MS 4525 - C420 Unit 2 Homework

Solutions can be seen at mendelset.com/ms/4525

Submitted by brucezenner on January 29, 2015

Description: Second homework set for Chem 420

Total Problems: 13


  1. Problem # 1287

    Rank each set of compounds in order of decreasing boiling point (1 = highest boiling point):

    a) ethane, n-octane, n-pentane

    b) n-butane, 1-butanol, 1-chlorobutane.

    c) n-octane, 2-methylheptane, 2,5-dimethylhexane

     

    (Note that the n- prefix before an alkane just means that it's one chain, without any branching.)

  2. Problem # 315

     

    Draw all possible resonance forms for each structure below. Use curved arrows.

    Note that some structures only show charge, and not implied protons or lone pairs!

     

  3. Problem # 310

    For each molecule, determine the formal charge of the indicated atom.

     

  4. Problem # 311

    For each molecule below, draw in all implied lone pairs and/or protons (hydrogens) based on the formal charge shown.

     

  5. Problem # 313

    Draw all possible resonance forms for each structure below. Use curved arrows.

    Note that some structures only show charge, and not implied protons or lone pairs!

     

     

  6. Problem # 569

    Draw all resonance forms for each species. 

    For the anion and cation species, used curved arrows. For the radical species, use hooks.

  7. Problem # 580

    Draw all resonance forms for each species.

    For the anion and cation species, used curved arrows. For the radical species, use hooks.

  8. Problem # 697

    Rank the following compounds in order of decreasing boiling point.

    Also, make a guess about their relative solubilities in water. Explain your reasoning.

  9. Problem # 535

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

  10. Problem # 307

    Rank the group of molecules below in in order of decreasing basicity. (1 = most basic)

    Explain your reasoning.

  11. Problem # 540

     

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

  12. Problem # 286

    Draw the conjugate base forms of each acid listed below, then rank the acids in order or decreasing acidity (1 = most acidic).

    Explain your reasoning.

  13. Problem # 288

    Draw the conjugate base form of each acid listed below, then rank the acids in order or decreasing acidity (1 = most acidic).

    Explain your reasoning.