Chemistry 203 » Fall » Full Semester
4 Credits
Organic Chemistry I
Instructor(s): Joshua L. GoodmanPrerequisites: CHM 131 and CHM 132 or equivalent; coregistration in CHM 207.
Crosslisting: None.
Course Summary:
An introduction to organic chemistry that focuses on chemical bonding, structure and stereochemistry, reactions and reaction mechanisms of organic compounds. There are three 50 minute lectures and one workshop per week. The workshop is an informal, interactive two-hour session in which groups of eight 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. Coregistration in CHM 207 is required.
An introduction to organic chemistry that focuses on chemical bonding, structure and stereochemistry, reactions and reaction mechanisms of organic compounds. There are three 50 minute lectures and one workshop per week. The workshop is an informal, interactive two-hour session in which groups of eight 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. Coregistration in CHM 207 is required.
Course Topics:
- Scope of organic chemistry
- The classical structural model
- The orbital model
- The hybridization model
- Isoelectronic analogies; resonance
- Acids & bases; functional groups
- Conformational analysis
- Conformations of rings, ring strain
- Cyclohexane conformations
- Thermodynamics and kinetics
- Thermokinetic principles; observations on alkane halogenation
- Chlorination of alkanes; selectivity
- Structure of free radicals
- Resonance model
- Chirality
- Symmetry
- Cycloalkane conformations and chirality
- Nucleophilic substitutions (SN2)
- SN1 nucleophilic substitutions
- E2 eliminations
- Alcohols: properties & synthesis
- Oxidation; Grignard reagents;
- Synthesis
- Substitution reactions with alcohols; carbocation rearrangements
- Ether synthesis and reactions
- Oxacyclopropanes (Epoxides)
- Alkenes: Addition of H-X
- Bromination and Related Additions
- Oxymercuration and Hydroboration
- Cyclopropanation and Epoxidation
- Hydrogenation, KMnO4, OsO4, Ozonolysis
- The HBr Problem
- Special Topics
- Electrophilic additions to alkynes
- Alkynes: synthesis
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
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