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

Making Ethers - Cumulative Practice

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Making Ethers - Cumulative Practice

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4:35 minutes

Problem 65e

Textbook Question

Draw the products of the following intramolecular reactions:
e.

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Identify the functional groups present in the starting material. Look for groups that can participate in intramolecular reactions, such as nucleophiles and electrophiles.

Determine the type of intramolecular reaction that can occur. Common types include cyclization reactions, where a nucleophile attacks an electrophile within the same molecule to form a ring.

Consider the size of the ring that will be formed. Intramolecular reactions often favor the formation of 5- or 6-membered rings due to their stability.

Draw the mechanism of the reaction, showing the movement of electrons. Use curved arrows to indicate the nucleophilic attack and the formation of the new bond.

Draw the final product, ensuring that all atoms are accounted for and that the stereochemistry is correct if applicable. Check for any possible rearrangements or additional reactions that might occur.

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Key Concepts

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

Intramolecular Reactions

Intramolecular reactions occur within a single molecule, where functional groups react with each other to form new bonds. This type of reaction often leads to the formation of cyclic structures or new functional groups, and is crucial in organic synthesis. Understanding the spatial arrangement of atoms and the reactivity of different functional groups is essential for predicting the products of these reactions.

Reaction Mechanisms

A reaction mechanism describes the step-by-step process by which reactants transform into products. It includes details about bond breaking and forming, intermediates, and transition states. Familiarity with common mechanisms, such as nucleophilic substitution or elimination, helps in predicting the outcome of intramolecular reactions and understanding the stability of the resulting products.

Stereochemistry

Stereochemistry involves the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. In intramolecular reactions, the orientation of functional groups can lead to different stereoisomers, which may have distinct properties. Recognizing stereochemical outcomes is vital for accurately drawing products and understanding their reactivity and interactions.

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Textbook Question

Show how you would synthesize each compound, starting with alkenes or cycloalkenes that contain no more than six carbon atoms. You may use any additional reagents you need.

(b)