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

Leaving Group Conversions - Sulfonyl Chlorides

Organic Chemistry

12. Alcohols, Ethers, Epoxides and Thiols

Leaving Group Conversions - Sulfonyl Chlorides

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4:53 minutes

Problem 89b

Textbook Question

Predict the product for each of the following reactions.
(b)

Verified step by step guidance

Identify the type of reaction taking place. Common types include substitution, addition, elimination, and rearrangement reactions. Understanding the reaction type will guide the prediction of the product.

Examine the reactants involved in the reaction. Look for functional groups, stereochemistry, and any other relevant structural features that might influence the reaction pathway.

Consider the reaction conditions provided, such as temperature, solvent, and catalysts. These conditions can significantly affect the mechanism and the final product.

Apply the appropriate reaction mechanism based on the identified reaction type and conditions. For example, if it's a nucleophilic substitution, determine whether it follows an SN1 or SN2 mechanism.

Predict the product by following the mechanism step-by-step, ensuring to account for any stereochemical changes, rearrangements, or formation of intermediates that might occur during the reaction.

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Key Concepts

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

Reaction Mechanism

A reaction mechanism describes the step-by-step sequence of elementary reactions by which overall chemical change occurs. Understanding the mechanism is crucial for predicting the products of a reaction, as it involves identifying the intermediates and transition states that lead to the final product.

Functional Groups

Functional groups are specific groups of atoms within molecules that have characteristic properties and reactivity. Recognizing the functional groups involved in a reaction helps predict the types of chemical reactions that can occur, such as nucleophilic substitutions or electrophilic additions, and thus the possible products.

Regioselectivity and Stereoselectivity

Regioselectivity refers to the preference of one direction of chemical bond making or breaking over all other possible directions. Stereoselectivity involves the formation of one stereoisomer over another in a chemical reaction. Both concepts are essential for predicting the major product in reactions where multiple outcomes are possible, such as in the formation of alkenes or chiral centers.

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Textbook Question

What is the major product(s) of each of the following reactions?

Textbook Question

Show how 1-propanol can be converted into the following compounds by means of a sulfonate ester:

Textbook Question

Show how you would convert propan-1-ol to the following compounds using tosylate intermediates. You may use whatever additional reagents are needed.

a. 1-bromopropane

b. propan-1-amine, CH₃CH₂CH₂NH₂

Textbook Question

Predict the product for each of the following reactions.

(a)

Textbook Question

Predict the product of the following sulfonylation reactions.

(a)

Textbook Question

On the reaction coordinate diagram for the disfavored nucleophilic displacement of hydroxide, predict the curve that would demonstrate how using a tosylate makes the substitution favorable.

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Textbook Question

The sulfur atom in toluene sulfonyl chloride (TsCl) is strongly electrophilic. Why?

Textbook Question

Predict the product for each of the following reactions.

(d)

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