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CHEM 642

Advanced Organic Chemistry

Catalog2026-2027
Credits3 units
LevelGraduate
Average gradeB+
Standard

Overview

Description

Organic reactions not generally covered in introductory courses in organic chemistry. Emphasis on both synthetic utility and reaction mechanisms.

Units

Lecture3

Catalog Details

Offering

Offered: Every Fall

Terms

fall

Attributes

Standard

Learning Outcomes

  • identify and compare steric, electronic, and stereoelectronic effects.
  • analyze the stereochemistry of molecules and assign correct configurations.
  • evaluate and explain carbocation stability and reactivity in classic and non-classical cationic systems.
  • contrast thermodynamic and kinetic control in reactions, and explain and apply primary and secondary kinetic isotope effects, transition-state theory, Curtin-Hammett principle, Hammett plots, and the Hammond postulate.
  • evaluate addition and elimination reactions and predict and explain reaction outcomes by drawing clear “arrow-pushing” mechanisms along with the regio-, stereo-, and chemoselectivity of these reactions.
  • evaluate and explain substitution and thermal isomerization reactions by drawing clear arrow-pushing mechanisms and the regio-, stereo-, and chemoselectivity in these reactions.
  • evaluate and explain pericyclic reactions (cycloadditions, electrocyclizations, and sigmatropic rearrangements) and propose their mechanisms, using the concepts of aromaticity and Frontier Molecular Orbital (FMO) theory.