1 Safety in the Laboratory 2 Introduction 3 Melting Points 4 Crystallization 5 Distillation 6 Gas Chromatography 7 Thin-Layer Chromatography 8 Extraction: Separation of an Unknown Mixture 9 An Introuction to Stereochemistry: Use of Molecular Models 10 Infared Spectroscopy 11 Nuclear Magnetic Resonance Spectroscopy 12 Assignment of Structure by IR and 1H-NMR Spectroscopy 13 Preparative Scale GLC. Separation of Carvone and Limonene from Caroway Seed Oil 14 SN1 and SN2 Reactions 15 E2 Elimination Reactions, Dehydrobromination of the Byutyl Bromides, C4H9Br 16 Elimination Reaction, Dehydration of Butyl Alcohols 17 Hydroboration-Oxidation of Alkenes 18 Reduction of Ketones to Alcohols with Sodium Borohydride 19 Stereospecific Bromination of cis- and trans-Stilbene 20 Diphenylacetylene and (E)-1,2-Dibromostilbene 21 Addition Polymerization 22 The Diels-Alder Reaction 23 Aromatic Substitution I: Bromination of Aniline, Acetanilide, and Phenol 24 Aromatic Substitution II: Nitration of Methyl Benzoate: Relative Reactivity of Aromatic Compounds: A Competitive Nitration 25 The Grignard Reaction: The Synthesis of Triphenylmethanol 26 Chromic Acid Oxidation of Para-Nitrotoluene to Para-Nitrobenzoic Acid 27 Oxidation of Alcohols by a Chromate-Impregnated Resin: Following a Reaction by TLC 28 The Haloform Reaction. Oxidation of Aryl Methyl Ketones to Aromatic Carboxylic Acids 29 Synthesis of Isopentyl Acetate by Fischer Esterification 30 Acetylation: Aspirin and N-Acetylanthranilic Acid 31 Preparation of a Liquid Crystal: The Enol Acetate of 4-Cholestene-3-one 32 The Claisen-Schmidt Reaction: Benzalacetone and Dibenzalacetone 33 Aryldiazonium Ion Reactions: Formation, Displacement, Coupling 34 Dyes Produced by Diazo Coupling and Diazo Imaging 35 Imaging Dyes in Color Photography 36 Qualitative Organic Analysis.
Part 1: Preliminary Measurements and Classification Tests 37 Qualitative Organic Analysis.
Part 2: Prepartion of Derivatives and Final Identification 38 Tables of Physical Properties of Compounds and their Derivatives Appendix