1. What would be the expected product(s) of the following reactions? A) B) C) D) E) Page 1 2. What would be the MAJOR organic product of the following reaction? A) B) C) D) E) 3. What product would you expect from the reaction shown below? A) B) C) D) E) Page 2 III and V II and IV I, III and V II and III I, II and IV 4. Which of the following are E isomers? A) B) C) D) E) K+-OtBu CH3S- Na+ H2SO4 CH3O- Na+ K+ -CN 5. Which reagent(s) would you expect to give the highest yield of the product shown? A) B) C) D) E) K+-OtBu NaCN CH3S-Na+ NaOH CH3O-Na+ 6. What reagent would give the highest yield of the product shown below? A) B) C) D) E) Page 3 7. What product, if any, would result from the reaction shown below? A) B) C) D) both A and B E) no reaction occurs Page 4 8. Predict the product of the following reaction: A) Page 6 9. Predict the MAJOR product of the following reaction: B) A) B) E) D) C) E) D) C) Page 5 10. What would be the major organic product of the following reaction? A) B) C) D) E) Page 7 11. Predict the MAJOR product of the following reaction: A) B) C) D) E) Page 8 12. Predict the MAJOR product of the following reaction: 2,3-dimethylcyclohexanol + H2SO4 A) B) C) D) E) Page 9 13. Predict the MAJOR product of the following reaction A) B) Which of the following is true of thiols? They are more acidic than alcohols. They have lower boiling points than the corresponding alcohol. Thiol oxidations proceed very differently than alcohol oxidations. All of these. Two of these. C) D) A and B in equal proportions E) B and C in equal proportions 14. A) B) C) D) E) 15. Which of the following reactions would produce diethyl ether? A) B) C) D) All of these. E) Two of these. Page 10 16. A) B) C) D) E) Saytzev's Rule has to do with the following: Free-radical substitutions Hydration of double bonds Bromination of double bonds Products of elimination reactions Hydrogenation of double bonds 17. What is the MAJOR product of the following reaction? A) B) C) D) E) Page 11 18. What would be the major organic product expected from the following reaction? A) B) C) D) E) Page 12 19. What is the MAJOR product of the following reaction? A) B) C) D) E) Page 13 20. What is the MAJOR product of the following reaction: A) B) C) D) E) none of these Page 14 21. What is the product of the following reaction? A) B) C) D) E) Page 15 22. What would be the product of the following reaction? A) B) C) D) E) Page 16 23. What would be the product of the following reaction? A) B) C) D) E) Page 17 24. Which of the following reactions would be the best for the preparation of anisole (methoxybenzene)? A) B) C) D) E) None of these would work. Page 18 25. What would be the product of the following reaction? A) B) C) D) E) Page 19 26. What would be the expected product for the following reaction? A) B) C) D) E) Page 20 27. Which alcohol could be prepared by the greatest number of different combinations of Grignard reagents and carbonyl compounds (aldehydes, ketones and/or esters)? (no multi-step reactions are intended here) A) B) C) D) E) Page 21 28. What would be the expected organic product of the following reaction? A) B) C) D) E) Page 22 29. What is the MAJOR product of the following reaction? A) B) C) D) E) Page 23 30. Which of the following reactions would produce the alcohol shown below? A) B) C) D) All of these E) Two of these 31. What is the MAJOR product of the following reaction? A) B) C) D) E) no net reaction occurs Page 24 32. What is the major product of the following reaction? A) B) C) D) E) Page 25 33. What is the expected product of the following reaction? A) B) C) D) E) Page 26 34. Predict the product of the following reaction: A) B) C) D) E) Page 27 35. Which of the sequences below would accomplish the following transformation? A) B) C) D) E) H2SO4, H2O H 2CrO4 O2 (slow) HO-, H2O None of these. 36. Which of the following reagents would accomplish the reaction shown? A) B) C) D) E) Page 28 37. Which of the following reactions would produce the alcohol shown? A) B) C) D) All of these. E) None of these Page 29 B B C B D A A D B C D D C D E D D C A B D A A C A B A C A D E A A D B E D Answer Key - Ferret:Exam:chem 109a 2003:quiz 5.qf.ef 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. 11. 12. 13. 14. 15. 16. 17. 18. 19. 20. 21. 22. 23. 24. 25. 26. 27. 28. 29. 30. 31. 32. 33. 34. 35. 36. 37. Page 30
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