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CHEM 211: Organic Chemistry 1 – Exam 2 Review Study Notes

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Cycloalkanes

  • Name the following alkane
    00:53
  • Determining Root Name
    00:18
  • Determining Root Name
    00:34

Chair Flip

  • The 3 important factors when drawing chairs
    05:12

Cyclohexane – Chairs and Positions

  • What is a chair conformation?
    01:05
  • How chairs flip from one conformation to another
    02:22
  • How chairs flip from one conformation to another
    04:26

Newman Projections – Conformational Energy

  • How to draw a Newman Projection Energy Diagram.
    07:27
  • How sigma bond rotation is visualized
    03:11
  • The energy states of 3 different Newman Projections.
    03:51

Reaction Mechanism

  • How to tell if charged molecules will react as nucleophiles or electrophiles.
    02:39
  • Nucleophile or Electrophile
    01:49
  • How to tell if uncharged molecules will react as nucleophiles or electrophiles.
    02:48

Equilibrium Constant and pKa

  • The pH scale vs. the pKa scale.
    02:15
  • The relationship between equilibrium constant and pKa.
    02:19
  • Why we use pKa instead of pH.
    01:46

Gibbs Free Energy

  • Intermediates vs. Transition States
    06:55
  • Breaking down the different terms of the Gibbs Free Energy equation.
    05:02

Hammond Postulate

  • Defining the Hammond Postulate.
    01:30
  • Bromination explains the Hammond Postulate.
    02:58
  • Chlorination explains the Hammond Postulate.
    05:23

Radical Initiators

  • What are Radical Initiators?
    03:49
  • Heterolytic vs. Homolytic Bond Cleavage .
    04:39

Radical Stability

  • The radical stability trend.
    03:43
  • Determine which of the following radicals is the most stable.
    03:25

Radical Chain Reaction

  • The one reaction that alkanes will actually undergo.
    02:05
  • Explaining the following problem.
    00:34
  • Show the entire chain reaction mechanism.
    04:08

Common Substituents

  • Name the following alkane
    02:33
  • Understanding Non-IUPAC Substituents
    06:42
  • Name the following alkane
    03:56

Chirality

  • Drawing Mirror Images and Determining Chirality
    03:24
  • What is chirality?
    05:10
  • Drawing Mirror Images and Determining Chirality
    03:44

Cahn-Ingold-Prelog Nomenclature

  • R and S Naming- Step 4
    03:07
  • Why stereoisomers need their own naming system.
    01:48
  • Determining Priorities
    01:19

Fischer Projection

  • Introduction to different projections.
    01:15
  • How to convert Fischer projections into bondline structures
    05:45
  • Convert the following Fischer projection into bondline structure.
    03:38

Types of Stereoisomers

  • Determine total number of stereoisomers
    00:49
  • How to predict the total number of stereoisomers.
    01:03
  • Draw stereoisomers and determine relationship
    07:41

Meso Compounds

  • Defining meso compounds.
    01:40
  • The 3 rules of meso compounds.
    04:10
  • Which of the following molecules are meso?
    03:44

Alkyl Halides

  • How to name alkyl halides
    01:52
  • Name the following alkyl halide
    01:58
  • Name the following alkyl halide
    03:53

Introduction to Substitution

  • Predict the product
    05:55
  • Nucleophiles and Electrophiles can react in Bronsted-Lowry Reactions.
    05:01
  • Nucleophiles and Electrophiles can react in Substitution Reactions.
    01:47

The SN2 Mechanism

  • Ranking reactivity toward SN2
    04:03
  • Drawing the SN2 Mechanism
    08:33
  • Understanding the properties of SN2.
    11:57

The SN1 Mechanism

  • Drawing the SN1 Mechanism
    10:49
  • Why highly substituted leaving groups favor SN1.
    01:13
  • Understanding the properties of SN1.
    08:16

Alkane Halogenation

  • Functionalizing Alkanes
    02:47

Allylic Halogenation

  • Predict the product(s) of the following reaction.
    04:28
  • Mechanism of Allylic Bromination.
    00:54
  • The products of Allylic Chlorination.
    00:48