Key
EA = Elemental Analysis
MS = Mass Spectrometry
IR = Infrared Spectroscopy
NMR = Nuclear Magnetic Resonance
Required Text
McMurry, John. Fundamentals of Organic Chemistry. 6th ed. Pacific Grove, CA: Thomson-Brooks/Cole, 2006. ISBN: 9780495012030.
Additional Texts
McMurry, Susan. Study Guide and Student Solutions Manual for John McMurry's Organic Chemistry. 6th ed. Belmont, CA: Thomson-Brooks/Cole, 2003. ISBN: 9780534409340.
Wade, L. G., Jr. Organic Chemistry. 5th ed. Upper Saddle River, NJ: Prentice Hall, 2002. ISBN: 9780130338327.
Clayden, J., et al. Organic Chemistry. Oxford, England: Oxford University Press, 2000. ISBN: 9780198503460.
| SES # | TOPICS | READINGS |
|---|---|---|
| L1 | Molecular Formula and Index of Hydrogen Deficiency [EA] |
McMurry. Chapter 12, pp. 393-423, and Chapter 13, pp. 424-463. |
| L2 | Molecular Formula and Index of Hydrogen Deficiency [MS] | |
| L3 | Functional Groups [IR] | |
| L4 | Functional Groups: Fragmentation [MS] | |
| L5 | Functional Groups [13C NMR] | |
| L6 | Connectivity [1H NMR] | |
| L7 | Connectivity [1H NMR] (cont.) | |
| L8 | Organic Structure Elucidation | |
| L9 | Organic Structure Elucidation (cont.) | |
| Exam 1 | ||
| L10 | Ethers, Epoxides, and Sulfides |
McMurry. Chapter 18, pp. 639-671. |
| L11 | Ethers, Epoxides, and Sulfides (cont.) | |
| L12 | Conjugated Systems and Molecular Orbital Theory | |
| L13 | Conjugated Systems and Molecular Orbital Theory (cont.) | |
| L14 | Pericyclic Reactions - Introduction |
McMurry. Chapter 14, pp. 464-497. (Also review McMurry. Chapter 15, pp. 498-527.) |
| L15 | Pericyclic Reactions - Electrocyclic Processes | |
| L16 | Pericyclic Reactions - Cycloadditions | |
| L17 | Pericyclic Reactions - Cycloadditions, Sigmatropic Rearrangements | |
| L18 | Pericyclic Reactions - Sigmatropic Rearrangements | |
| Exam 2 | ||
| L19 | Amines |
Suggested ReadingMcMurry. Chapter 24. |
| L20 | Amines (cont.) | |
| L21 | Carboxylic Acids and Derivatives |
Suggested ReadingMcMurry. Sections 19.2-19.8, 19.11, 20.1-20.9, and 21.1-21.7. |
| L22 | Carboxylic Acids and Derivatives (cont.) | |
| L23 | Carboxylic Acids and Derivatives (cont.) | |
| L24 | Carboxylic Acids and Derivatives (cont.) | |
| L25 | Enols and Enolates | |
| Exam 3 | ||
| L26 | Enols and Enolates (cont.) | |
| L27 | Enols and Enolates (cont.) | |
| L28 | Enols and Enolates (cont.) | |
| L29 | Carbocations | |
| L30 | Carbocations (cont.) | |
| L31 | Carbocations (cont.) | |
| L32 | Carbocations (cont.) | |
| Exam 4 | ||
| L33 | Radicals | |
| L34 | Radicals (cont.) | |
| L35 | Photochemistry |