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Readings

Key

EA = Elemental Analysis
MS = Mass Spectrometry
IR = Infrared Spectroscopy
NMR = Nuclear Magnetic Resonance

Required Text

Amazon logo McMurry, John. Fundamentals of Organic Chemistry. 6th ed. Pacific Grove, CA: Thomson-Brooks/Cole, 2006. ISBN: 9780495012030.

Additional Texts

Amazon logo McMurry, Susan. Study Guide and Student Solutions Manual for John McMurry's Organic Chemistry. 6th ed. Belmont, CA: Thomson-Brooks/Cole, 2003. ISBN: 9780534409340.

Amazon logo Wade, L. G., Jr. Organic Chemistry. 5th ed. Upper Saddle River, NJ: Prentice Hall, 2002. ISBN: 9780130338327.

Amazon logo 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 Reading

McMurry. Chapter 24.
L20 Amines (cont.)
L21 Carboxylic Acids and Derivatives

Suggested Reading

McMurry. 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