Organic Chemistry 1 & 2 - Notes

Orgo 1 - NotesFormal ChargeConstitutional Isomers (aka Structural Isomers)Resonance StructuresBond Angles & Molecular ShapeCondensed, Partially Condensed & Lewis StructuresFunctional Groups (Alcohols; Ethers; Amines; Aldehydes; Ketones; Carboxylic Acids; Anhydrides; Esters; Amides)Organic Compound Classifications (primary; secondary; tertiary; quaternary)Intermolecular Forces (Hydrogen Bonding; Vander Waals Forces)Nomenclature & IUPAC System (Alkanes; Cycloalkanes)Newman ProjectionsCyclohexane Chair Conformations (equatorial vs axial energy levels & stabilization)Stereoisomers, Enantiomers (including Enantiomer Nomenclature) & identifying Diastereomers, Chiral Centers (Chirality) and R & S Assignment, cis vs trans & identifying Meso CompoundsAcids & Bases (identifying the conjugate acid & conjugate base); Acid Strength (Inductive Effect; Resonance Effect); Equilibrium favors formation of. E1, E2, SN1, SN2 ReactionsBond Breaking (Homolitic & Heterolitic cleavage - Homolysis & Heterolysis)Bond Dissociation Energy (BDE) (Activation Energy; Endothermic & Exothermic Reactions)Preparation of Haloalkanes by Halogenation of Alkanes (Br or Cl)Monochlorination (Halogenation)Radical Halogenation (Initiation, Propagation #1, Propagation #2, Termination)Energetics of Chain PropagationPreparation of Haloalkanes by Halogenation of AlkanesHalogenation (Bromination vs Chlorination)Organometallic ReagentsPreparation of Alcohols, Ethers, and EpoxidesPreparation of Alkoxides & Forming Epoxides from HalohydrinsDehydration of Alcohols to AlkenesCarbocation RearrangementsConversion of Alcohols to Alkyl Halides with HXConversion of Alcohols to Alkyl Halides with SOCl2 & PBr3Conversion of Alcohols to Alkyl TosylatesEpoxide Reactions with AcidsOpening Epoxide Ring with Strong NucleophileHydrohalogenation - Ionic & Electrophilic Addition of HXHydration - Electrophilic Addition of WaterHalogenation (Anti Addition)Halogenation - Electrophilic AdditionHalohydrin Formation (Anti Addition)Hydroboration-Oxidation (SYN Addition)Hydroboration-Oxidation vs HydrationRadical Addition of HBRCatalytic Hydrogenation (SYN Addition)Epoxidation (Oxidation Reaction)Dihydroxylation (Oxidation Reaction)Oxidative Cleavage (Oxidation Reaction)Lewis Acids & BasesGrignard ReagentsOrganometallic ReagentsCoupling Reactions of OrganocupratesOrganocupratesAlkyl Halide NomenclatureSN2 Reactions (Nucleophilic Substitution)SN1 Reactions (Nucleophilic Substitution)Carbocation StabilityDetermining SN1 or SN2 based on Alkyl Halide Class & Strong/Weak NucleophileSN1 & SN2 StereochemistryOrgo 2 - NotesPreparation of AlkynesAlkyne Rxns - Bases that can Deprotonate AcetyleneKeto-Enol TautomerizationHydroboration-OxidationKeto-Enol Tautomerization & Hydroboration-OxidationAcetylide Anion RxnsAlkyne NomenclatureConjugate DienesElectron Delocalization & HybridizationStability of Conjugate DienesDiels-Alder Rxn (Rules 1-4)Nomenclature of Benzene DerivativesStability of BenzeneClassifying Aromatic HeterocyclesIonic Aromatic Compounds & Heterocycle HybridizationHalogenationSubstituent Effects on Electrophilic Aromatic SubstitutionOrientation Effects of Substituted BenzenesRxns of Activated RingsNucleophilic Aromatic Substitution - Addition-EliminationNucleophilic Aromatic Substitution - Elimination-AdditionOxidation of AlcoholCarbonyl ReductionProtecting GroupsOrganocuprates (Gilman Reagents)Simmons-Smith RxnNucleophilic Addition of HydrideSuzuki MechanismHeck RxnMass SpectrometryIR StructureProton NMRImine FormationAcetal FormationAcetal HydrolysisPreparation of Carboxylic AcidsAcid-Base Rxns of Carboxylic AcidsCarboxylic Acid Inductive EffectsSubstituted Benzoic AcidsProperties of Carboxylic Acid DerivativesAcid Chloride NomenclatureNucleophilic Acyl SubstitutionAmide SynthesisAnhydride RxnCarboxylic Acid - Fischer EsterificationNitrile FormationHydrolysis (Amide Hydrolysis in Acid, Ester-Acid Hydrolysis, Ester-Base Hydrolysis)Esters - Lactone (Cyclic Ester)Hydrolysis of AcetalsCarboxylic Acid - Acid Base RxnsNomenclature of Carboxylic Acid DerivativesFischer Esterification - Carboxylic AcidEnolateHalogenation at Alpha CarbonHaloform RxnDirect Enolate AlkylationAldol RxnClaisen RxnMalonic Ester RxnAcetoacetic Ester RxnMichael Rxn.