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| Introduction | |
| Welcome to Organic Chemistry | |
| Laboratory Safety | |
| Organization of the Textbook | |
| Advance Preparation | |
| Budgeting Time | |
| Purpose | |
| Introduction to Basic Laboratory Techniques | |
| Solubility | |
| Crystallization | |
| Extraction | |
| A Separation and Purification Scheme | |
| Extractions with a Separatory Funnel | |
| Extractions with a Screw-Cap Centrifuge Tube | |
| Chromatography | |
| Thin-Layer Chromatography | |
| Selecting the Correct Solvent for Thin-Layer Chromatography | |
| Monitoring a Reaction with Thin Layer Chromatography | |
| Column Chromatography | |
| Simple and Fractional Distillation | |
| Infrared Spectroscopy and Boiling-Point Determination Essay | |
| Aspirin | |
| Acetylsalicylic Acid | |
| Essay | |
| Analgesics | |
| Acetaminophen | |
| Essay | |
| Identification of Drugs | |
| TLC Analysis of Analgesic Drugs | |
| Essay | |
| Caffeine | |
| Isolation of Caffeine | |
| Extraction of Caffeine from Tea | |
| Isolation of Caffeine from a Tea Bag | |
| Essay | |
| Esters--Flavors and Fragrances | |
| Isopentyl Acetate (Banana Oil) | |
| Essay, Terpenes and Phenylpropanoids | |
| Isolation of Eugenol from Cloves | |
| Essay | |
| Stereochemical Theory of Odor | |
| Spearmint and Caraway Oil: (+)- and (-)- Carvones | |
| Essay | |
| The Chemistry of Vision | |
| Isolation of Chlorophyll and Carotenoid Pigments from Spinach | |
| Essay: Ethanol and Fermentation Chemistry | |
| Ethanol from Sucrose | |
| Introduction to Molecular Modeling | |
| Essay: Molecular Modeling and Molecular Mechanics | |
| An Introduction to Molecular Modeling | |
| The Conformations of n-Butane: Local Minima | |
| Cyclohexane Chair and Boat Conformations | |
| Substituted Cyclohexane Rings (Critical Thinking Exercise) | |
| cis- and trans-2-Butene | |
| Essay: Computational Chemistry - Ab initio and Semiempirical Methods | |
| Computational Chemistry | |
| Heats of Formation: Isomerism, Tautomerism, and Regioselectivity | |
| Heats of Reactions: SN1 Reaction Rates | |
| Density-Electrostatic Potential | |
| Maps: Acidities of Carboxylic Acids | |
| Density -Electrostatic Potential Maps: Carbocations | |
| Density -LUMO Maps: Reactivities of Carbonyl Groups | |
| Preparations and Reactions of Organic Compounds | |
| Reactivities of Some Alkyl Halides | |
| Nucleophilic Substitution Reactions: Competing Nucleophiles | |
| Competing Nucleophiles with 1-Butanol or 2-Butanol | |
| Competing Nucleophiles with 2-Methyl-2-Propanol | |
| Analysis | |
| Synthesis of n-Butyl Bromide and t-Pentyl Chloride | |
| n-Butyl Bromide | |
| t-Pentyl Chloride | |
| 4-Methylcyclohexene Essay | |
| Fats and Oils | |
| Methyl Stearate from Methyl Oleate | |
| Essay: Petroleum and Fossil Fuels | |
| Gas Chromatographic Analysis of Gasolines | |
| Essay: Biofuels | |
| Biodiesel | |
| Biodiesel from Coconut Oil | |
| Biodiesel from Other Oils | |
| Analysis of Biodiesel | |
| Ethanol from Corn | |
| Essay: Green Chemistry | |
| Chiral Reduction of Ethyl Acetoacetate; Optical Purity Determination | |
| Chiral Reduction of Ethyl Acetoacetate | |
| NMR Determination of the Optical Purity of Ethyl (S)-3-Hydroxybutanoate | |
| Nitration of Aromatic Compounds Using a Recyclable Catalyst | |
| Reduction of Ketones Using Carrots as Biological Reducing Agents | |
| Resolution of (+/-)-alpha-Phenylethylamine and Determination of Optical Purity | |
| Resolution of (+/-)-alpha-Phenylethylamine | |
| Determination of Optical Purity Using NMR and a Chiral Resolving Agent | |
| An Oxidation-Reduction Scheme: Borneol, Camphor, Isoborneol | |
| Multistep Reaction Sequences: The Conversion of Benzaldehyde to Benzilic Acid | |
| Preparation of Benzoin by Thiamine Catalysis | |
| Preparation of Benzil | |
| Preparation of Benzilic Acid | |
| Triphenylmethanol and Benzoic Acid | |
| Triphenylmethanol | |
| Benzoic Acid | |
| Aqueous-Based Organozinc Reactions | |
| Sonogashira Coupling of Iodosubstituted Aromatic Compounds with Alkynes Using a Palladium Catalyst | |
| Grubbs Catalyzed Metathesis of Eugenol with 1,4-Butenediol to Prepare a Natural Product | |
| The Aldol Condensation Reaction: Preparation of Benzalacetophenones (Chalcones) | |
| A Green Enantioselective Aldol Condensation Reaction | |
| Preparation of an ?,?-Unsaturated Ketone via Michael and Aldol Condensation Reactions | |
| Preparation of Triphenylpyridine | |
| 1,4-Diphenyl-1,3-Butadiene | |
| Relative Reactivities of Several Aromatic Compounds | |
| Nitration of Methyl Benzoate | |
| Essay | |
| Local Anesthetics | |
| Benzocaine | |
| Essay | |
| Pheromones: Insect Attractants and Repellants | |
| N,N-Diethyl-m-toluamide: The Insect Repellent "OFF." | |
| Essay: Sulfa Drugs | |
| Sulfa Drugs: Preparation of Sulfanilamide | |
| Essay: Polymers and Plastics | |
| Preparation and Properties of Polymers: Polyester, Nylon, and Polystyrene | |
| Polyesters | |
| Polyamide (Nylon) | |
| Polystyrene | |
| Infrared Spectra of Polymer Samples | |
| Ring-Opening Metathesis Polymerization (ROMP) | |
| Using a Grubbs Catalyst: A Three Step Synthesis of a Polymer | |
| Diels-Alder Reaction of Furan and Maleic Anhydride | |
| Ring Opening of Anhydride in Methanol | |
| Ring-Opening Metathesis Polymerization (ROMP) | |
| Diels-Adler Reaction | |
| Conversion of the Diels-Adler Adduct to the Diester | |
| Synthesizing the Polymer by Ring-Opening Metathesis Polymerization (ROMP) Essay | |
| Diels-Alder Reaction and Insecticides | |
| The Diels-Alder Reaction of Cyclopentadiene with Maleic Anhydride | |
| Diels-Adler Reaction with Anthracine-9-Methanol | |
| Photoreduction of Benzophenone and Rearrangement of Benzpinacol to Benzopinacolone | |
| Photoreduction of Benzophenone | |
| Synthesis of ?-Benzopinacolone: The Acid-Catalyzed Rearrangement of Benzpinacol | |
| Essay | |
| Fireflies and Photochemistry | |
| Luminol | |
| Essay | |
| The Chemistry of Sweeteners | |
| Carbohydrates | |
| Analysis of a Diet Soft Drink by HPLC | |
| Identification of Organic Substances | |
| Identification of Unknowns | |
| Solubility Tests | |
| Tests for the Elements (N, S, X) | |
| Tests for Unsaturation | |
| Aldehydes and Ketones | |
| Carboxylic Acids | |
| Phenols | |
| Amines | |
| Alcohols | |
| Esters | |
| Project-Based Experiments | |
| Preparation of a C-4 or C-5 Acetate Ester | |
| Isolation of Essential Oils from Allspice, Caraway, Cinnamon, Cloves, Cumin, Fennel, or Star Anise | |
| Isolation of Essential Oils by Steam Distillation | |
| Identification of the Constituents of Essential Oils by Gas Chromatography-Mass Spectrometry | |
| Investigation of the Essential Oils of Herbs and Spices-Mini-Research Project | |
| Competing Nucleophiles in SN1 and SN2 | |
| Reactions: Investigations Using 2-Pentanol and 3-Pentanol | |
| Friedel-Crafts Acylation | |
| The Analysis of Antihistamine Drugs by Gas Chromatography-Mass Spectrometry | |
| Carbonation of an Unknown Aromatic Halide | |
| The Aldehyde Enigma | |
| Synthesis of Substituted Chalcones: A Guided-Inquiry Experience | |
| Green Epoxidation of Chalcones | |
| Cyclopropanation Reactions of Chalcones | |
| Michael and Aldol Condensation Reactions | |
| Esterification Reactions of Vanillin: The Use of NMR to Solve a Structure Proof Problem | |
| An Oxidation Puzzle | |
| The Techniques | |
| Laboratory Safety | |
| The Laboratory Notebook, Calculations, and Laboratory Records | |
| Laboratory Glassware: Care and Cleaning | |
| How to Find Data for Compounds: Handbooks and Catalogues | |
| Measurement of Volume and Weight | |
| Heating and Cooling Methods | |
| Reaction Methods | |
| Filtration | |
| Physical Constants of Solids: The Melting Point | |
| Solubility | |
| Crystallization: Purification of Solids | |
| Extractions, Separations, and Drying Agents | |
| Physical Constants of Liquids: The Boiling Point and Density | |
| Simple Distillation | |
| Fractional Distillation, Azeotropes | |
| Vacuum Distillation, Manometers | |
| Sublimation | |
| Steam Distillation | |
| Column Chromatography | |
| Thin-Layer Chromatography | |
| High-Performance Liquid Chromatography (HPLC) | |
| Gas Chromatography | |
| Polarimetry | |
| Refractometry | |
| Infrared Spectroscopy | |
| Nuclear Magnetic Resonance Spectroscopy (Proton NMR) | |
| Carbon-13 Nuclear Magnetic Resonance Spectroscopy | |
| 6 Mass Spectrometry | |
| Guide to the Chemical Literature | |
| Tables of Unknowns and Derivatives | |
| Procedure for Preparing Derivatives | |
| Index of Spectra | |
| Table of Contents provided by Publisher. All Rights Reserved. |
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The Used, Rental and eBook copies of this book are not guaranteed to include any supplemental materials. Typically, only the book itself is included. This is true even if the title states it includes any access cards, study guides, lab manuals, CDs, etc.
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