University:
Purdue University
Course:
CHM 34201 | Inorganic Chemistry Laboratory
Academic year:

2020
Views:

403

Pages:

8
Author:

sonalhava9qv

Reactions at alpha carbon HW 1. Give an example for each of the following: a b-keto nitrile 2. a b-keto aldehyde enol tautomer of cyclopentanone List the compounds in each of the following groups in order from strongest acid to weakest acid: a. b. 3. Draw the enol tautomers for each of the following compounds. For compounds that have more than one enol tautomer, indicate which one is more stable. a. b. c. d. 4. Describe how the following compounds could be prepared from cyclohexanone using an enamine intermediate: a. b. 5. How could you prepare the following compounds using a starting material containing no more than three carbons? 6. What reagents should be used to prepare the following compounds? 7. Draw the products of the following reactions: 8. Which of the following esters cannot undergo a Claisen condensation? 9. Draw the product of the reaction of each of the following compounds with a base: a. b. 10. Draw the product obtained by heating each pair of ketones in a basic solution. 11. What two carbonyl compounds are needed to synthesize each of the following compounds, using a Robinson annulation? 12. Identify A–L. (Hint: A shows three singlets in its 1H NMR spectrum with integral ratios 3 : 2 : 3 and gives a positive iodoform test;) 13. Show how the following compounds could be prepared from cyclohexanone: 14. Propose a mechanism for the following conversion. 15. What would be the product of this reaction? 16. What would be the product of this reaction? 17. Which compound forms the greatest equilibrium concentration of the enol tautomer? 18. Which set of the reagents would accomplish this conversion? 19. What would be the major organic product of this base-catalyzed reaction? 20. Which compound when treated with NaPCH3 followed by neutralization with aqueous acid will produce this b-diketone? 21. What would be the major product of this reaction sequence? 22. Which of these reactants can be used to make the compound shown by an intramolecular aldol reaction?