Carbonyl Compounds III

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Presentation transcript:

Carbonyl Compounds III Chapter 19

Carbonyl Compounds III – ch. 19 1. Rank the following compounds in order of increasing pKa and draw the most likely enol tautomer.

Carbonyl Compounds III – ch. 19 2. NMR tests for the different types of hydrogen in a compound. Explain how the NMR of cyclohexanone changes after cyclohexanone is allowed to sit in a solution of basic D2O?

Carbonyl Compounds III – ch. 19 3. Predict the product for the following reactions.

Carbonyl Compounds III – ch. 19 4. Predict the product for the following reactions:

Carbonyl Compounds III – ch. 19 5. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 6. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 7. How would you prepare the following compounds from the given starting materials?

Carbonyl Compounds III – ch. 19 8. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 9. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 10. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 11. Predict the product for the following reactions:

Carbonyl Compounds III – ch. 19 12. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 13. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 14. Predict the product for the following reactions:

Carbonyl Compounds III – ch. 19 15. Predict the product for the following reactions:

Carbonyl Compounds III – ch. 19 16. Predict the product for the following reaction:

Carbonyl Compounds III – ch. 19 17. Predict the product for the following reactions:

Carbonyl Compounds III – ch. 19 18. Which of the following compounds would be expected to decarboxylate when heated. Draw the decarboxylated products if applicable.

Carbonyl Compounds III – ch. 19 19. Predict the products for the following reactions:

Carbonyl Compounds III – ch. 19 20. How would you prepare the following via malonic ester synthesis? a. 4-methylpentanoic acid b. 3-phenylpropanoic acid

Carbonyl Compounds III – ch. 19 21. Predict the products for the following reactions: