CHEM 2OA3

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Course Overview

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Lessons & Practice

I. Welcome

1. Introduction

1.5hr

1.1.1. Lewis Structures and Formal Charges9 min

1.1.2. How to Draw Lewis Structures5 min

1.1.3. Example: Lewis Structures5 min

1.1.4. Example: Lewis Structures5 min

1.1.5. Practice: Lewis Structures2 min

1.1.6. Practice: Lewis Structures5 min

1.2.1. Bonding Models

1.2.2. Practice: Valence Bond Theory/Hybridization3 min

1.3.1. Valence Bond Theory and Hybridization7 min

1.3.2. Example: Valence Bond Theory/Hybridization5 min

1.4.1. Molecular Orbital Theory4 min

1.5.1. VSEPR Theory5 min

1.5.2. Example: VSEPR2 min

1.5.3. Example: VSEPR3 min

1.5.4. Practice: VSEPR4 min

1.6.1. Polar Bonds6 min

1.6.2. Example: Polar Bonds3 min

1.6.3. Example: Polar Bonds 2 min

1.6.4. Practice: Polar Bonds 50 sec

1.7.1. Intermolecular Forces4 min

1.7.2. Melting and Boiling Point Comparison4 min

1.7.3. Example: Intermolecular Forces3 min

1.7.4. Example: Intermolecular Forces2 min

1.7.5. Practice: Intermolecular Forces1 min

1.8.1. Drawing Organic Compouds in 2D2 min

1.8.2. Example: 2-D Notation2 min

1.8.3. Example: 2-D Notation1 min

1.8.4. Summary Sheet: Representing Molecules in Different 2D Notation

1.8.5. Summary Sheet: Condensed Formula

1.9.1. Summary Sheet: The Basics

2. Molecular Representations

12min

2.1.1. Bonding in Delocalized Systems3 min

2.1.2. Example: Resonance Structures6 min

2.2.1. Summary Sheet: Common Organic Functional Groups

2.2.2. Example: Functional Groups 2 min

3. Acids and Bases

56min

3.1.1. Acid/Base Equilibrium Fundamentals - Use of Acids and Bases in Organic Chemistry4 min

3.1.2. Key Definitions in Acids/Bases5 min

3.1.3. Acid/Base Equilibrium Constants2 min

3.1.4. Example: Acid/Base Arrows 3 min

3.2.1. Factors Influencing Acid/Base Strength2 min

3.2.2. Electronegativity1 min

3.2.3. Atom Size2 min

3.2.4. Resonance3 min

3.2.5. Hybridization3 min

3.2.6. Induction3 min

3.2.7. Aromaticity3 min

3.2.8. Example: Acid/Base Strength 3 min

3.2.9. Example: Acid/Base Strength 3 min

3.2.10. Practice: Acid/Base Equilibria 2 min

3.2.11. Practice: Acid/Base Equilibria 2 min

3.3.1. Important pKas You Should Know4 min

3.3.2. Relationship Between pH and pKa2 min

3.3.3. Amino Acids at Different pHs3 min

3.3.4. Practice: Amino Acids in Solution3 min

3.3.5. Practice: Amino Acids in Solution3 min

3.3.6. Summary Sheet: Amino Acids in Solution of Various pH

3.3.7. Summary Sheet: pKa's of Common Molecules

3.4.1. Summary Sheet: Chemical Equilibria and Acid/Base Chemistry

4. Separation Science

2min

4.1.1. Thin Layer Chromatography

4.1.2. Column Chromatography2 min

4.2.1. Liquid-Liquid Extraction

5. Infrared and Mass Spectrometry

40min

5.1.1. Hydrogen Deficiency Index4 min

5.2.1. Infrared Spectroscopy12 min

5.2.2. Example: IR Spectroscopy2 min

5.2.3. Example: IR Spectroscopy52 sec

5.2.4. Practice Question: IR Spectroscopy1 min

5.2.5. Practice Question: IR Spectroscopy 21 min

5.2.6. Practice: Structure Elucidation 1

5.3.1. Mass Spectrometry9 min

5.3.2. Example: Mass Spectrometry4 min

5.3.3. Example: Mass Spectrometry2 min

5.3.4. Example: Mass Spectrometry2 min

6. Nuclear Magnetic Resonance Spectroscopy

1.2hr

6.1.1. NMR Theory6 min

6.1.2. Example: Intro to NMR2 min

6.1.3. Example: Intro to NMR2 min

6.2.1. Hydrogen (1H NMR)20 min

6.2.2. Example: 1H NMR3 min

6.2.3. Example: 1H NMR6 min

6.2.4. Practice: 1H NMR 3 min

6.2.5. Practice Question: 1H NMR2 min

6.2.6. Practice Question: 1H NMR1 min

6.2.7. Practice Question4 min

6.3.1. Carbon (13C) NMR8 min

6.3.2. Example: 13C NMR3 min

6.3.3. Example: 13C NMR4 min

6.3.4. Practice: 13C NMR3 min

6.3.5. Example: 13C NMR3 min

6.4.1. Structure Elucidation

6.P.1. Practice: Structure Elucidation 2

6.P.2. Practice: Structure Elucidation 3

7. Alkanes and Cycloalkanes

45min

7.1.1. Summary Sheet: Common Organic Functional Groups

7.1.2. Example: Functional Groups 2 min

7.2.1. Drawing Organic Compounds in 3D5 min

7.2.2. Example: 3-D Notation2 min

7.2.3. Example: 3-D Notation2 min

7.2.4. Summary Sheet: Drawing in 3-Dimensions

7.3.1. Chair Conformations4 min

7.3.2. Example: Chair Conformations60 sec

7.3.3. Example: Chair Conformations1 min

7.3.4. Practice: Chair Conformations2 min

7.4.1. IUPAC Systematic Naming Theory15 min

7.4.2. Example: Converting Names to Structures2 min

7.4.3. Example: IUPAC Systematic Naming2 min

7.4.4. Example: IUPAC Systematic Naming2 min

7.4.5. Practice: IUPAC Systematic Naming2 min

7.4.6. Practice: IUPAC Systematic Naming2 min

7.4.7. Summary Sheet: IUPAC Naming

8. Stereoisomerism

1.5hr

8.1.1. Summary Sheet: Isomers Flowchart

8.2.1. Constitutional Isomers5 min

8.2.2. Example: Constitutional Isomers4 min

8.2.3. Example: Constitutional Isomers3 min

8.3.1. Conformational Isomers6 min

8.3.2. Example: Conformational Isomers3 min

8.4.1. Geometric or Cis/Trans Isomers6 min

8.4.2. Example: Geometric Isomers4 min

8.4.3. Practice: Geometric Isomers 2 min

8.5.1. Chiral Molecules5 min

8.5.2. Cahn-Ingold-Prelog Rules4 min

8.5.3. Assigning R and S Nomenclature4 min

8.5.4. Example: Stereochemistry7 min

8.5.5. Example: Stereochemistry 24 min

8.5.6. Practice: Stereochemistry 2 min

8.5.7. Practice: Stereochemistry1 min

8.6.1. Optical Isomers13 min

8.6.2. Example: Optical Isomers3 min

8.6.3. Example: Optical Isomers 23 min

8.6.4. Practice: Optical Isomers 1 min

8.7.1. Summary Sheet: IUPAC Naming

8.7.2. Summary Sheet: Naming Molecules with Stereochemistry

8.7.3. Example: Naming Molecules with Stereochemistry4 min

8.7.4. Example: Naming Molecules with Stereochemistry2 min

8.7.5. Practice: Naming Molecules with Stereochemistry2 min

8.8.1. Summary Sheet: Stereochemistry

8.8.2. Summary Sheet: Determining Maximum Number of Stereoisomers

8.8.3. Summary Sheet: Nomenclature and Conformations of Alkanes and Cycloalkanes

9. Chemical Reactivity and Mechanism

18min

9.1.1. Enthalpy of Reaction

9.1.3. Gibbs Free Energy

9.1.4. Transition States

9.2.1. General Terminology4 min

9.2.2. Nucleophiles4 min

9.2.3. Electrophiles2 min

9.2.4. Leaving Groups4 min

9.2.5. Substitution vs. Elimination2 min

9.2.6. Example: Substitution vs. Elimination3 min

10. Alkyl Halides: Nucleophilic Substitution and Elimination

1.4hr

10.1.1. General Terminology4 min

10.1.2. Nucleophiles4 min

10.1.3. Electrophiles2 min

10.1.4. Leaving Groups4 min

10.1.5. Substitution vs. Elimination2 min

10.1.6. Example: Substitution vs. Elimination3 min

10.2.1. Molecularity and Rate57 sec

10.2.2. Structural Requirements1 min

10.2.3. SN1 Mechanism4 min

10.2.4. Practice: Sn1 Reaction1 min

10.3.1. Molecularity and Rate1 min

10.3.2. Structural Requirements2 min

10.3.3. SN2 Mechanism4 min

10.3.4. Practice: Sn2 Reaction1 min

10.4.1. Stereochemistry in Substitution Reactions2 min

10.5.1. Leaving Group Ability4 min

10.5.2. Example: Alcohol as a Leaving Group2 min

10.6.1. Solvent Effects in Substitution Reactions6 min

10.7.1. The Williamson Ether Synthesis (*coming soon)

10.7.2. Reactions of Ethers with Strong Acids (*coming soon)

10.8.1. Molecularity and Rate43 sec

10.8.2. Structural Requirements52 sec

10.8.3. E1 Mechanism3 min

10.9.1. Molecularity and Rate45 sec

10.9.2. Structural Requirements2 min

10.9.3. Synthesis of Alkynes1 min

10.9.4. E2 Mechanism3 min

10.10.1. Selectivity in Elimination Reactions - E2 Reactions8 min

10.10.2. Selectivity in Elimination Reactions - E1 Reactions4 min

10.10.3. Example: Selectivity in Elimination Reactions6 min

10.11.1. Favouring Elimination over Subsitution5 min

10.12.1. Summary Sheet: Substitution Reactions

10.12.2. Summary Sheet: Elimination Reactions

10.P.1. Practice: Substitution Question 1

10.P.2. Practice: Substitution Question 2

10.P.3. Practice: Elimination Question 1

10.P.4. Practice: Elimination Question 2

10.P.5. Practice: Elimination Question 3

11. Addition Reactions of Alkenes

2.2hr

11.1.1. Carbocation Rearrangements6 min

11.1.2. Example: Carbocation Rearrangements3 min

11.1.3. Example: Carbocation Rearrangements3 min

11.2.1. Hydrohalogenation9 min

11.2.2. Example: Hydrohalogenation4 min

11.2.3. Example: Hydrohalogenation4 min

11.3.1. Acid-catalyzed Hydration9 min

11.3.2. Example: Acid-catalyzed Hydration4 min

11.3.3. Example: Acid-catalyzed Hydration 23 min

11.4.1. Hydroboration/Oxidation8 min

11.4.2. Example: Hydroboration 13 min

11.4.3. Example: Hydroboration 22 min

11.5.1. Halogenation13 min

11.5.2. Example: Halogenation 13 min

11.5.3. Example: Halogenation 22 min

11.5.4. Example: Halogenation3 min

11.6.1. Ozonolysis9 min

11.6.2. Example: Ozonolysis 12 min

11.6.3. Example: Ozonolysis4 min

11.7.1. Dihydroxylation5 min

11.7.2. Example: Dihydroxylation3 min

11.8.1. Epoxidation8 min

11.8.2. Example: Epoxidation3 min

11.8.3. Example: Epoxides as Electrophiles8 min

11.9.1. Hydrogenation6 min

11.9.2. Example: Hydrogenation 13 min

11.9.3. Example: Hydrogenation 22 min

11.9.4. Example: Hydrogenation 31 min

11.9.5. Example: Hydrogenation with Isotopes of Hydrogen2 min

11.10.1. Halohydrin Formation

11.11.1. Summary Sheet: Electrophilic Addition to Alkenes/Alkynes

11.P.1. Practice: Reaction Energy Diagrams

12. Alkynes

12.1.1. Preparation of Alkynes from Vicinal Dihalides

12.1.2. Preparation of Alkynes from Geminal Dihalides

12.1.3. C-C Bond Formation Using Terminal Alkynes

12.2.1. Hydrogenation of Alkynes (Review)

12.2.2. Hydrohalogenation of Alkynes

12.2.3. Hydrohalogenation of Alkynes with HBr and Peroxides

12.2.4. Mercury-Catalyzed Hydration of Alkynes

12.2.5. Hydroboration-Oxidation of Alkynes

12.2.6. Halogenation of Alkynes

12.2.7. Ozonolysis of Alkynes

Mock Exams

ME.1. Term Test 1 - Exam-Like Problem Set37 Qns

ME.2. Term Test 2 - Mock Assessment31 Qns

ME.3. Final Exam - Mock Assessment103 Qns

ME.2 Term Test 2 - Mock Assessment

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