CH 222 - Organic Chemistry II

• interpret infra-red, UV-vis, NMR and mass spectra, and derive actual structures from these spectra;
• predict reaction products from the interaction of various reagents with acids, aldehydes, ketones, ethers, amines, heterocycles, amino acids and proteins, glycols and diazonium salts;
• name the classes of organic compounds in accordance with the IUPAC system;
• describe the mechanism of Aldol and Claissen condensations;
• predict relative energies of molecular orbitals and demonstrate an understanding of LCAO-MO theory, including HOMO and LUMO concepts and constraints, especially in the production of commercial dyestuffs;
• use radioactive tracers to elucidate mechanisms such as esterification;
• describe the synthetic production of natural products, and their subsequent use in the creation of more esoteric molecules;
• be conversant with the competing mechanisms of nucleophilic substitution as applied to more sophisticated systems;
• predict the relative acidity (basicity) of carboxylic acids, alcohols, phenols and amines;
• describe the production and properties of polymers, including isotactic, syndiotactic and atactic conformations;
• predict products from Hoffmann Degradation;
• compare and contrast relative strengths of various oxidative and reductive reagents; and
• propose good synthetic routes to all of the above functional groups and families.