Chemistry 345 Spring 2009 Chapter 14, Aromatic Compounds Nomenclature of benzene derivatives, ortho, meta, para substituents Structure and stability, resonance stabilization , molecular orbital theory Huckel?s 4n + 2 rule, aromaticity of annulenes Polycyclic aromatics Heterocycles Assigned problems: 12, 16 - 22 Chapter 15, Reactions of Aromatic Compounds Electrophilic aromatic substitution, general mechanism, examples Friedel Crafts limitations Reactivity and classification of substituents ( activating or de-activating ) Orientation by substituents ( ortho / para vs meta directing ) Modifications of the substituent Miscellaneous synthetic strategies Assigned problems: 26 - 40, 50 - 53 Chapter 16, Aldehydes and Ketones I Nomenclature and structure Preparation of aldehydes and ketones Nucleophilic addition to the carbonyl, mechanism and reactivity Hydride reduction and Grignard addition ( a review ) Oxygen nucleophiles: formation of hemiacetals and acetals, hydrates Nitrogen nucleophiles: formation of imines and enamines Carbon nucleophiles: HCN, the Wittig reagent, and the Reformatsky reaction Baeyer-Villiger oxidation Assigned problems: 23 - 34, 36 - 39 Prof Howard Whitlock H:\AAorganic\345\handouts09\handout1.wpd
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