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- 1.01 Foreword
- 1.02 Methane related text
- 1.03 Saturated Hydrocarbons related text
- 1.04 Structure - Isomers related text
Claude E. Wintner Organic Chemistry Reference Lectures
This project attempts to present some of the basics of organic chemistry in video lectures. The goal is to provide a talking textbook. Each lecture is divided into short segments for easy reference. The videos, as well as related text, are intended for any student who is interested in learning organic chemistry.
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Lecture 1 -Introduction
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Lecture 2 - Conformation
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- 2.01 Ethane related text
- 2.02 Propane related text
- 2.03 n-Butane related text
- 2.04 n-Pentane related text
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Lecture 3 - Constitution
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- 3.01 Review
- 3.02 Butane and Isobutane related text
- 3.03 C5H12 Hydrocarbons related text
- 3.04 C6H14 Hydrocarbons related text
- 3.05 C7H16 Hydrocarbons related text
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Lecture 4 - Configuration
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- 4.01 Enantiomerism related text
- 4.02 Introduction to CIP related text
- 4.03 CIP Mechanics related text
- 4.04 Diastereoisomerism: 3,4-Dimethylheptane related text
- 4.05 Achiral Diastereoisomers: 3,4-Dimethylhexane related text
- 4.06 A More Complicated Case: 3,4,5-Trimethylheptane related text
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Lecture 5 - Hydrocarbon Rings
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- 5.01 Introduction to Rings related text
- 5.02 Strain Energy related text
- 5.03 Dimethyl Cyclopropanes related text
- 5.04 Dimethyl Cyclobutanes related text
- 5.05 Cyclohexane Chair Conformation related text
- 5.06 Dimethyl Cyclohexanes related text
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Lecture 6 - Stereotopism
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- 6.01 Constitutionally Distinguishable Groups related text
- 6.02 Homotopic Groups related text
- 6.03 Enantiotopic Groups related text
- 6.04 Diastereotopic Groups related text
- 6.05 Stereotopism in 3,5-Dimethylheptane related text
- 6.06 Re and Si Faces and Spaces related text
- 6.07 Stereotopism in Ethanol related text
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Lecture 7 - Carbon Bonding
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- 7.01 Hydrogen Molecule related text, related text: addendum)
- 7.02 Csp3 Bonding - Methane related text
- 7.03 Csp2 Bonding - Ethylene related text
- 7.04 Csp2 Bonding - Ethylene, continued related text
- 7.05 Csp Bonding - Acetylene related text
- 7.06 Allene (1,2-Propadiene) related text
- 7.07 Tau Bonds ("Bent Bonds") related text
- 7.08 E/Z Nomenclature related text
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Lecture 8 - Bonding in Carbon Polyene Systems
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- 8.01 1,3-Butadiene related text
- 8.02 1,3,5-Hexatriene related text
- 8.03 The Special Case of Benzene related text
- 8.04 The Generalized Concept of Aromaticity related text
- 8.05 Hexatriene - Cyclohexadiene Interconversion related text
- 8.06 Butadiene - Cyclobutene Interconversion related text
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Lecture 9 - Basic Ideas of Thermodynamics and Kinetics
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- 9.01 Simple Application of Gibbs' Equation related text
- 9.02 Simple Application of Eyring's Equation related text
- 9.03 Thermodynamic vs. Kinetic Control of a Reaction related text
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Lecture 10 - Functionality
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- 10.01 The Concepts Primary, Secondary, Tertiary related text
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Lecture 11 - Acidity and Basicity
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- 11.01 Aqueous Acids and Bases - pKA related text
- 11.02 The Lewis Nucleophile-Electrophile Definition related text
- 11.03 Avoiding Error When Invoking Aqueous Acids and Bases related text
- 11.04 Potential Delocalization of an Anion Affects Acidity related text
- 11.05 Kinetic vs. Thermodynamic (Equilibrium) Acidity related text
- 11.06 Nucleophilicity vs. Basicity related text
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Lecture 12 - Oxidation and Reduction: Forms of Writing Reactions
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- 12.01 Balancing Redox Reactions related text
- 12.02 Reduction of Alkenes - Forms of Writing Reactions related text
- 12.03 Oxidation of Alkenes to Oxiranes (Epoxides) related text
- 12.04 Oxidation of Alkenes to 1,2-Diols (Cis-Oxidation) related text
- 12.05 Diastereoselectivity in Redox Reactions related text
- 12.06 Enantioselectivity in Redox Reactions related text
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Lecture 13 - Bimolecular Nucleophilic Substitution and Elimination Reactions
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- 13.01 Bimolecular Nucleophilic Substitution related text
- 13.02 The SN2 Mechanism related text
- 13.03 The Special Case of Primary Halide Synthesis related text
- 13.04 Steric Effects on the SN2 Mechanism related text
- 13.05 The E2 Mechanism Competes with SN2 related text
- 13.06 Stereochemistry of the E2 Reaction related text
- 13.07 Synthesis of Isopropyl Methyl Ether related text
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Lecture 14 - Unimolecular Nucleophilic Substitution and Elimination Reactions
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- 14.01 The SN1 Mechanism related text
- 14.02 Carbocations related text
- 14.03 Synthesis of tert-Butyl Methyl Ether related text
- 14.04 The E1 Mechanism related text
- 14.05 Summary of Nucleophilic Substitution Reactions related text
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Lecture 15 - Electrophilic Addition to Alkenes
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- 15.01 Addition of HX to Alkenes related text
- 15.02 Acid Catalyzed Polymerization of Alkenes related text
- 15.03 Epoxidation of cis-2-Butene related text
- 15.04 Epoxidation of trans-2-Butene related text
- 15.05 Bromination of Alkenes related text
- 15.06 Stereochemistry of Bromine Elimination vs. Addition
- 15.07 Electrophilic Aromatic Substitution related text
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Lecture 16 - Introduction to the Carbonyl Group
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- 16.01 Introduction to Carbonyl Bonding and Reactivity related text
- 16.02 Introduction to Carbonyl Nomenclature
- 16.03 Reaction of the Carbonyl Group with Electrophiles and with Nucleophiles
- 16.04 Nucleophilic Addition to the Carbonyl Group vs. Nucleophilic Substitution at Carbonyl related text
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Lecture 17 - Alcohol Synthesis via Nucleophilic Addition to the Carbonyl Group
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- 17.01 Oxidation Reactions of Alcohols to Carbonyl Derivatives
- 17.02 Reduction of Aldehydes and Ketones to Alcohols with LiAlH4 and NaBH4 related text
- 17.03 Grignard Reagents - Nucleophiles for Carbonyl Addition
- 17.04 A General Synthesis of Alcohols related text
- 17.05 Synthesis of 3-Hexanol
- 17.06 Synthesis of 3-Methyl-3-Hexanol related text
- 17.07 Diastereoselective Alcohol Syntheses and the Possibility of Enantioselective Alcohol Syntheses related text
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Lecture 18 - Further Nucleophilic Addition Reactions to the Carbonyl Group
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- 18.01 Hydrates related text
- 18.02 Acetals and Ketals related text
- 18.03 Imines, Oximes, Hydrazones related text
- 18.04 Addition of Cyanide Anion to the Carbonyl and Imine Functionalities — α-Hydroxy- and α-Amino-Acids related text
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Lecture 19 - Nucleophilic Substitution at the Carbonyl Group
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- 19.01 Carboxylic Acids - Formation and Activation related text
- 19.02 Esters - Formation related text
- 19.03 Esters - Hydrolysis and Transesterification related text
- 19.04 Reactions of Esters with Grignard and Hydride Reagents related text
- 19.05 Amides - Formation related text
- 19.06 Amides - Hydrolysis related text
- 19.07 Nitriles and their Hydrolysis to Amides and Carboxylic Acids - Tautomers related text
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Lecture 20 - Consequences of Hydrogen Acidity at Carbonyl α-Carbon - Aldol and Related Reactions
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- 20.01 Enolate and Enol related text
- 20.02 Tau Bond Interpretation of Enolate Formation related text
- 20.03 Aldol Condensation related text
- 20.04 Aldol Condensation, Continued related text
- 20.05 Claisen (Ester) Condensation - Dieckmann Condensation related text
- 20.06 Alkylation and Decarboxylation of β-Ketoesters related text
- 20.07 Uses of the Claisen related text
- 20.08 Michael Reaction related text
- 20.09 Robinson Annulation related text
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Lecture 21 - Brief Introduction to Carbohydrates
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Lecture 22 - Important General Subjects for Review
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