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Organic Chemistry

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Syllabus

IUPAC Nomenclature of Alkanes: Part 1.
IUPAC Nomenclature of Alkanes: Part 2.
IUPAC Nomenclature of Haloalkanes and Alcohols.
IUPAC Nomenclature of Alkenes and Alkynes.
IUPAC Nomenclature of Cyclic Compounds.
Resonance Structures/Assigning Formal Charge.
Conformational Analysis of Ethane and Butane - Newman Projections.
Cyclohexane Chairs.
Stereochemistry: Enantiomers.
Cahn-Ingold-Prelog Convention (Determining R/S).
Stereochemistry: Meso Compounds, Diastereomers.
Nucleophiles, Electrophiles, Leaving Groups, and the SN2 Reaction.
SN1 Reaction.
E2 Reaction.
E1 Reaction.
Choosing Between SN1/SN2/E1/E2 Mechanisms.
E2 on Cyclic Systems.
Zaitsev and Hofmann Elimination Products.
E/Z Absolute Configuration of Alkenes.
Carbocation Rearrangement - Hydride and Methanide Shifts.
Addition Reactions.
Hydrohalogenation, Hydration, Dihalogenation.
Addition on Conjugated Polyunsaturated Systems.
Hydrogenation of Alkynes.
Halohydrin Formation.
Oxymercuration-Demercuration.
Hydroboration-Oxidation.
Alkyne Synthesis by Double Dehydrohalogenation.
Williamson Ether Synthesis.
Diels-Alder Cycloaddition.
Ozonolysis.
Oxidation and Reduction.
Aldol Condensation.
Michael Addition.
Robinson Annulation.
Regioselective Enolization and Thermodynamic vs. Kinetic Control.
Claisen Condensation and Dieckmann Condensation.
Reactions of Beta-Dicarbonyl Compounds.
Aromaticity and Huckel's Rule.
Free Radicals.
Free Radical Halogenation.
Anti-Markovnikov Hydrohalogenation.
Electrophilic Aromatic Substitution.
Friedel-Crafts Alkylation.
Friedel-Crafts Acylation.
Ortho/Meta/Para Directors.
Clemmensen Reduction.
Grignard Reaction.
Wittig Reaction.
IR Spectroscopy.
NMR Spectroscopy.
Homotopic, Enantiotopic, Diastereotopic, and Heterotopic Protons.
Mass Spectrometry.
Reactions of Epoxides.
Hemiacetals, Acetals, and Imines.
Retrosynthetic Analysis.
Leaving Group Derivatives.
Protecting Groups.
Nomenclature of Polycyclic Compounds: Naphthalene, Biphenyl, Anthracene, Spiro, Bicyclo.
More Examples Using the Cahn-Ingold-Prelog Convention.
More Practice With H-NMR Spectra.
Chiral Molecules With No Chiral Centers.
Separating Components of a Mixture by Extraction.
Thin Layer Chromatography (TLC).
Column Chromatography.
Separating Liquids by Distillation.
Recrystallization.
Nucleophilic Aromatic Substitution.
Carboxylic Acids and Their Derivatives.
Carbonic Acid Derivatives.
Properties of Amides.
Assigning R/S on Fischer Projections.
Fischer Esterification and Saponification.
Organolithium Reagents.
Organocuprates (Gilman Reagents).
Stereospecificity vs. Stereoselectivity and Regiospecificity vs. Regioselectivity.
Oxidation of Alkenes Using Potassium Permanganate (Hot and Cold Conditions).
Hofmann Elimination via Exhaustive Methylation of Amines.
Beckmann Rearrangement.
Baeyer-Villiger Oxidation.
Allylic/Benzylic Bromination With N-Bromo Succinimide (NBS).
Reduction of Esters With DIBAL-H.
Cleavage of Carbon-Carbon Bonds With Periodic Acid.
The Haloform Reaction.
Carbenes Part 1: Properties and Formation.
Carbenes Part 2: Cyclopropanation, C-H Insertion, and the Bamford-Stevens Reaction.
Diazomethane Synthesis and Applications (Arndt-Eistert Homologation).
The Chemistry of Arynes (Benzyne).
Heterocycles Part 1: Furan, Thiophene, and Pyrrole.
Heterocycles Part 2: Pyridine.
Pericyclic Reactions Part 1: Revisiting the Diels-Alder Reaction.
Pericyclic Reactions Part 2: Hetero-DA Reactions and 1,3-Dipolar Cycloadditions.
Pericyclic Reactions Part 3: Sigmatropic Shifts (Cope Rearrangement, Claisen Rearrangement).
Pericyclic Reactions Part 4: Electrocyclizations (Conrotatory/Disrotatory and Nazarov Cyclizations).
Gabriel Amine Synthesis.
Strecker Amino Acid Synthesis.

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