Organic Chemistry

Lecture 10: Intermolecular Forces and Intro to Reactivity

Objectives and Skills

KEY INFORMATION SUMMARY

PROBLEMS

Problem 10.1: Intermolecular Forces
  1. Describe the intermolecular forces, in decreasing significance. SOLUTION
    1. H2CO
    2. CH3CH2OH
    3. CH3CON(CH3)2
    4. CH3C≡CH
  2. Predict which compound, for each set, would have the strongest intermolecular forces. SOLUTION
    1. CH3CH2CH2CH3, (CH3)2CHCH3, (CH3)4C
    2. CH3CH2CH2OH, (CH3)2COHCH3, (CH3)3COH
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the next problem ;)

Problem 10.2: Physical Properties
  1. Predict which compound, for each set, will have the highest boiling point. SOLUTION
    1. CH3CH2CH3, CH3CH2CH2OH, CH3OCH2CH3
    2. CH3CH2CH2CH2OH, (CH3) 2CHCH2OH, (CH3) 3COH
    3. CH3CH3, CH3CF3, CF3CF3
    4. HN(CH3) 2, H2N(CH3), H3N
  2. Why does salt (NaCl) dissolve in water? SOLUTION
  3. Why does salt (NaCl) NOT dissolve in hexane? SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 10.3: Acids-Bases
  1. Identify the conjugate acid and conjugate base in each of the following pairs of compounds. Draw the Lewis structures of each species and add necessary formal charges. SOLUTION
    1. [(CH3)2CHO]- and (CH3)2CHOH
    2. HNO3 and [NO3]-
    3. [NH2]- and NH3
  2. Identify each of the following as Lewis acid or Lewis base: [(CH3)3C]+, BH3, [CH3]-, and [HO]-. SOLUTION
  3. Rank the following from least acidic to most acidic. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the problem below ;)

Problem 10.4: Mechanisms
  1. Add the curved arrows to complete each transformation below. SOLUTION
  1. Find the error in each mechanism below. Propose a corrected mechanism. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you're good, move to the next lecture ;)

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