Text-book: Organic Chemistry, Sixth Edition, by John McMurry
Other Required Materials:
- Study Guide and Solutions Manual for McMurry’s Organic Chemistry, Sixth Edition, by Susan McMurry
- Prentice Hall Special Model Set (or equivalent)
Course Content
Chapter 18 Ethers and Epoxides:
Sections: 1-4, 6-8, 10
Problems: 1, 3-5, 8-14, 16, 19 (omit d), 21, 22 (a,b), 24 (a,c,e,f), 25, 27 (b-d), 28, 48 (b)
Chapter 19 Aldehydes and Ketones:
Sections:1-8, 10-15, 19 Nucleophilic Addition Reactions
Problems:1-3, 4 (c,d), 6-8, 13-15, 23, 27 (a, c-g), 31, 32, 34, 36, 38 (a,c), 41-43, 52, 57
Chapter 26 Biomolecules: Carbohydrates
Sections:1-7, 8 (omit material on the Kiliani-Fischer synthesis and the Wohl degradation, pp. 1030-1033), 10, 11
Problems:1-19, 26, 30, 32-41, 44, 48-51
Chapter 20 Carboxylic Acids
Sections: All
Problems:1, 2, 4-6, 9-11, 14, 15, 19 (a-d), 20 (a-d), 26, 27, 31, 32 (b,c), 38 (b), 40, 41, 45
Chapter 21 Carboxylic Acid Derivatives
Sections:1-9, 12 and Nucleophilic Acyl
Problems:1-7, 9-11, 13-18, 20-26, 30, 31, Substitution Reactions 35, 37, 39, 40 (a-g), 41, 42, 53, 57, 63-65, 66 (a,b)
Chapter 22 Carbonyl Alpha-Substitution
Sections:1, 2, 5, 6, 8 Reactions
Problems:1-3, 8-11, 15, 16, 18, 19, 21-26, 28, 30-32, 37-39
Chapter 23 Carbonyl Condensation Reactions
Sections:1-10
Problems:1-16, 24-29, 32, 33, 36-39, 43 (a,b,d), 48, 49, 56
Chapter 24 Aliphatic Amines
Sections:1-5, 6 (omit material on the Gabriel synthesis, and the Hofmann and Curtius rearrangements), 7 (omit Hofmann elimination), 9
Problems:1-3, 5-7, 9, 12, 13, 23, 24 (a,b,d), 25 (a,c,e,f), 28 (a,b,e, f,g), 36, 41, 42 52
Chapter 15 Benzene and Aromaticity
Sections 1-7, 9-12
Problems 1-3, 10 (1H NMR only), 17, 18, 20-26, 43 (a,c)
Chapter 16 Chemistry of Benzene:
Sections:1-7, 10, 12
Electrophilic Aromatic Problems:3, 5, 8-12, 14, 18, 19, 22, 26 Substitutions(a,b), 28, 29, 31-33, 38-41, 44 (c), 46, 48 (b-d), 49 (a,b), 65 (a), 66
Chapter 25 Arylamines and Phenols
Sections:1, 2, 3 (omit diazonium coupling reactions, pp. 984-985), 4-7, 8 (omit Kolbe-Schmitt carboxylation reaction, oxidation of phenols, Claisen rearrangement, pp. 993-997), 9
Problems:1, 2, 4-7, 11, 13, 14, 19, 21 (a,c,e), 26, 27, 28 (a-e, g, h), 29 (a,b), 32, 39, 44, 45
Chapter 27 Biomolecules: Amino Acids,
Sections:1-3, 4 (reductive amination and Peptides and Proteinsamidomalonate synthesis only), 5, 6, 8-11
Problems:1-7, 13-16, 20, 21, 24, 25, 33, 35, 37, 39, 41
Chapter 28 Biomolecules: Lipids
Sections:1, 2
Problems:1, 4, 10, 11