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

4. Alkanes and Cycloalkanes

Naming Alcohols

Organic Chemistry

4. Alkanes and Cycloalkanes

Naming Alcohols

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Problem 7c

Textbook Question

Draw the structure that corresponds to the name provided.
(c) (2E,4S,6Z)-octa-2,6-dien-4-ol

Verified step by step guidance

Step 1: Break down the name systematically. The name '(2E,4S,6Z)-octa-2,6-dien-4-ol' provides information about the molecule's structure, including the number of carbons, the presence of double bonds, stereochemistry, and functional groups. 'Octa' indicates an 8-carbon chain, 'dien' specifies two double bonds, and 'ol' indicates the presence of an alcohol group (-OH).

Step 2: Identify the positions of the double bonds and their stereochemistry. The '2E' and '6Z' indicate the configuration of the double bonds at carbons 2 and 6, respectively. 'E' (entgegen) means the substituents on the double bond are on opposite sides, while 'Z' (zusammen) means they are on the same side. Use this information to correctly orient the double bonds.

Step 3: Determine the stereochemistry at carbon 4. The '4S' indicates the stereochemistry at the chiral center on carbon 4. Assign priorities to the substituents around carbon 4 based on the Cahn-Ingold-Prelog rules and ensure the configuration matches the 'S' (sinister) designation.

Step 4: Place the functional group. The '-ol' suffix specifies an alcohol group (-OH) attached to carbon 4. Ensure the hydroxyl group is correctly positioned on the chiral center while maintaining the '4S' stereochemistry.

Step 5: Assemble the structure. Combine all the information: an 8-carbon chain, double bonds at positions 2 and 6 with 'E' and 'Z' configurations, respectively, and an alcohol group at carbon 4 with 'S' stereochemistry. Draw the structure ensuring all bonds, stereochemistry, and functional groups are accurately represented.

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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 behavior. In the given compound, the stereochemical descriptors (E/Z and S) indicate the specific configurations of the double bonds and chiral centers, respectively. Understanding these configurations is crucial for accurately drawing the molecular structure.

Functional Groups

Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. In the name provided, 'ol' indicates the presence of a hydroxyl (-OH) group, which defines the compound as an alcohol. Recognizing functional groups helps in predicting the reactivity and properties of the compound.

Nomenclature

Nomenclature in organic chemistry refers to the systematic naming of chemical compounds based on their structure and functional groups. The name '(c) (2E,4S,6Z)-octa-2,6-dien-4-ol' provides information about the carbon chain length, the position of double bonds, stereochemistry, and the presence of the alcohol functional group. Mastery of nomenclature is essential for translating names into structural representations.

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