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Chapter 6: The Reactions of Alkenes – Mechanisms and Stereochemistry of Addition Reactions

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Overview of Chemical Reactions

  • Recognizing Substitution Reactions.
    01:34
  • Recognizing Acid-Base Reactions.
    02:43
  • Recognizing Elimination Reactions.
    00:40

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

Carbocation Intermediates – Stability

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

Carbocation Intermediate – Rearrangements

  • Alkyl Shift
    03:43
  • Understanding why carbocations shift.
    00:47
  • Hydride Shift
    03:34

Markovnikov's Rule

  • Provide the mechanism
    01:26
  • How to add to asymmetrical double bonds.
    03:38

General Mechanism – Addition Reaction

  • Provide the mechanism
    01:15
  • Features of Addition Mechanisms.
    05:39

Hydrohalogenation

  • General properties of hydrohalogenation.
    04:07
  • Provide the mechanism
    02:24

Hydroboration-Oxidation

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

Halogenation

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

Halohydrin Formation

  • Halohydrin Mechanism
    04:48
  • General properties of halohydrin formation.
    01:44

Epoxidation

  • Halohydrins to epoxides via intramolecular SN2.
    02:26
  • General properties of epoxidation.
    02:19
  • The mechanism of how peroxy acids make epoxides.
    03:19

Weak Oxidative Cleavage

  • General properties of ozonolysis.
    06:30

Ozonolysis Full Mechanism

  • Predict the products and show the mechanism:
    12:11
  • General Mechanism:
    07:48
  • Reductive Workup Mechanism:
    03:16

Cyclopropanation

  • Reaction with a simple carbene.
    01:48
  • Reaction with diazomethane and light or heat.
    03:01
  • Reaction with chloroform (CHCl3) and tert-butoxide.
    03:04

Chirality

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

Types of Isomers

  • Determining when molecules are conformers.
    01:39
  • Determining when molecules are different.
    03:51
  • Determining when molecules are constitutional isomers.
    01:33

Meso Compounds

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