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Organic Chemistry I - Exam Study Guidance

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Carbocation Intermediates – Stability

  • Determining Carbocation Stability
    05:58
  • Predicting the most stable carbocation
    01:21

Formal Charges

  • Calculate the formal charges of ALL atoms.
    02:21
  • Calculating formal and net charge.
    01:34

Acid and Base Definitions

  • Lewis vs. Bronsted-Lowry Definition
    07:46
  • The Bronsted-Lowry definition of acids and bases.
    00:54
  • Equilibrium constant and conjugates.
    02:11

Factors Affecting Acidity

  • Which of the oxides is the most basic?
    00:30
  • The 3 factors that determine the strength of inductive effects.
    03:09
  • Using Inductive Effect to determine acidity
    01:54

Conformations

  • Understanding what a conformer is.
    03:29

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

Chair Flip

  • The 3 important factors when drawing chairs
    05:12

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

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

Fischer Esterification – Mechanism

  • General Mechanism
    04:08
  • General Reaction
    01:08

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 SN1 Mechanism

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

The SN2 Mechanism

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

Leaving Groups

  • The 3 important leaving groups to know.
    07:22

Stability of Alkenes

  • Heat of Combustion
    02:55
  • Understanding trends of alkene stability.
    04:28

Weak Oxidative Cleavage

  • General properties of ozonolysis.
    06:30

Acid-Catalyzed Hydration

  • General properties of acid-catalyzed hydration.
    06:32
  • Acid-catalyzed hydration mechanism
    06:34

Hydroboration-Oxidation

  • General properties of hydroboration-oxidation.
    06:38
  • Acid-catalyzed hydroboration-oxidation mechanism
    06:14

Catalytic Hydrogenation and Wilkinson's Catalyst

  • General properties of catalytic hydrogenation.
    05:21

Halogenation

  • Halogenation Mechanism
    03:45
  • General properties of halogenation.
    02:27

Radical Selectivity

  • Predict the Product.
    00:48
  • Predict the Product.
    01:02
  • Using the Hammond Postulate to describe radical chlorination.
    03:03

Gibbs Free Energy

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

Enthalpy

  • How to calculate enthalpy using bond dissociation energies.
    04:09
  • Calculating Enthalpies
    04:38

Entropy

  • 3 ways to increase entropy.
    07:11
  • Explaining what entropy is.
    02:46

Alkane Nomenclature

  • Naming the root chain
    01:02
  • Provide the IUPAC name for the following alkane
    07:08
  • The different parts of an IUPAC name
    03:43

Hybridization

  • How carbon creates 4 partially-filled orbitals.
    02:53
  • Bond sites, hybridization, and intermediate orbitals
    04:58
  • Introduction to the reactive intermediates.
    02:47

Lewis Structure

  • Drawing the Lewis Structure for N2H4.
    04:12
  • How to use Organic Chemistry to make Lewis Structures easier.
    03:49

Skeletal Structure

  • How bondline is different from Lewis Structures.
    04:03
  • Conversion of ethanol from electron dot to bondline
    01:50

Electronegativity

  • Differences between ionic, polar and covalent bonds
    11:33