472 questions for Organic II 472 Questions for Organic II Dearest Student. This web page is a set of questions I call Detailed Intended Learning Outcomes For Organic Chemistry (Part II) . Some time ago I asked myself, "Bob, what do you think are the key questions that you hope students will be able to answer after taking Chemistry 248 at St. Olaf College?" So here you have them. Some are very simple; some require more thought. All are good questions to be thinking about as you read, discuss, and master the practical aspects of organic chemistry. They are discussion starters and review tips. There are no answers here (though there are some clues). The questions are here to help you focus on what's important (to me, at least!) and organize your learning process. The questions are grouped into topics . Bite-size chunks. Take them a few at a time. Don't feast on them all at one sitting! (preliminary version 2021.01.15 feeback: Bob Hanson )
Select a Module or Topic Module 1 (Topics 1-13) Conjugated Dienes and Aromatic Compounds Topic 1: Conjugated dienes and allylic cations: resonance (10) Topic 2: Addition of HX to 1,3-dienes: kinetic vs thermodynamic control (12) Topic 3: The Diels-Alder reaction, Part I: concerted [4 + 2] cycloaddition (7) Topic 4: The Diels-Alder reaction, Part II: stereo- and regio-selectivity (9) Topic 5: Benzene (10) Topic 6: Aromaticity, the Hückel (4n + 2) rule, and molecular orbital theory (7) Topic 7: Electrophilic aromatic substitution (4) Topic 8: Halogenation, nitration, and sulfonation (8) Topic 9: Friedel-Crafts alkylation and acylation (11) Topic 10: Electron-Donating and electron-withdrawing groups (6) Topic 11: Electrophilic aromatic substitution of substituted benzenes (13) Topic 12: Limitations of electrophilic aromatic substitution (7) Topic 13: Additional reactions of aromatic compounds (8) Module 2 (Topics 14-36) Carbonyl Compounds I: Reactions at C=O Topic 14: Nucleophilic addition to carbonyl compounds (7) Topic 15: Reduction of carbonyl compounds (5) Topic 16: Oxidation of carbonyl compounds (4) Topic 17: Organometallic reagents (7) Topic 18: Nucleophilic reactions of organometallic reagents (8) Topic 19: Protecting groups for alcohols (5) Topic 20: Organometallic reagents: general reactions (6) Topic 21: Organometallic reagents: 1,2- vs. 1,4- addition to α, β-unsaturated aldehydes and ketones (4) Topic 22: Organometallic reagents: the formation of carbon-carbon bonds (6) Topic 23: Aldehydes and ketones: nomenclature, spectroscopy, and synthesis (6) Topic 24: Irreversible reactions of aldehydes and ketones (10) Topic 25: Reversible addition to C=O: formation of cyanohydrins (3) Topic 26: Reversible addition to C=O: formation of imines and enamines (7) Topic 27: Reversible addition to C=O: formation of hydrates and acetals (5) Topic 28: Acetals as protecting groups for ketones and aldehydes (4) Topic 29: Carboxylic acid structure, nomenclature, spectroscopy, and synthesis (5) Topic 30: Relative acidity of carboxylic acids (9) Topic 31: Properties of carboxylic acid derivatives (5) Topic 32: Nomenclature and spectroscopy of carboxylic acid derivatives (4) Topic 33: Reactions of acid chlorides and anhydrides (3) Topic 34: Reactions of carboxylic acids (8) Topic 35: Reactions of esters and amides (5) Topic 36: Reactions of nitriles (2) Module 3 (Topics 37-52) Carbonyl Componds II: Reactions at the Alpha Carbon; Amines, C-C Bond Formation Topic 37: Reaction at the alpha carbon: enols and enolates (16) Topic 38: Reactions of enols and enolates with molecular bromine, chlorine, and iodine (6) Topic 39: Reactions of enolates with alkyl bromides: direct alkylation (8) Topic 40: The aldol reaction and the aldol condensation (10) Topic 41: Crossed and intramolecular aldol reactions and condensations (5) Topic 42: The Claisen condensation (7) Topic 43: Reactions related to Claisen condensations (8) Topic 44: Michael addition and Robinson annulation (5) Topic 45: Synthesis of a quaternary ammonium salt by SN2 displacement involving an alkyl halide (4) Topic 46: Synthesis of amines (9) Topic 47: Amine basicity (4) Topic 48: Diazonium salts and azo compounds (9) Topic 49: Olefin metathesis (6) Topic 50: Organometallic reactions involving palladium (7) Topic 51: Suzuki coupling (aka Suzuki-Miyaura reaction) (7) Topic 52: The Heck reaction (8) Module 4 (Topics 53-62) Carbohydrates, Amino Acids, and Lipids Topic 53: Fischer projections and stereochemistry (8) Topic 54: Carbohydrates: D-aldoses and D-ketoses (10) Topic 55: Cyclic hexoses: pyranose and furanose forms, anomeric centers (6) Topic 56: Haworth projections (4) Topic 57: Glycosides (6) Topic 58: Amino acids (9) Topic 59: Peptides and their synthesis (9) Topic 60: Automated peptide synthesis (3) Topic 61: Fatty acids and derivatives (8) Topic 62: Terpenes and steroids (4) Module 5 (Topics 63-70) Radical Reactions and Polymerization Topic 63: Free radicals (9) Topic 64: Radical halogenation of alkanes (7) Topic 65: Allylic bromination (4) Topic 66: Radical addition of HBr to an alkene (4) Topic 67: Synthetic polymers (4) Topic 68: Categorizing polymers by structure (5) Topic 69: Categorizing polymers by mechanism: chain-growth polymerization (6) Topic 70: Categorizing polymers by mechanism: step-growth polymerization (7) All Questions Search