (double bond) and an alkyne (triple bond) indicates the need to recognize these functional groups to understand the reactivity and properties of the molecule.

IUPAC Nomenclature

IUPAC nomenclature is a systematic method of naming organic chemical compounds. The name provided includes information about the carbon chain length, branching, and the position of double and triple bonds, which is essential for constructing the correct molecular structure. Understanding this nomenclature is key to translating the name into a visual representation.

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Related Practice

Textbook Question

From the IUPAC name, draw the corresponding structure.

(b) (1R,2S)-1-chloro-2-methylcyclobutane

Textbook Question

Draw the structure that corresponds to the compound names shown.

(a) (S)-3-bromo-3-ethylcyclohex-1-ene

Textbook Question

Draw the structure that corresponds to the compound names shown.

(b) (5R,6E)-5-bromooct-6-en-1-yne

Textbook Question

Given the following IUPAC names, draw the corresponding structures.

Textbook Question

By comparing them to the models you created in Section 6.3.2, label the following chiral centers as R or S.

(j)

Textbook Question

Order the following sets of substituents via their priority using the CIP rules. (R = position of attachment to the asymmetric center.)

(a)

Textbook Question

Of the following pairs, identify the higher priority substituent according to the CIP rules. (R = position of attachment to the asymmetric center.)

(a)

Textbook Question

Prioritize the substituents at each chiral center and then, by comparing them to the models you created in Section 6.3.2, label the absolute configuration as R or S.

(a)

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Draw the structures that correspond to the following names.(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne

Key Concepts

Stereochemistry

Functional Groups

IUPAC Nomenclature

Watch next

Draw the structures that correspond to the following names.
(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne