This site requires Javascript to be turned on. Please enable Javascript and reload the page.

Organic Chemistry

lec 10 objectives and skills

Objectives

Describe the origin and strength of each type of intermolecular interaction.
Explain the link between intermolecular forces and physical properties (ie. mp, bp, solubility).
Predict the relative mp/bp/solubility of different species given the structures.
Distinguish between protic and aprotic solvents and understand their key solubility features.
Recognize/name the two ways to break covalent bonds.
Understand Bronstead/Lewis acid/base behaviour.
Rationalize and predict trends in acidity/basicity.
Identify carbocations, carbanions, electrophiles, and nucleophiles.
Use curved arrows to show breaking and making bonds.

Skills

Critical assessment using abstract concepts
Comparisons of fine details
Connection of invisible, microscopic properties to visible, macroscopic observations

This page is referenced by:

Lecture 10: Intermolecular Forces and Intro to Reactivity 7 image_header 2020-03-01T16:49:40-08:00
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 ;)