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Organic Chemistry I, Organic Chemistry II, Advanced Organic Chemistry

The following is a list of typical topics covered

 
  • Structure & Bonding
    • Atomic Structure: The Nucleus
    • Atomic Structure: Orbitals
    • Atomic Structure: Electron Config
    • Chemical Bonding Theory
    • Valence Bond Theory
    • sp3 Hybrid Orbitals & the Alkanes
    • sp2 Hybrid Orbitals & the Alkenes
    • sp Hybrid Orbitals & the Alkynes
    • Hybridization of N, O, P, & S
    • Molecular Orbital Theory
    • Drawing Chemical Structures

  • Polar Covalent Bonds
    • Electronegativity
    • Dipole Moments
    • Formal Charges
    • Resonance
    • Rules for Resonance Forms
    • Drawing Resonance Forms
    • Bronsted-Lowry Acids/Bases
    • Acid & Base Strength
    • Predicting A/B Rxn from pKa Values
    • Organic Acids & Organic Bases
    • Lewis Acids/Bases
    • Molecular Models
    • Noncovalent Interactions

  • Alkanes & Their Stereochemistry
    • Functional Groups
    • Alkanes & Alkane Isomers
    • Alkyl Groups
    • Naming Alkanes
    • Properties of Alkanes
    • Conformations of Alkanes

  • Cycloalkanes
    • Naming Cycloalkanes
    • Cis-Trans Isomerism in Cycloalkanes
    • Stability of Cycloalkanes: Ring Strain
    • Conformations of Cycloalkanes
    • Axial & Equatorial Bonds
    • Conformations of Monosub'd Cyclohexanes
    • Conformations of Disubd'd Cyclohexanes
    • Conformations of Polycyclic Molecules

  • Organic Reactions
    • Kinds of Organic Reactions
    • Mechanisms of Organic Rxns
    • Radical Reactions
    • Polar Reactions
    • Equilibria, Rates, & Energy Changes
    • Bond Dissociation Energies
    • Energy Diagrams & Transition States
    • Intermediates

  • Alkenes
    • Industrial Prep & Use of Alkenes
    • Degree of Unsaturation
    • Naming Alkenes
    • Cis-Trans Isomerism in Alkenes
    • E,Z Designation
    • Stability of Alkenes
    • Electrophilic Addition Rxns of Alkenes
    • Orientation & Markovnikov's Rule
    • Carbocation Structure & Stability
    • The Hammond Postulate
    • Carbocation Rearrangements

  • Alkenes, Reactions & Synthesis
    • Elimination Reactions
    • Rxn of Halogens w/Alkenes
    • Halohydrin Formation
    • Water & Oxymercuration
    • Water & Hydroboration
    • Carbenes & Cyclopropane
    • Hydrogenation Reduction
    • Oxidation
    • Oxidation & Cleavage
    • Polymerization

  • Alkynes
    • Naming Alkynes
    • Preparation of Alkynes
    • Addition of HX & X2
    • Hydration of Alkynes
    • Reduction of Alkynes
    • Oxidative Cleavage of Alkynes
    • Alkyne Acidity
    • Alkylation of Acetylide Anions
    • Introduction to Organic Synthesis

  • Stereochemistry
    • Enantiomers & the Tetrahedral Carbon
    • Chirality
    • Optical Activity
    • Enantiomers
    • Sequence Rules
    • Diastereomers
    • Meso Compounds
    • Racemic Mixtures
    • Isomerism
    • Rxn of H2O w/Achiral Alkene
    • Rxn of H2O w/Chiral Alkene
    • Chirality at N, P, & S
    • Prochirality
    • Chirality in Nature

  • Organohalides
    • Naming Alkyl Halides
    • Structure of Alkyl Halides
    • Preparing from Alkanes
    • Preparing from Alkenes
    • Stability of the Allyl Radical
    • Alkyl Halides from Alcohols
    • Grignard Reagents
    • Organometallic Coupling Rxns
    • Redox Rxns in Organic Chemistry

  • Nucleophilic Sub & Elim of Alkyl Halides
    • Nucleophilic Substitution Reactions
    • The SN2 Reaction
    • The SN1 Reaction
    • Elimination Rxns, Zaitsev's Rule
    • The E2 Rxn & Deuterium Isotope Effect
    • The E2 Rxn & Cyclohexane Conformation
    • The E1 & E1cB Rxns

  • Mass Spec & IR Spectroscopy
    • Mass Spectrometry
    • Interpreting Mass Spectra
    • Biological Chemistry
    • Spectroscopy & the EM Spectrum
    • Infrared Spectroscopy

  • NMR Spectroscopy
    • Nuclear Magnetic Resonance
    • The Nature of NMR Absorptions
    • Chemical Shifts
    • 13C NMR Spectroscopy
    • 1H NMR Spectroscopy & Proton Equiv
    • Chemical Shifts in 1H NMR
    • Integration of 1H NMR Absorptions
    • Spin-Spin Splitting
    • Uses of 1H NMR Spectroscopy

  • Ultraviolet Spectroscopy
    • Stability of Conjugated Dienes
    • Addition Rxns of Conjugated Dienes
    • Diels–Alder Cycloaddition Reaction
    • Diene Polymers
    • Conjugated Systems
    • The Effect of Conjugation

  • Benzene & Aromaticity
    • Names of Aromatic Compounds
    • Structure & Stability of Benzene
    • Aromaticity & the Huckel Rule
    • Aromatic Ions
    • Aromatic Heterocycles
    • Polycyclic Aromatic Compounds
    • Spectroscopy

  • Chemistry of Benzene
    • Electrophilic Aromatic Substitution Rxns
    • Other Aromatic Substitutions
    • Friedel-Crafts
    • Substituent Effects
    • Trisubstituted Benzenes
    • Nucleophilic Aromatic Substitution
    • Benzyne
    • Oxidation of Aromatic Compounds
    • Reduction of Aromatic Compounds
    • Synthesis of Trisubstituted Benzenes
     
  • Alcohols & Phenols
    • Naming Alcohols & Phenols
    • Properties of Alcohols & Phenols
    • Preparation of Alcohols
    • Reduction of Carbonyl Compounds
    • Reaction of Carbonyls with Grignard
    • Reactions of Alcohols
    • Oxidation of Alcohols
    • Protection of Alcohols
    • Phenols & Their Uses
    • Reactions of Phenols
    • Spectroscopy

  • Ethers & Epoxides
    • Names & Properties of Ethers
    • Synthesis of Ethers
    • Acidic Cleavage
    • Claisen Rearrangement
    • Cyclic Ethers: Epoxides
    • Reactions of Epoxides
    • Crown Ethers
    • Thiols & Sulfides
    • Spectroscopy

  • Aldehydes & Ketones
    • Naming Aldehydes & Ketones
    • Preparation of Aldehydes/Ketones
    • Oxidation of Aldehydes/Ketones
    • Nucleophilic Rxns of Aldehydes/Ketones
    • Addition of H2O
    • Addition of HCN
    • Addition of Grignard Reagents
    • Addition of Amines
    • Hydrazine: The Wolff-Kishner Rxn
    • Alcohols: Acetal Formation
    • Phosphorus Ylides: The Wittig Reaction
    • Conjugate Nucleophilic Addition
    • Spectroscopy

  • Carboxylic Acids & Nitriles
    • Naming Carboxylic Acids & Nitriles
    • Structure & Properties of Carboxylic Acids
    • Biological Acids
    • Substituent Effects on Acidity
    • Preparation of Carboxylic Acids
    • Reactions of Carboxylic Acids
    • Chemistry of Nitriles
    • Spectroscopy

  • Carboxylic Acid Derivatives
    • Naming Carboxylic Acid Derivatives
    • Nucleophilic Acyl Substitution Rxns
    • NAS of Carboxylic Acids
    • Acid Halides
    • Acid Anhydrides
    • Esters
    • Amides
    • Thioesters & Acyl Phosphates
    • Polyamides & Polyesters
    • Spectroscopy

  • Carbonyl Alpha-Substitution Rxns
    • Keto-Enol Tautomerism
    • Reactivity & Mechanism of Enol Rxns
    • Alpha Halogenation of Aldehydes/Ketones
    • Alpha Bromination of Carboxylic Acids
    • Acidity of Alpha Hydrogen Atoms
    • Reactivity of Enolate Ions
    • Alkylation of Enolate Ions

  • Carbonyl Condensation Reactions
    • The Aldol Reaction
    • Dehydration of Aldol Products
    • Using Aldol Reactions in Synthesis
    • Mixed Aldol Reactions
    • Intramolecular Aldol Reactions
    • Claisen Condensation Reaction
    • Mixed Claisen Condensations
    • Dieckmann Reaction
    • The Michael Reaction
    • The Stork Reaction

  • Amines & Heterocycles
    • Naming Amines
    • Properties of Amines
    • Basicity of Amines
    • Basicity of Substituted Arylamines
    • Synthesis of Amines
    • Reactions of Amines
    • Reactions of Arylamines
    • Heterocycles
    • Spectroscopy

  • Carbohydrates
    • Classification of Carbohydrates
    • Stereochemistry: Fischer Projections
    • D,L Sugars
    • Configurations of the Aldoses
    • Cyclic Structures of Monosaccharides
    • Reactions of Monosaccharides
    • Essential Monosaccharides
    • Disaccharides
    • Polysaccharides & Their Synthesis

  • Amino Acids, Peptides, & Proteins
    • Structures of Amino Acids
    • Henderson-Hasselbalch Equation
    • Synthesis of Amino Acids
    • Peptides & Proteins
    • Amino Acid Analysis of Peptides
    • Peptide Sequencing
    • Peptide Synthesis
    • Protein Structure
    • Enzymes & Coenzymes

  • Lipids
    • Waxes, Fats, & Oils
    • Soap
    • Phospholipids
    • Terpenoids
    • Steroids
    • Biosynthesis of Steroids

  • Nucleic Acids
    • Nucleotides & Nucleic Acids
    • The Watson-Crick Model
    • Replication of DNA
    • Transcription of DNA
    • Translation of RNA
    • DNA Sequencing
    • DNA Synthesis
    • Polymerase Chain Reaction

  • Metabolic Pathways
    • Metabolism & Biochemical Energy
    • Catabolism of Triacylglycerols
    • Biosynthesis of Fatty Acids
    • Glycolysis
    • Pyruvate to Acetyl CoA
    • The Citric Acid Cycle
    • Carbohydrate Biosynthesis
    • Transamination

  • Pericyclic Reactions
    • Molecular Orbitals
    • Electrocyclic Reactions
    • Photochemical Electrocyclic Reactions
    • Cycloaddition Reactions
    • Stereochemistry of Cycloadditions
    • Sigmatropic Rearrangements
    • Rules for Pericyclic Reactions

  • Synthetic Polymers
    • Chain-Growth Polymers
    • Stereochemistry of Polymerization
    • Copolymers
    • Step-Growth Polymers
    • Polymer Structure
    • Physical Properties