MS 4608 - SCC Chem 420 Dr. Zenner Unit 7 Homework Set

MS 4608 - SCC Chem 420 Dr. Zenner Unit 7 Homework Set

Description: Unit 7 Homework: Please complete the EVEN problems in Chapters 9 and 10 of your Second Language text, and the following problems from Mendelset.

Total Problems: 15

  1. Problem # 660

    Using your knowledge of 1H NMR, predict the NMR spectrum for the compound below. (draw out the spectrum you would expect to see). Be sure to include:

    • peak integrations
    • peak multiplicities
    • chemical shifts (approximate)

  2. Problem # 662

    The 1H and 13C NMR spectra of a compound with chemical formula C10H14O are shown below. The compound's IR spectrum shows a broad peak at 3,300 cm-1. Determine the structure of this compound.

  3. Problem # 663

    The 1H and 13C NMR spectra of a compound with chemical formula C4H6O2 are shown below. The compound's IR spectrum shows a sharp peak at 1,700 cm-1. Determine the structure of this compound.

  4. Problem # 534

    Using curved arrows, draw the mechanism for the SN2 reaction below.

  5. Problem # 348

    For the reaction below, draw the structures of the carbocation intermediate and the final product.

  6. Problem # 535
     

    Rank the following anions in order of decreasing stability (1 = most stable)

  7. Problem # 536

    Rank the following electrophiles in order of decreasing reactivity with NaN3 in DMF. (1 = most reactive)

  8. Problem # 537
     

    Indicate the reagents necessary to carry out each transformation.

  9. Problem # 538
     

    Rank the following electrophiles in order of decreasing reactivity with NaN3 in DMF. (1 = most reactive)

  10. Problem # 539

    Rank the following compounds in order of decreasing nucleophilicity. (1 = most nucleophilic)

  11. Problem # 540

     

    Rank the following anions in order of decreasing stability (1 = most stable)

  12. Problem # 541
     

    Rank the following compounds in order of decreasing reactivity with NaI in acetone. (1 = most reactive)

  13. Problem # 542

     

    Rank the following compounds in order of decreasing reactivity with water (solvolysis). (1 = most reactive)

  14. Problem # 560
     

    For each reaction below, determine whether the primary reaction is SN1, SN2, E1, or E2, and then draw the product.

    Note: Me = methyl (CH3)

  15. Problem # 703

    Show two ways to prepare the ether below from a combination of an alcohol and an alkyl halide via the Williamson ether synthesis.

    Is one way better than the other? Why?