Homework Assignments

Chapter-8: Reaction of Alkene

1. Draw the acceptable major product for the following reaction

2. Draw the mechanism for each of the following transformations:

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 3. Addition of Water- Hydration of Alkenes:

i) Acid catalyzed addition

Markovnikov’s Rule followed

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A. Draw the acceptable major product for the following reaction

B. Identify whether you would use dilute sulfuric acid or concentrated sulfuric acid to achieve each
of the following transformations.

C. Draw a mechanism for each of the following transformations:

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4. Draw a mechanism for each of the following transformations:

a)

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 Practice problems: predict major products and give mechanism

5. Addition of alcohol

i) Acid catalyzed addition:

6. Addition of Halogens:

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 Practice problems:

Halohydrin formation: Addition of halogen in presence of water

Practice Problems

7. Addition of water by Oxymercuration Reduction:

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Practice Problems:

Alkoxy mercuration:-Reduction/ Addition of alcohol-formation of ether

Mechanism:

8. Hydroboration – Oxidation- Addition of water-Anti-Marko style

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Stereochemistry: Syn addition, way to make primary alcohol, Placing –OH in less substituted carbon

3 molecules of alkenes can be reacted with one mole of borane.

Practice problems:

9. Catalytic Hydrogenation:

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Practice problems:

10. Epoxidation of alkenes:

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Practice Problems:

Acid catalyzed ring opening of epoxides:

Mechanism:

11. Cyclopropanation reaction: Simmons-Smith reagent

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 Practice problems:

12. Syn Dihydroxylation of alkenes:

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 If hot and concentrated KMnO4 is used – Oxidative Cleavage of Alkene

Reaction:

13. Ozonolysis:

Miscellaneous Practice Problems:

Predict the products in the following reactions:

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Identify the reagents that you would use to accomplish each of the following transformation:

And following transformation (Draw structure and solve the problems):

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Predict the product in the following reaction:

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