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Intermediate Organic Chemistry - Part 1

University of Illinois at Urbana-Champaign via Coursera

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Overview

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This course covers intermediate topics on the structure and reactivity of organic compounds with an emphasis on electronic structure, pericyclic reactions and the chemistry of heteroaromatic compounds. Mechanistic concepts and models of reactivity are developed to build intuition about how organic compounds undergo their chemical transformations. An emphasis will be placed on developing problem-solving skills using frontier molecular orbitals to prepare students to think critically about the organic chemistry of living systems (e.g., nucleic acids, aromatic and heteroaromatic amino acids, etc.). This course and Part 2 are equivalent to a second-semester organic chemistry course, and these courses are especially suited for students in agricultural, nutritional and biological sciences, as well as premedical, predental, and preveterinary programs.

Syllabus

Week 1: Structural Fundamentals; The Curved-arrow Formalism; Introduction to Orbital Theory

Week 2: Constructing & Interpreting Molecular Orbitals; Frontier Molecular Orbital Theory; Non-traditional Resonance

Week 3: π Delocalization & Color; Aromaticity & Cyclic, π-type Molecular Orbitals; Aromatic Heterocycles

Week 4: Cycloaddition Reactions; Cycloaddition Theory; Other Pericyclic Reactions

Week 5: Organic Reaction Mechanisms & Proton Transfer; Strategies for Drawing Mechanisms; Patterns in Electron Flow & Reactivity

Week 6: Reaction Intermediates, Transition States & Stability Trends; Radical Chemistry

Week 7: Photochemical Reactions; Kinetics & Thermodynamics; Catalysis

Week 8: Stereotopic Relationships; Stereochemistry & Symmetry; Facial Stereotopic Relationships

Taught by

Jeffrey S. Moore

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