Chemistry 201: Organic Reaction Mechanisms I (Fall 2012, UC Irvine). Instructor: Professor David Van Vranken.

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September 23, 2023

English

English [CC]

Description

Why is it that organic chemists can't seem to agree on how to draw plausible arrow-pushing mechanisms? In this course we connect frontier molecular orbital theory and mechanistic arrow-pushing in elementary reaction steps. By equating the interactions between filled orbitals and un-filled orbitals with curved arrows, and distinguishing them from Coulombic interactions, we collimate seemingly endless depictions into a plausible few.

Course Curriculum

  • Lecture 01 – Arrow Pushing, Part 1 Unlimited
  • Lecture 01 – Arrow Pushing, Part 2 Unlimited
  • Lecture 02 – Molecular Orbital Theory Unlimited
  • Lecture 02 – Molecular Orbital Theory (cont.), Energy Unlimited
  • Lecture 03 – Energy Unlimited
  • Lecture 04 – Selectivity Unlimited
  • Lecture 05 – Carbocations Unlimited
  • Lecture 06 – Carbocation Stabilization by Vicinal Sigma Bonds Unlimited
  • Lecture 07 – Non-classical Carbocations (cont.), Neighboring Groups Unlimited
  • Lecture 08 – Neighboring Groups in Ionization Reactions and Solvation Unlimited
  • Lecture 09 – Addition to Sigma Star: Proton Transfer Unlimited
  • Lecture 09 – Addition to Sigma Star: Proton Transfer (cont.), S_N2 Reactions Unlimited
  • Lecture 10 – Addition to Sigma Star: S_N2 Reactions (cont.), Migratory Displacements Unlimited
  • Lecture 11 – Eliminations Unlimited
  • Lecture 11 – Eliminations (cont.), Addition to Pi Star Unlimited
  • Lecture 12 – Addition to Pi Star (cont.) Unlimited
  • Lecture 12 – Addition to Pi Star (cont.) Unlimited
  • Lecture 13 – Anions Unlimited
  • Lecture 13 – Anions (cont.), Alkali Organometallics Unlimited
  • Lecture 14 – Alkali Organometallics (cont.) Unlimited
  • Lecture 14 – Alkali Organometallics (cont.), Electrophilic Addition to C=C Unlimited
  • Lecture 15 – Electrophilic Addition to C=C (cont.) Unlimited
  • Lecture 15 – Electrophilic Addition to C=C (cont.) & Lecture 16. C-C Bonds Unlimited
  • Lecture 17 – Enols, Enamines and Enolates Unlimited
  • Lecture 19 – Sulfur Chemistry Unlimited
  • Lecture 20 – Phosphorus Chemistry Unlimited

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