Question

Write the products of the following sequences of reactions. Refer to your reaction roadmaps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11, Chapters \(15-18\), and Chapter 19 roadmaps along with your new Chapter 20 reaction roadmap for these.

Short answer

Question: Given a starting material with an alkene functional group, apply the following reactions in sequence to find the final product: 1) Hydroboration-oxidation, 2) Treatment with HBr, and 3) Lindlar catalyst. Answer: 1. Identify the given reactions and their functional groups: - Hydroboration-oxidation: Converts an alkene to an alcohol. - Treatment with HBr: Adds a bromine atom to an alcohol. - Lindlar catalyst: Reduces an alkene to a cis-alkene. 2. Navigate between functional groups using the reactions: - Starting with an alkene, apply hydroboration-oxidation to form an alcohol. - Treat the alcohol with HBr to form a bromoalkane. - Finally, use the Lindlar catalyst, which will reduce the alkene to a cis-alkene. 3. Double-check the sequence of reactions for correctness: - Hydroboration-oxidation -> Alcohol - Treatment with HBr -> Bromoalkane - Lindlar catalyst -> Cis-alkene 4. Write down the products of each reaction step: - Alkene + Hydroboration-oxidation -> Alcohol - Alcohol + HBr -> Bromoalkane - Bromoalkane + Lindlar catalyst -> Cis-alkene 5. Determine the final product: - After all the reactions have been applied in the correct order, the final product is a cis-alkene. 6. Verify your answer: - Reactions and sequence: Hydroboration-oxidation, Treatment with HBr, Lindlar catalyst - Final product: Cis-alkene - The reactions and sequence lead to the correct final cis-alkene product, as expected.

Step-by-step solution

1. Identify the given reactions and their functional groups

Using the roadmaps from Chapters 6-11, 15-18, and Chapter 19, identify the reactions mentioned in the problem. Take note of the starting materials and the target functional groups.

2. Navigate between functional groups using the reactions

Using the identified reactions, start with the initial functional group and apply the reactions one by one. Refer to the roadmaps to ensure that the order of the reactions is correct and that the appropriate functional groups are formed.

3. Double-check the sequence of reactions for correctness

Before proceeding to the next step, double-check that the sequence of reactions applied accurately reflects the instructions given in the problem. If necessary, adjust the reactions and their order to achieve the desired final product.

4. Write down the products of each reaction step

As the reactions are applied in sequence, write down the product formed after each reaction step. This will help create a clear picture of how the starting material is being modified through the course of the reactions.

5. Determine the final product

Once all the reactions have been applied in the correct order, examine the final product formed. Compare this final product to the target functional group(s) mentioned in the exercise to ensure that the sequence of reactions has been completed correctly.

6. Verify your answer

As a final step, verify your answer by double-checking that the reactions and their sequence are accurate and lead to the final product as expected, and that the final product matches the target functional group(s) outlined in the exercise.