Chads Ultimate Organic Chemistry Review Complete Outlines

A Note Regarding the New Revised Course

Getting the Most Out of the Course

Lewis Dot Structures and Formal Charges (7 Questions)

Hybridization and Bonding Extra Practice (13 Questions)

Resonance Extra Practice (6 Questions)

Chapter 3 Study Guide

3.1 Introduction to Acids and Bases (14:12)

3.2 Ranking Acids and Bases (35:19)

Acids and Bases (17 Questions)

Acids and Bases Quiz Extra Practice (15 Questions)

Chapter 4 Study Guide

4.1 Naming Alkanes (34:12)

4.2 Naming Complex Substituents (22:42)

Nomenclature (12 Questions)

4.3 Naming Bicyclic Compounds (14:16)

Nomenclature of Bicyclic Compounds (5 Questions)

4.4 Drawing Constitutional Isomers (20:27)

4.5 Newman Projections (12:51)

4.6 Cycloalkanes and Cyclohexane Chair Conformations (44:59)

Conformations of Alkanes (12 Questions)

Chapter 5 Study Guide

5.1 Overview of Isomers | Constitutional Isomers and Stereoisomers (35:26)

5.2 Absolute Configurations - How to Assign R and S (24:41)

Absolute Configurations (4 Questions)

Introduction to Isomers and Stereochemistry (6 Questions)

5.3 Molecules with Multiple Chiral Centers | Enantiomers, Diastereomers, and Meso Compounds (23:48)

5.4 Fischer Projections (13:06)

5.5 Isomeric Relationships Between Molecules (12:15)

Isomeric Relationships Between Molecules (12 Questions)

5.6 Amine Inversion and Chirality without Chiral Centers (11:08)

5.7 Optical Activity (16:13)

Chapter 6 Study Guide

6.1 Reaction Enthalpy and Bond Dissociation Energy (11:49)

6.2 Entropy, Gibbs Free Energy, and the Equilibrium Constant (17:54)

Thermodynamics Quiz (15 Questions)

6.3 The Kinetics of Organic Reactions (16:34)

Kinetics Quiz (11 Questions)

6.4 Nucleophiles, Electrophiles, and Intermediates (15:26)

6.5 Reaction Mechanisms and Curved Arrow Pushing (18:33)

Chapter 7 Study Guide

7.1 SN2 Reactions (28:55)

7.2 SN1 Reactions (24:26)

7.3 SN1 vs SN2 (20:47)

Substitution Reactions (18 Questions)

7.4 Introduction to Elimination Reactions - Stability of Alkenes and Zaitsev's Rule (7:04)

7.5 E2 Reactions (25:14)

7.6 E1 Reactions and E1 vs E2 (14:49)

Elimination Reactions (9 Questions)

7.7 SN1, SN2, E1, E2 Predicting Products (14:12)

Distinguishing Between Substitution and Elimination Reactions (6 Questions)

Chapter 8 Study Guide

7.5 Nomenclature of Alkenes (15:17)

Nomenclature of Alkenes (3 Questions)

8.1 Introduction to Alkene Addition Reactions: Markovnikov's Rule and Syn vs Anti (8:07)

8.2 Hydrohalogenation of Alkenes (9:17)

Hydrohalogenation (7 Questions)

8.3 Acid-Catalyzed Hydration, Oxymercuration Demercuration, and Hydroboration Oxidation (23:49)

Hydration of Alkenes (6 Questions)

8.4 Addition of an Alcohol: Acid-Catalyzed Addition and Alkoxymercuration-Demercuration (6:48)

Addition of Alcohols (3 Questions)

8.5 Catalytic Hydrogenation and Heats of Hydrogenation (7:47)

Catalytic Hydrogenation (2 Questions)

8.6 Halogenation and Halohydrin Formation (12:44)

Halogenation and Halohydrin Formation (7 Questions)

8.7 Expoxidation, Anti-Dihydroxylation, and Syn-Dihydroxylation (8:09)

Epoxidation and Dihydroxylation (5 Questions)

8.8 How to Predict the Products of Alkene Addition Reactions (6:11)

8.9 Oxidative Cleavage: Ozonolysis and Permanganate Cleavage of Alkenes (5:01)

Oxidative Cleavage (4 Questions)

Alkenes Chapter Test (20 Questions)

Chapter 9 Study Guide

9.1 Naming Alkynes (6:10)

Nomenclature of Alkynes (2 Questions)

9.2 Acidity of Alkynes (4:52)

Acidity of Alkynes (2 Questions)

9.3 Synthesis of Alkynes (7:33)

9.4 Reduction of Alkynes (9:52)

Reduction of Alkynes (5 Questions)

9.5 Hydrohalogenation of Alkynes (5:56)

Hydrohalogenation (5 Questions)

9.6 Halogenation of Alkynes (2:27)

Halogenation (2 Questions)

9.7 Hydration of Alkynes (16:46)

Hydration of Alkynes (3 Questions)

9.8 Ozonolysis of Alkynes (3:15)

9.9 Alkylation of Acetylide Ions (3:22)

Alkylation of Acetylide Ions (4 Questions)

Alkynes Quiz Extra Practice (8 Questions)

Chapter 10 Study Guide

10.1 Free Radical Halogenation (13:21)

10.2 The Free Radical Halogenation Mechanism (15:18)

10.3 Allylic and Benzylic Bromination with NBS (10:48)

10.4 Addition of HBr and Peroxide (8:02)

Radical Reactions (9 Questions)

Radical Reactions Extra Practice (7 Questions)

Organic Nomenclature Rapid Review Part 1 (35:46)

Organic Nomenclature Rapid Review Part 2 (35:53)

Resonance (17:45)

Intermolecular Forces (16:09)

Acids and Bases Rapid Review (22:06)

Conformations of Alkanes Rapid Review (31:18)

Isomers and Stereochemistry Rapid Review (39:16)

SN1, SN2, E1, E2 Rapid Review (39:32)

Alkenes & Alkynes Rapid Review (52:54)

Free Radical Reactions Rapid Review (13:54)

Organic Chemistry 1 Practice Final Exam (62 Questions)

Chapter 11 Study Guide

11.1 Introduction to Organic Synthesis (25:24)

11.2 Common Patterns in Organic Synthesis (Involving Alkenes) (22:00)

11.3 Common Patterns in Organic Synthesis (Involving Alkynes) (26:02)

Chapter 12 Study Guide

12.1 Naming Alcohols (8:09)

Nomenclature of Alcohols (5 Questions)

12.2 Properties of Alcohols (28:32)

12.3 Synthesis of Alcohols (21:40)

12.4 Grignard Reagents (13:29)

12.5 Protecting Groups for Alcohols (8:56)

12.6 Substitution Reactions of Alcohols (16:11)

12.7 Elimination Reactions of Alcohols (18:28)

Substitution and Elimination Reactions of Alcohols (10 Questions)

12.8 Oxidation of Alcohols (13:26)

Oxidation of Alcohols (7 Questions)

12.9 Organic Synthesis with Alcohols (16:49)

Alcohols Extra Practice (7 Questions)

Chapter 13 Study Guide

13.1 Naming Ethers (2:50)

13.2 Synthesis of Ethers (4:48)

13.3 Reactions of Ethers (9:19)

Acidic Cleavage of Ethers (4 Questions)

13.4 Naming Epoxides (4:05)

Nomenclature of Ethers and Epoxides (2 Questions)

13.5 Synthesis of Epoxides (6:28)

13.6 Ring Opening of Epoxides (10:46)

Ring-Opening of Epoxides (4 Questions)

Ethers and Epoxides Quiz Extra Practice (5 Questions)

13.7 Thiols (6:15)

13.8 Sulfides (5:02)

13.9 Patterns in Synthesis (8:38)

Chapter 14 Outlines

Chapter 14 Part 1 Slides - IR Spectroscopy

Chapter 14 Part 2 Slides - Mass Spectrometry

14.1 Introduction to IR Spectroscopy (10:56)

14.2a IR Spectra of Carbonyl Compounds (6:27)

14.2b The Effect of Conjugation on the Carbonyl Stretching Frequency (5:57)

14.3 Interpreting More IR Spectra (6:45)

IR Spectroscopy (15 Questions)

14.4 Introduction to Mass Spectrometry (6:19)

14.5 Isotope Effects in Mass Spectrometry (6:29)

14.6a Fragmentation Patterns of Alkanes, Alkenes, and Aromatic Compounds (6:19)

14.6b Fragmentation Patterns for Alkyl Halides, Alcohols, and Amines (4:56)

14.6c Fragmentation Patterns for Ketones and Aldehydes (3:45)

Chapter 15 Outlines

Chapter 15 Part 1 Slides -- The Number of Signals

Chapter 15 Part 1 Slides -- Interpreting NMR

15.1 Introduction to NMR (2:45)

15.2 The Number of Signals in C-13 NMR (4:52)

15.3 The Number of Signals in Proton NMR (10:37)

15.4 Homotopic vs Enantiotopic vs Diastereotopic (10:15)

15.5a The Chemical Shift in C-13 and Proton NMR (8:40)

15.5b The Integration or Area Under the Signal in Proton NMR (1:46)

15.5c The Splitting or Multiplicity in Proton NMR (4:55)

15.6a Interpreting NMR Example 1 (5:10)

15.6b Interpreting NMR Example 2 (7:43)

15.6c Interpreting NMR Example 3 (3:53)

15.6d Structural Determination From All Spectra Example 4 (5:58)

15.6e Structural Determination From All Spectra Example 5 (8:47)

15.7 Complex Splitting (11:42)

NMR Spectroscopy (25 Questions)

Chapter 16 Study Guide

16.1 Conjugated Systems and Heats of Hydrogenation (12:37)

16.2a Pi Molecular Orbitals of 1,3 Butadiene (20:10)

16.2b Pi Molecular Orbitals of the Allyl System (9:56)

16.2c Pi Molecular Orbitals of 1,3,5-Hexatriene (8:03)

16.3 UV-Vis Spectroscopy (3:58)

16.4 Electrophilic Addition to Conjugated Dienes (14:58)

16.5 Diels-Alder Reactions (45:37)

Diels-Alder Reactions (6 Questions)

16.6 Cycloaddition Reactions (32:18)

16.7 Electrocyclic Reactions (22:32)

16.8 Sigmatropic Rearrangements (14:51)

Chapter 17 Study Guide

17.1 Naming Benzenes (12:55)

17.2 Aromatic vs Antiaromatic vs Nonaromatic (35:20)

17.3 The Effects of Aromaticity on Reactivity (8:34)

Aromaticity (8 Questions)

17.4 Pi Molecular Orbitals of Benzene (15:11)

Aromaticity Quiz Extra Practice (16 Questions)

Chapter 18 Study Guide

18.1 Electrophilic Aromatic Substitution (22:49)

18.2 Friedel-Crafts Alkylation and Acylation (17:15)

18.3 Ortho-Para Directors vs Meta Directors (39:29)

EAS Reactions (24 Questions)

18.4 Catalytic Hydrogenation and the Birch Reduction (4:33)

18.5 Side Chain Reactions of Benzenes (16:26)

Benzene Side-Chain Reactions (8 Questions)

18.6 Nucleophilic Aromatic Substitution (13:27)

18.7 Retrosynthesis with Aromatic Compounds (24:09)

Reactions of Aromatic Compounds Quiz Extra Practice (11 Questions)

Chapter 19 Study Guide

19.1 Naming Ketones and Aldehydes (9:27)

Nomenclature of Ketones and Aldehydes (5 Questions)

19.2 Synthesis of Ketones and Aldehydes (7:05)

19.3 Introduction to Nucleophilic Addition Reactions of Ketones and Aldehydes (12:39)

19.4a Formation of Hemiacetals and Acetals (Addition of Alcohols) (16:32)

19.4b Cyclic Acetals as Protecting Groups (7:06)

Nucleophilic Addition of Water and Alcohols (6 Questions)

Nucleophilic Addition of Amines (5 Questions)

19.5 Formation of Imines and Enamines (Addition of Amines) (26:24)

19.6 Reduction of Aldehydes and Ketones (10:55)

19.7a Nucleophilic Addition of Carbon Nucleophiles (6:46)

Nucleophilic Addition of Grignard Reagents and Acetylide Ions (10 Questions)

19.7b Wittig Reaction (10:12)

The Wittig Reaction (2 Questions)

19.8 Baeyer-Villiger Oxidation (5:52)

19.9 Retrosynthesis with Aldehydes and Ketones (22:41)

Aldehydes and Ketones Quiz Extra Practice (12 Questions)

Chapter 20 Study Guide

20.1 Naming Carboxylic Acids and Acid Derivatives (10:02)

Nomenclature of Carboxylic Acids and Derivatives (13 Questions)

20.2 Nucleophilic Acyl Substitution (30:45)

20.3 The Mechanisms of Nucleophilic Acyl Substitution (12:37)

20.4 Reaction with Organometallics (4:40)

20.5 Hydride Reduction Reactions (10:27)

Reduction Reactions of Carbonyl Compounds (12 Questions)

20.6 Synthesis and Reactions of Acid Halides (5:25)

20.7 Synthesis and Reactions of Acid Anhydrides (4:19)

20.8 Synthesis and Reactions of Esters (18:58)

20.9 Properties, Synthesis, and Reactions of Carboxylic Acids (13:32)

20.10 Synthesis and Reactions of Amides (4:04)

20.11 Synthesis and Reactions of Nitriles (5:18)

20.12 Retrosynthesis with Carboxylic Acids / Acid Derivatives (16:18)

Reactions of Carboxylic Acids and Acid Derivatives (13 Questions)

Carboxylic Acids and Acid Derivatives Quiz Extra Practice (10 Questions)

Chapter 21 Outlines

Chapter 21 Slides

21.1 Acidity of the Alpha Hydrogen

Acidity of the Alpha Hydrogen (3 Questions)

21.2 General Mechanisms of Alpha Substitution Reactions

21.3a Alpha Halogenation

21.3b The Haloform Reaction

21.3c The HVZ Reaction

Alpha Halogenation (3 Questions)

21.4a Alpha Alkylation

21.4b The Stork Synthesis

Alpha Alkylation (2 Questions)

21.5a Introduction to Aldol Reactions

21.5b Mechanisms of Aldol Reactions

21.5c Mixed Aldol Reactions

21.5d Intramolecular Aldol Reactions

Aldol Reactions (4 Questions)

21.6a Claisen Condensation Reactions

21.6b Dieckmann Condensation Reactions

Claisen Condensations (3 Questions)

21.7a Beta-Decarboxylation

Alpha Substitution Quiz Extra Practice (10 Questions)

21.7b The Malonic Ester Synthesis

21.7c The Acetoacetic Ester Synthesis

Malonic Ester and Acetoacetic Ester Syntheses (4 Questions)

21.8 Michael Reactions

Michael Reactions (1 Question)

21.9 The Robinson Annulation

21.10 Patterns in Synthesis

Chapter 22 Outlines

Chapter 22 Slides

22.1 Classification of Amines (2:15)

22.2 Nomenclature of Amines (4:15)

22.3 Basicity of Amines (2:18)

22.4a Synthesis of Amines - Reduction (1:56)

22.4b Synthesis of Amines - Hofmann Rearrangement (3:07)

22.4c Synthesis of Amines - Curtius Rearrangement and Schmidt Reaction (2:07)

22.4d Synthesis of Amines - Gabriel Synthesis (4:08)

22.4e Synthesis of Amines - Reductive Amination (1:50)

22.5 Acylation (0:58)

22.6 Hofmann Elimination (3:59)

22.7 Cope Elimination (1:04)

22.8a Reaction with Nitrous Acid and the Sandmeyer Reactions (1:59)

22.8b Azo Coupling (1:17)

22.9 EAS Reactions with Nitrogen Heterocycles (2:18)

22.10 Patterns in Synthesis (9:57)

Amines Quiz Extra Practice (5 Questions)

More coming soon!

Alcohols, Ethers, and Epoxides Rapid Review (47:45)

Conjugated Pi Systems Rapid Review (52:03)

Practice Final Exam #1 (50 Questions)

Practice Final Exam #2 (50 Questions)

Practice Final Exam #3 (50 Questions)

Chapter 3 Outlines

Chapter 3 Slides

3.1 Introduction to Acids and Bases (9:01)

3.2 Ranking Bases (14:51)

3.3 Ranking Acids (8:28)

Chapter 4 Outlines

Chapter 4 Part 1 Slides - Nomenclature of Alkanes

Chapter 4 Part 2 Slides - Constitutional Isomers and Conformations of Alkanes

4.1a Nomenclature of Alkanes (15:32)

4.1b Nomenclature of CycloAlkanes (8:20)

4.1c Systematic Nomenclature of Complex Substituents (4:22)

4.1d Common Names of Complex Substituents (7:52)

4.4 Drawing Constitutional Isomers (6:18)

4.1e Nomenclature of Bicyclic Compounds (5:44)

4.5 Newman Projections (8:20)

4.6 Cycloalkanes and Cyclohexane Chair Conformations (22:38)

Chapter 5 Outlines

Chapter 5 Slides

5.1 Overview of Isomerism (7:23)

5.2 Chiral Centers and Chirality (5:22)

5.3 Absolute Configurations - Assigning R and S (14:46)

5.4 Molecules with Multiple Chiral Centers (15:15)

5.5 Fischer Projections (6:13)

5.6 Determining the Relationship Between a Pair of Molecules (6:43)

5.7 Amine Inversion and Chiral Molecules Without Chiral Centers (5:23)

5.8 Optical Activity (7:39)

Chapter 6 Outlines

Chapter 6 Slides

6.1 Reaction Enthalpies and Bond Dissociation Energies (6:11)

6.2 Entropy, Gibbs Free Energy, and the Equilibrium Constant (9:43)

6.3 The Kinetics of Organic Reactions (4:41)

6.4 Nucleophiles, Electrophiles, and Intermediates (5:43)

6.5 Reaction Mechanisms and Curved Arrow Pushing (7:11)

Chapter 7 Outlines

Chapter 7 Part 1 Slides

Chapter 7 Part 2 Slides

7.1a Introduction to SN2 Reactions (9:14)

7.1b Factors Affecting SN2 Reactions (11:39)

7.2a Introduction to SN1 Reactions (4:44)

7.2b Carbocation Rearrangements in SN1 Reactions (8:29)

7.2d Factors Affecting SN1 Reactions (4:50)

7.2c Racemization in SN1 Reactions (1:36)

7.3 Unreactivity of Vinyl and Aryl Halides (2:08)

7.4 Predicting the Products of Substitution Reactions (18:04)

7.6 Stability of Alkenes (2:17)

7.7a Introduction to E2 Elimination Reactions (6:41)

7.7b Exceptions to Zaitsev's Rule for E2 Reactions (8:37)

7.7c The Stereospecificity of E2 Reactions -- Anti-periplanar (10:40)

7.8 Introduction to E1 Elimination Reactions (4:54)

7.9 Predicting the Products of Elimination Reactions (10:01)

7.10 Distinguishing Between Substitution and Elimination Reactions (16:52)

SN1 and SN2 Reactions (1:13:40)

Chapter 8 Outlines

Chapter 8 Slides

8.1 Introduction to Alkene Addition Reactions (3:59)

8.2 Hydrohalogenation (5:06)

8.3a Hydration -- Acid-Catalyzed Hydration (3:24)

8.3b Hydration -- Oxymercuration-Demercuration (6:06)

8.3c Hydration -- Hydroboration-Oxidation (4:13)

8.4a Acid-Catalyzed Addition of an Alcohol (2:24)

8.4b Alkoxymercuration-Demercuration (1:14)

8.5 Catalytic Hydrogenation (3:16)

8.6a Halogenation (3:54)

8.6b Halohydrin Formation (3:19)

8.7a Anti-Dihydroxylation (4:11)

8.7b Syn-Dihydroxylation (2:39)

8.8 Predicting the Products of Alkene Addition Reactions (10:17)

8.9 Oxidative Cleavage -- Ozonolysis and Permanganate Cleavage (4:48)

Chapter 9 Outlines

Chapter 9 Slides

9.1 Nomenclature of Alkynes (3:47)

9.2 Acidity of Alkynes (2:31)

9.3 Preparation of Alkynes (2:57)

9.4 Reduction of Alkynes (6:00)

9.5 Introduction to Addition Reactions of Alkynes (2:18)

9.6 Hydrohalogenation (3:16)

9.7 Halogenation (1:34)

9.8a Acid-Catalyzed Hydration (4:09)

9.8b Hydroboration-Oxidation (5:06)

9.8c Keto-Enol Tautomerization (3:57)

9.9 Ozonolysis (1:20)

9.10 Alkylation of Acetylide Ions (2:20)

Chapter 10 Outlines

Chapter 10 Slides

10.1 Introduction to Free Radical Halogenation (4:01)

10.2 Free Radical Chlorination vs Bromination (5:51)

10.3 The Mechanism of Free Radical Halogenation (7:51)

10.4 Allylic and Benzylic Bromination Using NBS (7:13)

10.5 Hydrobromination of Alkenes with Peroxide (4:22)

Chapter 11 Outlines

Chapter 11 Slides

11.1 Functional Group Conversions (4:18)

11.2 Increasing the Length of the Carbon Skeleton (8:06)

11.3 Decreasing the Length of the Carbon Chain or Opening a Ring (2:42)

11.4a Common Patterns in Synthesis Part 1 (5:24)

11.4b Common Patterns in Synthesis Part 2 (8:50)

11.4c Common Patterns in Synthesis Part 3 (5:20)

11.4d Common Patterns in Synthesis Part 4 (9:45)

Chapter 12 Outlines

Chapter 12 Slides

12.1 Properties and Nomenclature of Alcohols (4:46)

12.2 Acidity of Alcohols and Phenols (13:07)

12.3a Synthesis of Alcohols; Reduction of Ketones and Aldehydes (8:05)

12.3b Synthesis of Alcohols; Grignard Addition (8:18)

12.4 Protecting Alcohols (5:44)

12.5a Substitution with HCl, HBr, and HI (4:22)

12.5b Substitution with PBr3 and SOCl2 (5:04)

12.5c Formation of Tosylate Esters (3:36)

12.6 Elimination (Dehydration) (3:14)

12.7 Oxidation with Chromic Acid and PCC (9:25)

12.8 Patterns in Synthesis (9:00)

Chapter 13 Outlines

Chapter 13 Slides

13.1 Introduction to and Nomenclature of Ethers (2:42)

13.2 Crown Ethers (2:02)

13.3 Synthesis and Reactions of Ethers (6:34)

Williamson Ether Synthesis (2 Questions)

13.4 Nomenclature of Epoxides (2:59)

13.5 Synthesis of Epoxides (4:09)

13.6 Ring Opening of Epoxides (4:49)

13.7 Nomenclature, Synthesis, and Reactions of Thiols (4:37)

13.8 Nomenclature, Synthesis, and Reactions of Sulfides (2:51)

Chapter 16 Outlines

Chapter 16 Slides Part 1 - Conjugated Pi Systems

Chapter 16 Slides Part 2 - Pericyclic Reactions

16.1 Introduction to Conjugated Systems and Heats of Hydrogenation (8:19)

16.2a Introduction to Pi Molecular Orbitals - Ethylene (6:57)

16.2b Pi Molecular Orbitals - 1,3-Butadiene (6:17)

16.2c Pi Molecular Orbitals - the Allyl System (5:14)

16.2d Pi Molecular Orbitals - 1,3,5-Hexatriene (5:30)

16.3 UV-Vis Spectroscopy (1:50)

16.4 Addition Reactions to Conjugated Dienes (10:50)

16.5a Introduction to Diels-Alder Reactions (7:42)

16.5b Stereoselectivity and Regioselectivity in Diels-Alder Reactions (11:58)

16.5c Diels-Alder Reactions with Cyclic Dienes (10:03)

16.5d Conservation of Orbital Symmetry in Diels-Alder Reactions (3:40)

16.6 Cycloaddition Reactions (9:38)

16.7 Electrocyclic Reactions (14:19)

16.8 Sigmatropic Rearrangements (6:14)

Chapter 17 Outlines

Chapter 17 - Slides

17.1 Nomenclature of Benzenes (9:48)

17.2a Criteria for Aromatic Compounds (5:02)

17.2b Aromatic vs Nonaromatic vs Antiaromatic (15:56)

17.3 The Effects of Aromaticity on SN1 Reactions and Acidity-Basicity (4:00)

17.4 Aromaticity and Molecular Orbital Theory (8:23)

Chapter 18 Outlines

Chapter 18 Slides

18.1 Introduction to Aromatic Substitution Reactions (6:27)

18.2a EAS - Bromination and Chlorination (4:37)

18.2b EAS - Sulfonation and Desulfonation (2:25)

18.2c EAS - Nitration (2:56)

18.2d EAS - Friedel-Crafts Alkylation and Acylation (10:35)

18.2e EAS - Activating and Deactivating Groups and Ortho-Para and Meta Directors (12:07)

18.2f EAS - Predicting the Products of EAS Reactions (5:17)

18.3 Catalytic Hydrogenation and the Birch Reduction (2:12)

18.4a Side-Chain Oxidation with Permanganate or Chromic Acid (1:35)

18.4b Benzylic Bromination with NBS (1:15)

18.4c The Clemmensen and Wolff Kishner Reductions (5:12)

18.4d - Side-Chain General Reduction (1:26)

18.5 Nucleophilic Aromatic Substitution (6:40)

18.6 Patterns in Synthesis (14:18)

Chapter 19 Outlines

Chapter 19 Slides

19.1 Nomenclature of Ketones and Aldehydes (5:33)

19.1b Naming Aldehydes and Ketones Additional Practice (8:57)

19.2 Synthesis of Ketones and Aldehydes (3:15)

19.3 Introduction to Nucleophilic Addition Reactions (6:37)

19.4 Hydration (Addition of Water) (3:06)

19.5a Addition of Alcohols (7:16)

19.5b Cyclic Acetals as Protecting Groups (4:25)

19.6a Addition of Primary Amines (Imine Formation) (6:19)

19.6b Addition of Secondary Amines (Enamine Formation) (4:31)

19.6c Mechanism for the Wolff Kishner Reduction (4:45)

19.7 Reduction via Thioacetals (1:16)

19.8 Hydride Reduction Reactions (2:42)

19.9a Addition of Acetylide Ions and Grignard Reagents (1:09)

19.9b Addition of HCN (Cyanohydrin Formation) (1:01)

19.9c The Wittig Reaction (5:18)

19.10 Baeyer-Villiger Oxidation (2:51)

19.11 Patterns in Synthesis (12:32)

Chapter 20 Outlines

Chapter 20 Slides

20.1 Introduction to and Physical Properties of Carboyxylic Acids and Acid Derivatives (3:46)

20.2a Nomenclature of Carboxylic Acids (2:25)

20.2b Nomenclature of Acid Halides (0:50)

20.2c Nomenclature of Acid Anhydrides (1:20)

20.2d Nomenclature of Esters (1:45)

20.2e Nomenclature of Amides (1:04)

20.2f Nomenclature of Nitriles (0:43)

20.3 Introduction to Nucleophilic Acyl Substitution (4:08)

20.4 Reaction with Organometallic Reagents (3:27)

20.5 Hydride Reduction (9:45)

20.6 Interconversion of Carboxylic Acids and Derivatives (6:58)

20.7 The Mechanisms of Nucleophilic Acyl Substitution (7:51)

20.8a Synthesis of Acid Halides (3:33)

20.8b Reactions of Acid Halides (3:24)

20.9 Synthesis and Reactions of Acid Anhydrides (2:41)

20.10a Synthesis of Esters (6:00)

20.10b Reactions of Esters (5:06)

20.11 Synthesis and Reactions of Carboxylic Acids (5:51)

20.12 Synthesis and Reactions of Amides (1:53)

20.13 Synthesis and Reactions of Nitriles (3:31)

20.14 Patterns in Synthesis (9:16)

Organic Chemistry 1 and 2 Complete Outlines

1.1 Molecular Structure and Bonding (20:39)

1.2 Resonance (16:28)

Molecular Structure and Bonding Quiz Extra Practice (13 Questions)

Resonance Quiz Extra Practice (6 Questions)

2 Acids and Bases (32:00)

Copy of Acids and Bases (17 Questions)

Copy of Acids and Bases Quiz Extra Practice (15 Questions)

3 Nomenclature (38:23)

Copy of Nomenclature (12 Questions)

4.1 Intermolecular Forces (18:39)

4.2 Newman Projections (10:56)

4.3 Cycloalkanes and Conformations of Cyclohexane (17:26)

Copy of Conformations of Alkanes (12 Questions)

5.1 Introduction to Isomers (14:37)

5.2 Relative and Absolute Configurations of Chiral Centers (20:44)

Copy of Absolute Configurations (4 Questions)

5.3 Diastereomers and Meso Compounds (24:06)

Copy of Introduction to Isomers and Stereochemistry (6 Questions)

Copy of Isomeric Relationships Between Molecules (12 Questions)

5.4 Atypical Examples in Stereochemistry (12:55)

6 Introduction to Organic Reactions (14:10)

7.1 Nomenclature of Alkenes (6:05)

7.2 Introduction to Electrophilic Addition (16:07)

7.3 Addition of HBr, HCl, and HI (10:53)

Copy of Hydrohalogenation (7 Questions)

7.4 Acid-Catalyzed Addition of Water and Alcohols (15:36)

7.5 Additon of Br2 (and Cl2) (13:48)

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7.6 Oxymercuration-Demercuration and Hydroboration-Oxidation (13:45)

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Copy of Addition of Alcohols (3 Questions)

7.7 Catalytic Hydrogenation and Addition of HBr with Peroxide (10:38)

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7.8 Epoxidation, Hydroxylation (Anti and Syn), and Addition of Carbenes (8:09)

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7.9 Ozonolysis (4:21)

Copy of Oxidative Cleavage (4 Questions)

Copy of Alkenes Quiz Extra Practice (20 Questions)

8.1 Structure, Nomenclature, and Acidity of Alkynes (8:31)

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8.2 Synthesis of Alkynes (11:36)

8.3 Addition of H2, HBr, Br2, and H2O to Alkynes (14:39)

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Copy of Hydrohalogenation (5 Questions)

Copy of Halogenation (2 Questions)

Copy of Hydration of Alkynes (3 Questions)

8.4 Nucleophilic Addition of Acetylide Ions (8:59)

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9.1 Addition Reactions to Conjugated Dienes (Thermodynamic vs Kinetic Products) (16:42)

9.2 Pi Molecular Orbitals (35:06)

9.3 Diels-Alder Reactions (31:48)

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10.1 SN1 and SN2 Reactions Part 1 (28:40)

10.2 SN1 and SN2 Reactions Part 2 (26:00)

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11.1 E1 and E2 Reactions (34:44)

Copy of Elimination Reactions (9 Questions)

11.2 Distinguishing between SN1, SN2, E1, and E2 Reactions (13:00)

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12.1 Free Radical Halogenation (23:23)

Copy of Radical Reactions (9 Questions)

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12.2 Alkene Addition of HBr with Peroxide (6:29)

13.1 Fragmentation Patterns (36:41)

13.2 Interpreting Mass Spectra (16:49)

14.1 Introduction to IR Spectroscopy (12:14)

14.2 Interpreting IR Spectra (17:48)

Copy of IR Spectroscopy (15 Questions)

IR Spectroscopy Quiz Extra Practice (10 Questions)

15.1 Introduction to NMR Spectroscopy (10:20)

15.2 C13 NMR (12:17)

15.3 The Number of Signals in Proton NMR (H NMR) (13:24)

15.4 Integration and Multiplicity (Splitting) in Proton NMR (21:36)

15.5 Interpreting NMR Spectra (17:12)

15.6 Interpreting the Combination of All Spectra (14:27)

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16.1 Nomenclature and Acidity of Alcohols (18:04)

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16.2 Substitution Reactions of Alcohols (16:45)

16.3 Elimination (Dehydration) Reactions of Alcohols (9:59)

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16.4 Oxidation of Alcohols (5:01)

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16.5 Grignard Reagents (21:11)

16.6 Retrosynthesis with Grignard Reagents and Acetylide Ions (23:16)

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16.7 Nomenclature of Ethers and Epoxides (5:07)

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16.8 Synthesis and Reactions of Ethers and Epoxides (20:06)

Copy of Williamson Ether Synthesis (2 Questions)

Copy of Acidic Cleavage of Ethers (4 Questions)

Copy of Ring-Opening of Epoxides (4 Questions)

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17.1 Nomenclature of Aromatic Compounds (6:46)

17.2 Aromaticity (27:57)

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17.3 Electrophilic Aromatic Substitution (EAS) Reactions (36:03)

17.4 EAS Reactions of Substituted Benzenes (25:13)

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17.5 Benzene Side Chain Reactions (11:50)

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17.6 Nucleophilic Aromatic Substitution (NAS) Reactions (10:07)

17.7 Reactions of Non-benzenoid Aromatics (20:39)

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18.1 Nomenclature and Synthesis of Ketones and Aldehydes (18:18)

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18.2 Reduction Reactions of Carbonyl Compounds (17:49)

18.3 Nucleophilic Addition of Acetylides and Grignard Reagents (10:08)

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18.4 Nucleophilic Addition of Amines (Formation of Imines and Enamines) (8:52)

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18.5 Nucleophilic Addition of Water and Alcohols (Formation of Hydrates and Acetals-Ketals) (13:33)

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18.6 Addition to Conjugated Ketones and Aldehydes (7:16)

Addition to Conjugated Ketones and Aldehydes (1 Question)

18.7 The Wittig Reaction (6:16)

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Copy of Aldehydes and Ketones Quiz Extra Practice (12 Questions)

19.1 Nomenclature of Carboxylic Acids and Acid Derivatives (17:47)

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19.2 Synthesis of Carboxylic Acids (14:36)

19.3 Nuceophilic Acyl Substitution and Trends in Reactivity (24:27)

19.4 Mechanisms of Nucleophilic Acyl Substitution Reactions (26:04)

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19.5 Gabriel and Baeyer-Villiger Syntheses (8:18)

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20.1 Acidity of the Alpha Carbon (15:24)

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20.2 Alpha Halogenation (12:41)

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20.3 Alpha Alkylation and the Michael Reaction (15:53)

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20.4 Aldol Condensation Reactions (15:55)

20.5 Mechanisms of Aldol Condensation Reactions (15:13)

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20.6 The Robinson Annulation (7:48)

20.7 Claisen Condensation Reactions (12:40)

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20.8 Beta Decarboxylation and the Malonic Ester and Acetoacetic Ester Syntheses (13:45)

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21.1 Nomenclature and Basicity of Amines (11:49)

Nomenclature of Amines (4 Questions)

21.2 Synthesis of Amines (19:15)

21.3 Reactions of Amines (24:19)

Reactions of Amines (6 Questions)

21.4 Amino Acids (16:11)

Amines Quiz Extra Practice (5 Questions)

22.1 Carbon-Carbon Coupling Reactions (10:34)