Chemistry 171Q » Fall » Full Semester
4 Credits
Quest Organic Chemistry I
Instructor(s): Rudi Fasan

Prerequisites: Two semesters of general chemistry or an AP score of 4 or 5; coregistration in 173Q.
Crosslisting: None.

Course Summary:
CHM171Q / 172Q is a one year exploration of the basic observations, concepts and practice of organic chemistry, with a focus on the fundamental relationships among molecular structure and chemical reactivity. The exploration will require that students grapple Quest issues: defining questions, evaluating evidence, weighing arguments, reflecting on epistemological issues, constructing new experiments, etc. The study of organic chemistry (focusing on chemical bonding, structure and stereochemistry, reactions and reaction mechanisms of organic compounds) will be carefully integrated with a review of the key concepts from general chemistry. Quest Organic is designed for first year students with good preparation in chemistry (e.g., two years of general chemistry and an Advanced Placement score 4 or 5, or equivalent preparation). Coregistration in CHM 173Q (laboratory and lab/lecture) is required. There are lectures and one workshop per week. The workshop is an informal, interactive two-hour session in which small groups of students work on specially designed problems under the guidance of a trained leader. The purpose of the workshop is to provide a mechanism for students to work actively with the material and with each other.

Course Topics:
  1. Scope of organic chemistry
  2. The classical structural model
  3. The orbital model
  4. The hybridization model
  5. Isoelectronic analogies; resonance
  6. Acids & bases; functional groups
  7. Conformational analysis
  8. Conformations of rings, ring strain
  9. Cyclohexane conformations
  10. Thermochemistry and Kinetics
  11. Chirality
  12. Stereoisomerism
  13. From enantiomers to diastereomers
  14. Nucleophilic Substitution (SN2)
  15. nce Model Applied to Substitution Reactions
  16. Reaction Selectivity
  17. Elimination Reactions and Selectivity
  18. E1; Carbocation Rearrangements
  19. Making “C-O”; Alcohol and Ether
  20. Grignard Reagents, Epoxides and Retrosynthetic Analysis
  21. Synthesis
  22. Electophilic addition
  23. Oxidation and Hydrogenation Reactions
  24. Introduction to Alkynes

Required Text:
Organic Chemistry: Structure and Function, 5th Edition, K. Peter C. Vollhardt and Neil E. Schore
Guide: Study Guide and Solutions Manual for Organic Chemistry: Structure and Function, 5th Edition

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