ORGANIC CHEMISTRY 354
TENTATIVE SYLLABUS
DR. SUNDIN
UNIVERSITY OF WISCONSIN-PLATTEVILLE
FALL, 1997
The readings and problems are from Fundamentals of Organic Chemistry, 3rd Ed., by John McMurry.
DATE: READING ASSIGNMENT; PROBLEMS - September 2 Introduction: pages xix-xx, 1-2. Notes
- September 4 Bonding: pages 2-11; page 29: # 25, 26, 27, 28, 29, 30, 37, 45. Notes
- September 5 Hybridization, Molecular Shapes: pages 11-19; page 29: # 31, 32, 33, 34, 35, 36, 38, 46, 52, 53, 56. Notes
- September 8 Polarity, Electronegativity, Acidity: pages 19-26; page 30: #39, 40, 41, 42, 43, 47, 48, 49, 50, 51. Notes
- September 9 Functional Groups, Alkane Isomers: pages 32-39; page 65: # 24, 25, 26, 27, 28, 30, 32. Notes
- September 11 Alkyl Groups, Alkane Nomenclature: pages 40-46; page 66: # 31, 33, 34, 35, 36, 37, 42, 48. Notes
- September 12 Alkane Properties, Conformations: pages 46-52; pge 67: #38, 39, 47. Notes
- September 15 Cycloalkanes: pages 52-62; page 67: # 40, 41, 49, 50, 51, 52, 53, 54, 55. Notes
- September 16 Alkenes; Structure, Nomenclature: pages 70-80; page 97: # 22, 24, 27, 28, 29, 30, 32, 33, 34, 35, 37, 38, 39, 41, 45. Notes
- September 18 Exam I, pages 1-69.
- September 19 Infrared Spectroscopy: pages 378-386; page 405: # 18, 19, 23, 30, 31, 34, 35. Notes
- September 22 Types of Organic Reactions, Mechanisms: pages 80-87; page 97: # 25, 26, 43, 46, 47. Notes
- September 23 Rates, Equilibrium, Energy: pages 87-94; page 99: # 48, 49, 50, 51, 52, 53, 54, 55, 56. Notes
- September 25 Markovnikov's Rule: pages 101-106; page 137: # 34c, 45a, 53, 54. Notes
- September 26 Addition Reactions: pages 107-117; page 137: # 33, 34, 35, 36, 38, 39, 40, 45, 49. Notes
- September 29 Elimination Reactions, Alkynes: pages 117-120, 127-132; page 137: # 28, 29, 30, 41, 42, 43, 44, 46, 47, 48, 50. Notes
- September 30 Conjugation, Allylic Cations, Resonance: pages 120-127; page 137: # 25, 26, 28, 31, 37, 55. Notes
- October 2 Aromaticity, Aromatic Nomenclature: pages 141-147; page 167: # 22, 23, 24, 25, 26, 36, 37. Notes
- October 3 Electrophilic Aromatic Substitution: pages 147-154; page 167: # 27, 31, 42, 43, 44, 46. Notes
- October 6 Reactivity, Directive Effects, Synthesis: pages 154-163; page 167: # 28, 29, 30, 32, 33, 34, 35, 40, 45, 47, 49. Notes
- October 7 Chirality: pages 171-181; page 195: # 21, 23, 25, 26, 27, 57, 58. Notes
- October 9 EXAM II: pages 70-170, 378-386.
- October 10 Configuration, Sequence Rules: pages 181-186; page 196: # 28, 29, 30, 31, 32, 37, 38, 39, 43, 45. Notes
- October 13 Meso Compounds, Diastereomers, Racemic Mixtures: pages 186-192; page 195: # 20, 22, 33, 34, 36, 42, 44, 48, 51, 54. Notes
- October 14 Alkyl Halides: Nomenclature, Preparation, Reactions: pages 199-206; page 228: # 22, 23, 24, 26, 28, 37, 38, 41, 55, 57. Notes
- October 16 Nucleophilic Substitution: pages 206-217; page 228: # 25, 27, 29, 30, 32, 33, 36, 39, 40, 42, 43, 46, 47, 54. Notes
- October 17 Eliminations: pages 217-224; page 228: # 31, 35, 44, 45, 48, 49, 50, 51, 52, 53. Notes
- October 20 Alcohols, Phenols, Ethers: Nomenclature, Hydrogen Bonding, Acidity: pages 232-239; page 256: # 25, 26, 27, 29, 30, 42, 44, 45, 46, 47, 48, 51, 52. Notes
- October 21 Preparation of Alcohols and Ethers; Alcohol Reactions: pages 239-245; page 256: # 28, 33, 36, 37, 38, 39, 40, 41, 43, 53. Notes
- October 23 Phenols, Ethers, Sulfides: pages 245-252; page 256: #31, 32, 34, 35, 49, 50, 54, 55, 56. Notes
- October 24 Aldehydes & Ketones: Nomenclature, Properties: pages 260-265; PAGE 281: # 20, 21, 22, 23, 24, 25, 26.Notes
- October 27 Synthesis, Reactions: pages 265-267. Starting from benzene and one and two carbon compounds, synthesize: acetophenone, 1-phenyl-1-bromoethane, cyclohexanone, p-methoxybenzaldehyde, acetone, propionaldehyde,1,4-cyclohexanedione.
- October 28 Nucleophilic Additions: pages 268-279; PAGE 282: # 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45. Notes
- October 30 EXAM III: pages 171-267
- October 31 Carboxylic Acids, Derivatives: Nomenclature, Acidity: pages 285-292; page 320: # 31, 32, 33, 34, 35, 36, 38, 39, 40Notes
- November 3 Carboxylic Acids: Synthesis, Reactions; Nucleophilic Acyl Substitution: pages 292-300; page 321: # 41, 44, 46, 47, 62Notes
- November 4 Acid Halides, Anhydrides, Esters: pages 300-309; page 321: # 37, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60Notes
- November 6 Amides, Nitriles, Polymers: pages 309-316; page 321: # 42, 43, 61 Notes
- November 7 Nuclear Magnetic Resonance Spectroscopy: pages 389-403; page 406: # 26, 27, 29, 32, 33, 36, 39, 42, 44More C-13 Problems More H-1 Problems Notes
- November 10 Tautomers, Carbonyl Alpha Substitutions: pages 325-331; page 346: # 23, 25, 26, 27, 42 Notes
- November 11 Alpha Hydrogen Acidity, Enolates: pages 331-337; page 346: # 18, 19, 20, 21, 22, 24, 32, 33, 34, 40, Notes
- November 13 Condensations, Ultraviolet Spectroscopy: pages 338-345, 386-389; page 347: # 28, 29, 30, 31, 35, 36, 37, 39, 41; page 407: # 37, 45 Notes
- November 14 Amine Nomenclature, Basicity: pages 350-359; page 375: # 23, 24, 25, 26, 27, 28, 29, 38, 39, 40 Notes
- November 17 Amine Synthesis, Reactions: pages 359-366; page 375: # 30, 31, 32, 33, 34, 35, 36, 37, 43, 44, 45 Notes
- November 18 Heterocycles, Alkaloids, Dyes: pages 366-372; page 376: # 47, 48, 50, 53 Notes
- November 20 EXAM IV: pages 268-366, 386-409
- November 21 Carbohydrates, Classification, Glucose: pages 410-418; page 439: # 24, 25, 36, 37, 38, 39, 40, 42, 43, 48, 49, 50 Notes
- November 24 Monosaccharides: pages 419-429; page 440: # 26, 27, 31, 35, 44, 45, 46, 47 Notes
- November 25 Disaccharides, Polysaccharides: pages 429-436; page 440: # 51, 54Notes
- December 1 Amino Acids: pages 442-450; page 469: #18, 19, 29, 30, 31, 33, 40Notes
- December 2 Peptides: pages 450-460; page 470: # 22, 27, 28, 34, 43, 45, 46, 49Notes
- December 4 Proteins: pages 460-465; page 470: # 20, 21, 32, 47 Notes
- December 5 Enzymes: pages 465-467; page 470: # 23, 38Notes
- December 8 Lipids: pages 473-483; page 505: # 24, 25, 26, 27, 28, 29, 47, 48, 49, 50 Notes
- December 9 Nucleic Acids: pages 483-502; page 505: # 30, 31, 42, 43 Notes
- December 11 Metabolism: pages 507-524; page 527: # 10, 11, 12, 13, 14,
15, 16
Notes
- December 12 EXAM V: pages 366-529
- December 17 FINAL EXAM: 10:00-11:50 am: ACS Standardized
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