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Second Semester Organic Chemistry Options : Bioorganic or Organic Mechanism and Synthesis

Second Semester Organic Chemistry Options : Bioorganic or Organic Mechanism and Synthesis. Albert Matlin and Jason Belitsky Department of Chemistry and Biochemistry Oberlin College, Oberlin, OH. Motivation. More flexibility and choice for Chemistry majors.

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Second Semester Organic Chemistry Options : Bioorganic or Organic Mechanism and Synthesis

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  1. Second Semester Organic Chemistry Options:Bioorganic or Organic Mechanism and Synthesis Albert Matlin and Jason Belitsky Department of Chemistry and Biochemistry Oberlin College, Oberlin, OH

  2. Motivation • More flexibility and choice for Chemistry majors. • Introduce Biological Chemistry into the Chemistry major. • Offer an Organic Chemistry course (Chem 254) that is more relevant to students interested in biological sciences: Biochemistry, Biology, Molecular Biology, Neuroscience and Pre-Medical. • Offer a second semester Organic Chemistry course primarily for majors. • Biology department reduced the chemistry requirement for their major to one semester of organic chemistry.

  3. "New" Curriculum: Chemistry Major (1994)

  4. "New" Curriculum: Chemistry Major (1994)

  5. "New" Curriculum: Chemistry Major (1994)

  6. Chem 205: Principles of OrganicChemistry • ~130 students a year. Offered Spring and Fall DateTopic(s)Sept. 6 Introduction, Acid-Base, Formal Charge Sept. 8 Covalent Bonding and Hybridization Sept. 13 Nomenclature, Alkanes and Alkenes Sept. 15 Conformations of Alkanes/Cycloalkanes Sept. 20 Free Radical Halogenation Sept. 22 Stereochemistry Sept. 29, Oct. 4NucleophilicSubstitution, SN2, SN1 Oct. 6,11 Elimination Reactions Oct. 13 Addition Reactions, Alkenes Oct. 20 Addition Reactions, Conjugated -systems Nov. 1 Infrared and Mass Spectroscopy Nov. 3,8 Nuclear Magnetic Resonance Spectroscopy Nov. 10 Aromaticity Nov. 15 Electrophilic Aromatic Substitution Nov. 17 Reactions of Alcohols, Oxidation Nov. 29 Carbonyl Chemistry: Ketones, Aldehydes, Grignards Dec 1 Carbonyl Chemistry: Imines, Synthesis, Amines, Acetals Dec 6 Carboxylic Acids Dec 8 Carboxylic Acid Derivatives Dec 13 Enolates, Aldol Condensation

  7. Topics Not Covered in Chem 205 (Partial List) Epoxides Ethers (except for EAS) Thiols Diols Phenols (except for EAS) Diels Alder Reaction Alkynes (except acetylide basicity and nucleophilicity) Allylic radical substitution (NBS) Polymerization

  8. Chem 325: Organic Mechanisms and Synthesis ~20 students a year. Offer in the Spring semester. DateTopics February 7 Radical Reactions February 9 Radical Polymerization February 14 Additions Reactions to p-systems: Alkynes February 16 Carbenes February 21 Reduction of of p-systems February 23 Oxidation of p-systems March 1 Reactions of Ethers and Epoxides March 6 Synthesis March 8 p-Molecular Orbital Theory March 13 Frontier MO theory, UV Spectroscopy March 15,20PericyclicReactions April 3 Electrophilic Aromatic Substitution April 5 Reaction of Aromatic side chains and Substituents April 10 Diazoniumsalts and Synthesis of Aromatic Compounds April 12 Carbanions, Organometallic Reagents April 19, 24Enolates May 1 Conjugate Addition and Michael Reactions May 3 Multi-Step Synthesis May 8 NucleophilicAromatic Substitution May 10 Benzynes

  9. Chem254: Bioorganic Chemistry(Jason Belitsky) • ~60 students a year. Offered in the Spring semester • WeekTopics • 1 Class Introduction • 1 Basics of Chemistry and Molecular Biology • 2 Covalent / Noncovalent /Small /Large • 2 Carboxyls / Esters / Amides / Amines • 3 Aromatic & Heterocyclic Chemistry • 3 Metals in Biology • 4 Metals in Synthesis • 5 Carbonyl Chemistry • 5 Enolate Chemistry • 6 Lipids • 6 Lipid / Natural Product Biosynthesis • 7 Carbohydrates • 9 Peptide / Protein Synthesis • 9 Protein Structure • 10 Enzymatic Catalysis • 11 Phosphate Esters, Nucleotides • 12 Nucleic Acids • 13 Biological Information Flow • 13 Drug Discovery • 14 Biological Probes • 14 Chemical Biology

  10. Textbook for Bioorganic Chemistry ????

  11. Textbook for Bioorganic Chemistry ???? Bill Fuchsman has written a manuscript for his course. Email at: William.Fuchsman@Oberlin.edu

  12. "New" Curriculum: Chemistry Major (1994)

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