Chemistry 260 (2008) – Course Outline For Organic Chemistry, Sixth Edition, by John McMurry
NOTE: The student should make good use of Appendix C (pp. A-9-A-30) of the textbook, which contains a very useful glossary of terms used in organic chemistry. Chapter 1 Structure and Bonding. Sections: 1-11. Lewis dot structures; Hybridization and geometry about atoms in organic molecules. Chapter 2 Polar Covalent Bonds; Acids and Bases. All sections. Dipole moments; formal charges; pKa considerations; resonance. Chapter 3 Organic Compounds: Alkanes and Cycloalkanes. All Sections. Isomers; IUPAC nomenclature; cycloalkanes; properties of hydrocarbons; other functional groups. Chapter 4 Stereochemistry of Alkanes and Cycloalkanes. Sections: 1-12. Conformational analysis; torsional, steric, and angle strain; chair cyclohexane, axial and equatorial sustituents. Chapter 9 Stereochemistry. Sections: 1-9 and 11. Enantiomers, optical activity, R &S nomenclature, diastereomers, meso compounds, cis-trans stereoisomerism. Chapter 11 Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations. All sections. SN2, SN1, E2, and E1 reactions with stereochemical consequences. Mechanisms, transition states, and intermediates. Chapter 6 Alkenes: Structure and Reactivity. Sections: 1-10. Nomenclature; stability; electrophilic addition, Markovnikov rule. Chapter 7 Alkenes: Reactions and Synthesis. Sections: 1-4, 7, 10. Halogenation; hydration; dehydrogenation; polymerization Chapter 15 Benzene and Aromaticity. Sections: 1-6. Aromatic stability, 4n+2 rule Chapter 16 Chemistry of Benzene. Sections 1-4. Electrophilic aromatic substitution Chapter 17 Alcohols and Phenols. Sections: 5,6,8. Reductions, Oxidations, Grignard Reactions Remaining Chapters: Sections to be announced. Aldehydes; ketones; carbohydrates esters; polyester, soap; amides; proteins