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Aromatic Compounds: Structure, Nomenclature, Stability, and Reactions

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Aromaticity - Introduction

  • Intro to Aromaticity
    08:19

Benzene Nomenclature

  • Benzene Nomenclature
    09:04

Four Tests of Aromaticity

  • Four tests
    10:23

Counting Pi Electrons

  • Count the pi electrons present
    00:19
  • Count the pi electrons present
    00:12
  • Counting pi electrons
    01:33

Aromaticity of Hydrocarbons

  • Determine the aromaticity
    00:39
  • Determine the aromaticity
    01:06
  • Determine the aromaticity
    02:58

Aromaticity of Annulene

  • [6]annulene vs. [8]annulene
    04:28
  • Determine annulene aromaticity
    01:13
  • Determine annulene aromaticity
    02:10

Aromaticity of Heterocycles

  • Determine heterocycle aromaticity
    03:21
  • Heteroatoms
    03:21
  • Determine heterocycle aromaticity
    00:56

Nomenclature of Heterocycles

  • Guided course
    Nomenclature of Heterocycles Concept 1
    2:06
  • Guided course
    Nomenclature of Heterocycles Example 1
    0:50
  • Guided course
    Nomenclature of Heterocycles Example 2
    1:13

Acidity of Aromatic Hydrocarbons

  • Aromatic hydrocarbon acidity
    05:39
  • Comparing hydrocarbon acidity
    02:41
  • Determining hydrocarbon acitidy
    01:50

Basicity of Aromatic Heterocycles

  • The Sp2 Rule
    02:54
  • Heterocycles - Which lone pairs react?
    02:04
  • Draw the acid/base reaction product
    03:55

Ionization of Aromatics

  • Resonance of Azulene
    08:59
  • Resonance of Fulvalenes
    06:43

Electrophilic Aromatic Substitution – General Mechanism

  • EAS General Mechanism
    06:52
  • EAS Review
    03:07

Electrophilic Aromatic Substitution – Reactions

  • EAS Reactions Overview
    11:50

Generating Electrophiles – EAS Halogenation

  • EAS Halogenation
    06:26

Generating Electrophiles – EAS Nitration

  • Reduction of Nitro Groups
    03:23
  • EAS Nitration
    06:09

Generating Electrophiles – Friedel-Crafts Alkylation

  • Friedel-Crafts Alkylation
    06:30

Generating Electrophiles – Friedel-Crafts Acylation

  • Friedel-Crafts Acylation
    05:20

Generating Electrophiles – Any Carbocation

  • Any Carbocation
    07:21

EAS – Monosubstituted Benzene

  • Badass Activity Chart
    11:55
  • Activity and Directing Effects
    04:29

EAS-o, p-Major Products

  • Ortho, Para major products
    04:42

EAS – Protection of Aniline Derivatives

  • Protection of Aniline Derivatives
    05:15
  • Synthesize the target molecule
    03:46

Limitations of Friedel-Crafts Alkyation

  • Limitations
    10:14

Advantages of Friedel-Crafts Acylation

  • Advantages
    06:05

Blocking Groups - Sulfonic Acid

  • Forcing Ortho substitution
    04:33
  • Multistep Synthesis
    02:15

EAS – Polysubstituted Benzene

  • EAS with Polysubstituted Benzene
    08:48

Side-Chain Halogenation

  • Side-Chain Halogenations
    06:14

Side-Chain Oxidation

  • Benzylic Oxidation
    03:20
  • Which alkylbenzene would NOT yield benzoic acid, treated with KMnO4
    00:49

Reactions at Benzylic Positions

  • Guided course
    Reactions at Benzylic Positions Example 3
    1:12
  • Guided course
    Reactions at Benzylic Positions Example 2
    2:03
  • Guided course
    Reactions at Benzylic Positions Concept 1
    1:01

EAS – Sequence Groups

  • Sequence Groups
    04:42

EAS – Proposing Aromatic Synthesis

  • Synthesize the target molecule
    02:45
  • Aromatic synthesis starting with benzene/benzene derivatives
    02:49
  • Synthesize the target molecule
    05:21

Birch Reduction

  • Regiospecific products
    02:51
  • Birch Reduction Mechanism
    04:40