CHEM 335 Organic Chemistry II


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  • Syllabus

    Exam Keys for CHEM 333 Summer 2001
  • Exam 1 key
    Exam 2 key
    Exam 3 key
    Exam 4 key

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    Homework Problems (McMurry 5th Ed.) & Exam Review Materials

    Chapter 13:

    Chapter 17:

    Chapter 18:

    Sample Exam 1
    Sample Exam Key


    Chapter 19:

    Chapter 21:

    Synthesis Problems: Set #1, Set #1 Key, Set #2
    Aldehyde/Ketone Mechanisms
    Reaction Summary for Chap. 19 & 21.
    Sample Exam 2
    Sample Exam 2 Key


    Chapter 20:

    Chapter 22:

    Chapter 23:

    Synthesis Problems: Set #3, Set #4

    Sample Exam 3
    Sample Exam 3 Key


    Chapter 24:

    Chapter 25:

    Chapter 26:


    Final Exam Synthesis Problems: Set #5

    Semester Summary Guide

    Sample Final Exam


    Exam 1 Key:

    1. d         2. d         3. c       4. b        5. a        6. d       7. b        8. d        9. c       10. a

    11. c      12. a      13. c      14. c      15. d      16. j      17. h      18. d      19. o      20. n

    21. c      22. a      23. d      24. c      25. b      26. i      27. l       28. q      29. b      30. e


    Exam 2 Key:

    1. a         2. a        3. g       4. c        5. j        6. b        7. f         8. m        9. b       10. d

    11. c     12. a      13. d     14. d     15. d       16. c      17. b      18. d      19. d      20. d

    21. c      22. a      23. a     24. b     25. b      26. a-f     27. n      28. g     29. f      30. q


    Set #1 Key:

    Problem 1.
    Step 1: PCC
    Step 2: Ph2CuLi
    Step 3: CH3MgBr
    Step 4: H3O+ or POCl3, base
    Step 5: O3
    Problem 2.
    Step 1: PCC
    Step 2: PhMgBr
    Step 3: PCC
    Step 4: Ph3P+­­CH(CH2)2CH3
    Problem 3.
    Step 1: HOCH2CH2OH, H+
    Step 2: PCC
    Step 3: Ph3P+­­CH(CH2)2CH3
    Step 4: H3O+
    Problem 4.
    From starting aldehyde:
    Step 1. NaBH4 or LiAlH4
    Step 2. PBr3
    Step 3. Mg to give an Grignard reagent to use in Step 1 below.
    Step 4. Ph3P to give an ylide. You will use this ylide to react below.
    From starting aldehyde:
    Step 1. The Grignard reagent from Step 3 above.
    Step 2. PCC
    Step 3. The ylide from Step 4 above.