Organic Chemistry I/II - 2009-2010: Recent Episodes

Andy Aspaas

Full chapter lectures and in-class recordings from Organic Chemistry I and II, at Anoka-Ramsey Community College in Coon Rapids, MN.

Email andrew.aspaas@anokaramsey.edu from a .edu email address for access to the videos!

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Nomenclature; properties and basicity of amines; synthesis; reductive amination; Hoffman elimination; Sandmeyer reaction; heterocycles; spectroscopy

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Aldol reaction; dehydration; mixed aldol; intramolecular aldol; Claisen reaction (mixed, intramolecular); Michael reaction; Stork enamine reaction; Robinson annulation

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Keto-enol tautomerism; reactivity of enols; alpha-halogenation; enolate ion formation and reactivity; alkylation of enolate ions

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Naming; nucleophilic acyl substitution reactions; reactions of carboxylic acids; chemistry of acid halides, anhydrides, esters, amides; biological thioesters and acyl phosphates; step-growth polymers; spectroscopy

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Carboxylic acid nomenclature; structure and properties; acidity; the Henderson-Hasselbalch equation; substituent effects on acidity; preparation; spectroscopy

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Aldehyde and ketone nomenclature; preparation of aldehydes and ketones; oxidation;hydration; cyanohydrin formation; Grignard and hydride reactions; imine and enamine formation; acetal formation; Wittig reaction; conjugate addition; spectroscopy

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Ether nomenclature, synthesis, cleavage; epoxide synthesis and ring-opening; thiols and sulfides; spectroscopy of ethers

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Nomenclature; acid-base properties; synthesis of alcohols from alkenes; reduction of carbonyl compounds; Grignard reaction; conversion of alcohols into alkyl halides and tosylates; dehydration and oxidation of alcohols; protection; spectroscopy

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Bromination; other aromatic substitutions; alkylation of aromatic rings: the Friedel-Crafts reaction; substituent effects in aromatic rings; trisubstitued benzenes: additivity of effects; oxidation and reduction of aromatic compounds; synthesis

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Aromatic compound nomenclature; benzene MOs; 4n+2 rule; aromatic ions; aromatic heterocycles; polycyclic aromatic compounds; spectroscopy of aromatic compounds

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Conjugation, MOs, allylic carbocations, Diels-Alder reaction, UV spectroscopy

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MS theory; interpretation of mass spectra; IR theory, interpretation of IR spectra

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NMR absorptions; chemical shift; 13C NMR; 1H NMR; integration; spin-spin splitting

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SN2 reaction; SN1 reaction; elimination reactions and Zaitsev's rule; E2 reaction and cyclohexane conformation; E1 reaction; summary of reactivity; synthesis practice

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CA 13, CA 14

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Nomenclature and structure of organohalides; radical halogenation; preparation of organohalides; Grignard and Gilman reagents

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Chirality; enantiomers; assigning configuration; diastereomers; meso compounds; racemic mixtures; stereochemistry of reactions

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CA 15, CA 13A

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Nomenclature; preparation of alkynes; addition of HX and X2; hydration and tautomerism; reduction; formation and alkylation of acetylide ions

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CA 11

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Preparation of alkenes; addition of halogens; halohydrin formation; oxymercuration; hydroboration; cyclopropane synthesis; hydrogenation; epoxidation and dihydroxylation; oxidative cleavage; radical polymerization

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CA 9B, CA 10A

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Degree of unsaturation; alkene nomenclature; cis-trans and E-Z isomerism; electrophilic addition; Markovnikov's rule; carbocation structure and stability; the Hammond postulate; carbocation rearrangements

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Cycloalkanes and their stereochemistry

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CA 8B, CA 9A

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CA 6B, CA 8A

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Cycloalkanes and their stereochemistry

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Polar covalent bonds; Acids and bases

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CA 6, CA 7

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Polar covalent bonds; Acids and bases

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CA 4, CA 5

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CA 2, CA 3

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Bonding and structure

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Intro, CA 1