Mechanism: How Energies and Kinetic Order Influence Reaction Rates – Peculiar Rate Laws, Bond Dissociation Energies, and Relative Reactivities – Rate and Selectivity in Radical-Chain Reactions – Electronegativity, Bond Strength, Electrostatics, and Non-Bonded Interactions – Solvation, H-Bonding, and Ionophores – Brønsted Acidity and the Generality of Nucleophilic Substitution – Nucleophilic Substitution Tools – Stereochemistry, Rate Law, Substrate, Nucleophile – Solvent, Leaving Group, Bridgehead Substitution, and Pentavalent Carbon – Pentavalent Carbon? E2, SN1, E1 – Cation Intermediates. Alkenes: Formation, Addition, and Stability – Carbocations and the Mechanism of Electrophilic Addition to Alkenes and Alkynes – Nucleophilic Participation During Electrophilic Addition to Alkenes – Addition to Form Three-Membered Rings: Carbenoids and Epoxidation.

Epoxide Opening, Dipolar Cycloaddition, and Ozonolysis – Metals and Catalysis in Alkene Oxidation, Hydrogenation, Metathesis, and Polymerization – Isoprenoids, Rubber, and Tuning Polymer Properties – Alkynes. Conjugation in Allylic Intermediates and Dienes – Linear and Cyclic Conjugation Theory. 4n+2 Aromaticity – Aromatic Transition States: Cycloaddition and Electrocyclic Reactions – Electronic and Vibrational Spectroscopy – Functional Groups and Fingerprints in IR Spectroscopy. Precession of Magnetic Nuclei – Medical MRI and Chemical NMR – Diamagnetic Anisotropy and Spin-Spin Splitting – Higher-Order Effects, Dynamics, and the NMR Time Scale.

C-13 and 2D NMR. Electrophilic Aromatic Substitution – Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg – Triphenylmethyl and an Introduction to Carbonyl Chemistry – Mechanism and Equilibrium of Carbonyl Reactions – Imines and Enamines. Oxidation and Reduction – Oxidation States and Mechanisms – Periodate Cleavage, Retrosynthesis, and Green Chemistry – Measuring Bond Energies: Guest Lecture by Prof. G. Barney Ellison – Green Chemistry. Acids and Acid Derivatives – Acids and Acid Derivatives – Acyl Insertions and [gr]α-Reactivity – [gr]α-Reactivity and Condensation Reactions – Proving the Configuration of Glucose and Synthesizing Two Unnatural Products – Review: Synthesis of Cortisone.

Other Resources

Course Curriculum

Mechanism: How Energies and Kinetic Order Influence Reaction Rates Details 0:49
Peculiar Rate Laws, Bond Dissociation Energies, and Relative Reactivities Details 48:14
Rate and Selectivity in Radical-Chain Reactions Details 46:46
Electronegativity, Bond Strength, Electrostatics, and Non-Bonded Interactions Details 50:8
Solvation, H-Bonding, and Ionophores Details 47:10
Brønsted Acidity and the Generality of Nucleophilic Substitution Details 46:47
Nucleophilic Substitution Tools – Stereochemistry, Rate Law, Substrate, Nucleophile Details 51:56
Solvent, Leaving Group, Bridgehead Substitution, and Pentavalent Carbon Details 48:27
Pentavalent Carbon? E2, SN1, E1 Details 48:5
Cation Intermediates. Alkenes: Formation, Addition, and Stability Details 51:15
Carbocations and the Mechanism of Electrophilic Addition to Alkenes and Alkynes Details 52:8
Nucleophilic Participation During Electrophilic Addition to Alkenes Details 49:5
Addition to Form Three-Membered Rings: Carbenoids and Epoxidation Details 50:55
Epoxide Opening, Dipolar Cycloaddition, and Ozonolysis Details 49:39
Metals and Catalysis in Alkene Oxidation, Hydrogenation, Metathesis, and Polymerization Details 50:36
Isoprenoids, Rubber, and Tuning Polymer Properties Details 46:27
Alkynes. Conjugation in Allylic Intermediates and Dienes Details 49:38
Linear and Cyclic Conjugation Theory. 4n+2 Aromaticity Details 47:46
Aromatic Transition States: Cycloaddition and Electrocyclic Reactions Details 49:13
Electronic and Vibrational Spectroscopy Details 49:47
Functional Groups and Fingerprints in IR Spectroscopy. Precession of Magnetic Nuclei Details 53:39
Medical MRI and Chemical NMR Details 49:21
Diamagnetic Anisotropy and Spin-Spin Splitting Details 48:20
Higher-Order Effects, Dynamics, and the NMR Time Scale Details 51:13
C-13 and 2D NMR. Electrophilic Aromatic Substitution Details 50:29
Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg Details 50:49
Triphenylmethyl and an Introduction to Carbonyl Chemistry Details 45:34
Mechanism and Equilibrium of Carbonyl Reactions Details 49:4
Imines and Enamines. Oxidation and Reduction Details 50:2
Oxidation States and Mechanisms Details 46:58
Periodate Cleavage, Retrosynthesis, and Green Chemistry Details 46:8
Measuring Bond Energies: Guest Lecture by Prof. G. Barney Ellison Details 47:33
Green Chemistry. Acids and Acid Derivatives Details 49:20
Acids and Acid Derivatives Details 50:29
Acyl Insertions and [gr]α-Reactivity Details 48:49
[gr]α-Reactivity and Condensation Reactions Details 53:7
Proving the Configuration of Glucose and Synthesizing Two Unnatural Products Details 54:47
Review: Synthesis of Cortisone Details 52:9

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