everything.study
5.13

Organic Chemistry II

5-0-7 units · Undergraduate

Focuses on synthesis, structure determination, mechanism, and the relationships between structure and reactivity. Selected topics illustrate the role of organic chemistry in biological systems and in the chemical industry.

Fall 2006

Topics

  • Molecular Formula and Index of Hydrogen Deficiency [EA]
  • Molecular Formula and Index of Hydrogen Deficiency [MS]
  • Functional Groups [IR]
  • Functional Groups: Fragmentation [MS]
  • Functional Groups [13C NMR]
  • Connectivity [1H NMR]
  • Connectivity [1H NMR] (cont.)
  • Organic Structure Elucidation
  • Organic Structure Elucidation (cont.)
  • Ethers, Epoxides, and Sulfides
  • Ethers, Epoxides, and Sulfides (cont.)
  • Conjugated Systems and Molecular Orbital Theory
  • Conjugated Systems and Molecular Orbital Theory (cont.)
  • Pericyclic Reactions - Introduction
  • Pericyclic Reactions - Electrocyclic Processes
  • Pericyclic Reactions - Cycloadditions
  • Pericyclic Reactions - Cycloadditions, Sigmatropic Rearrangements
  • Pericyclic Reactions - Sigmatropic Rearrangements
  • Amines
  • Amines (cont.)
  • Carboxylic Acids and Derivatives
  • Carboxylic Acids and Derivatives (cont.)
  • Enols and Enolates
  • Enols and Enolates (cont.)
  • Carbocations
  • Carbocations (cont.)
  • Radicals
  • Radicals (cont.)
  • Photochemistry

Readings

  • McMurry, John. Fundamentals of Organic Chemistry . 6th ed. Pacific Grove, CA: Thomson-Brooks/Cole, 2006. ISBN: 9780495012030.
    Required
  • McMurry, Susan. Study Guide and Student Solutions Manual for John McMurry’s Organic Chemistry. 6th ed. Belmont, CA: Thomson-Brooks/Cole, 2003. ISBN: 9780534409340.
    Listed reading
  • Wade, L. G., Jr. Organic Chemistry. 5th ed. Upper Saddle River, NJ: Prentice Hall, 2002. ISBN: 9780130338327.
    Listed reading
  • Clayden, J., et al. Organic Chemistry. Oxford, England: Oxford University Press, 2000. ISBN: 9780198503460.
    Listed reading
  • SES #: L1 · TOPICS: Molecular Formula and Index of Hydrogen Deficiency [EA] · READINGS: McMurry. Chapter 12, pp. 393-423, and Chapter 13, pp. 424-463.
    Reading assignment
  • SES #: L10 · TOPICS: Ethers, Epoxides, and Sulfides · READINGS: McMurry. Chapter 18, pp. 639-671.
    Reading assignment
  • McMurry. Chapter 14, pp. 464-497.
    Listed reading
  • (Also review McMurry. Chapter 15, pp. 498-527.)
    Listed reading
  • Suggested Reading
    Listed reading
  • McMurry. Chapter 24.
    Listed reading
Fall 2003

Topics

  • Molecular Formula and Index of Hydrogen Deficiency (EA and MS)
  • Functional Groups (IR)
  • Functional Groups (IR and MS)
  • EA, MS, IR, NMR
  • Connectivity (13C NMR)
  • Connectivity (1H NMR)
  • Connectivity (1H NMR) (cont.)
  • IR, NMR
  • Organic Structure Elucidation
  • Organic Structure Elucidation (cont.)
  • Ethers, Epoxides, and Sulfides
  • Ethers, Epoxides, and Sulfides (cont.)
  • Ethers, Epoxides, Sulfides
  • Conjugated Systems and Molecular Orbital Theory
  • Conjugated Systems and Molecular Orbital Theory (cont.)
  • Pericyclic Reactions - Introduction
  • Pericyclics
  • Pericyclic Reactions - Electrocyclic Processes
  • Pericyclic Reactions - Cycloadditions
  • Pericyclic Reactions - Cycloadditions, Sigmatropic Rearrangements
  • Pericyclic Reactions - Sigmatropic Reactions
  • Amines
  • Amines (cont.)
  • Carboxylic Acids and Derivatives
  • Carboxylic Acids and Derivatives (cont.)
  • Enols and Enolates
  • Enols and Enolates (cont.)
  • Enolates
  • Carbocations
  • Carbocations (cont.)
  • Carbocations Problem Solving Session
  • Radicals
  • Radicals (cont.)

Readings

  • The chapters listed in the table below refer to the course text:
    Listed reading
  • Wade, L. G. Organic Chemistry . 5th ed. New Jersey: Prentice Hall/Pearson Education, 2002. ISBN: 9780130338327.
    Listed reading
  • Chapter 12, pp. 490-538
    Listed reading
  • Chapter 13, pp. 539-599
    Listed reading
  • Chapter 14, pp. 600-637
    Listed reading
  • SES #: L14 · TOPICS: Pericyclic Reactions - Electrocyclic Processes · READINGS: Chapter 14, pp. 600-637
    Reading assignment
  • Fleming, I. Frontier Molecular Orbitals and Organic Chemical Reactions . Wiley, 1976, pp. 121-181.
    Listed reading
  • Chapter 15, pp. 638-678
    Listed reading
  • Chapter 19, pp. 836–889
    Listed reading
  • SES #: L20 - L23 · TOPICS: Carboxylic Acids and Derivatives · READINGS: Chapter 20, pp. 900–933
    Reading assignment
  • Chapter 21, pp. 940–992
    Listed reading
  • SES #: L24 - L28 · TOPICS: Enols and Enolates · READINGS: Chapter 22, pp. 1003–1051
    Reading assignment
  • No assigned readings for remaining sessions.
    Listed reading

Prerequisites & course information

Prereq: 5.12 U (Fall) 5-0-7 units

Sources