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The market leader for the full-year organic laboratory, this manual derives many experiments and procedures from the classic Feiser lab text, giving it an unsurpassed reputation for solid, authoritative content. The Williamson/Minard/Masters manual's flexible mix of macroscale and microscale options for most experiments allows instructors to save on the purchase and disposal of expensive, sometimes hazardous organic chemicals. Macroscale versions can be used for less costly experiments, giving students experience working with conventionally sized glassware. The Fifth Edition of the manual includes new experiments that stress greener chemistry, revised content in computational chemistry, and more information on laboratory safety procedures. New! Experiments that stress greener chemistry appear throughout the manual and are identified with a green chemistry icon. For example, the use of household bleach is explored as an alternative to the toxic chromium ion as an oxidizing agent for cyclohexanol. New! The laboratory safety chapter now includes material on working with closed systems and laboratory courtesy. New! The chapter on mass spectrometry describes time-of-flight and mass quadrupole analyzers, and includes sections on GC-MS and computer-aided spectral identification as well as ESI and MALDI ionization. New! Bioassay experiments include a bioassay of eugenol isolated from cloves. New! Material is now offered on diffuse reflectance IR analysis, capillary GC, and temperature programming. Revised! The place of organic chemistry labwork has been put in a broader context via reorganization of and revisions to the first fifteen chapters dealing with basic lab methods, computational chemistry, and instrumental methods. Revised! Computational chemistry, which allows students to determine the precise structure of molecules, has been extensively revised to provide extended coverage of ab initio and semi-empirical models and calculations. Revised! The discussions of NMR theory and the interpretation of 1HNMR spectra have been updated. The In this experiment... section appears before selected microscale experiments and presents the overarching objective of the experiment, keeping students from getting bogged down in the details of experimental procedures. For Further Investigation procedures appear in selected experiments. These are optional, additional procedures that can be assigned to further explore the chemical principle being presented. A Cleaning Up section appears at the end of every experiment and instructs students on how to dispose of all the by-products used in the experiment. Other pedagogical features include pre-lab exercises, marginal notes, clear line drawings, and end-of-chapter questions.
Table of Contents
|Laboratory Safety, Courtesy, and Waste Disposal Techniques|
|Melting Points and Boiling Points|
|Steam Distillation, Vacuum Distillation, and Sublimation|
|Thin-Layer Chromatography: Analysis of Analgesics and Isolating Lycopene from Tomato Paste|
|Column Chromatography: Fluorenone, Cholesteryl Acetate, Acetylferrocene, and Plant Pigments|
|Gas Chromatography: Analysis of Alkene Isomers|
|Nuclear Magnetic Resonance Spectroscopy|
|Ultraviolet Spectroscopy, Refractive Indices, and Qualitative Instrumental Organic Analysis|
|Computational Chemistry Elimination, Substitution, and Addition|
|The SN2 Reaction: 1-Bromobutane|
|Nucleophilic Substitution Reactions of Alkyl Halides|
|Radical Initiated Chlorination of 1-Chlorobutane|
|Alkenes from Alcohols: Cyclohexene from Cyclohexanol|
|Bromination and Debromination: Purification of Cholesterol|
|Dichlorocarbene Oxidation and Reduction|
|Oxidation: Cyclohexanol to Cyclohexanone; Cyclohexanone to Adipic Acid|
|Pulegone from Citronellol: Oxidation with Pyridinium Chlorochromate|
|Oxidative Coupling of Alkynes: 2,7-Dimethyl-3,5-octadiyn-2,7-diol|
|Sodium Borohydride Reduction of 2-Methylcyclohexanone: A Problem in Conformational Analysis|
|Epoxidation of Cholesterol Aromatic Substitution and Elimination|
|Nitration of Methyl Benzoate|
|Friedel-Crafts Alkylation of Benzene and Dimethoxybenzene; Host-Guest Chemistry|
|Alkylation of Mesitylene|
|The Friedel-Crafts Reaction: Anthraquinone and Anthracene|
|Friedel-Crafts Acylation of Ferrocene: Acetylferrocene|
|Reactions of Triphenylmethyl Carbocation, Carbanion, and Radical|
|1,2,3,4-Tetraphenylnaphthalene via Benzyne|
|Triptycene via Benzyne Reactions of Aldehydes and Ketones|
|Aldehydes and Ketones|
|Dibenzalacetone by the Aldol Condensation|
|Grignard Synthesis of Triphenylmethanol and Benzoic Acid|
|The Wittig and Wittig-Horner Reactions Reactions of Carboxylic Acids, Esters, and Amines|
|Esterification and Hydrolysis|
|Acetylsalicylic Acid (Aspirin)|
|Malonic Ester of a Barbiturate|
|The Sandmeyer Reaction: 1-Bromo-4-chlorobenzene, 2-Iodobenzoic Acid, and 4-Chlorotoluene|
|Synthesis and Bioessay of Sulfanilamide and Derivatives|
|Dyes and Dyeing|
|Martius Yellow The Diels-Alder and Related Reactions|
|p-Terphenyl by the Diels-Alder Reaction|
|Hexaphenylbenzene and Dimethyl Tetraphenylphthalate Derivatives of 1,2-Diphenylethane: A Multistep Synthesis|
|The Benzoin Condensation: Catalysis by the Cyanide Ion and Thiamine|
|Nitric Acid Oxidation; Preparation of Benzil from Benzoin; and Synthesis of a Heterocycle: Diphenylquinoxaline|
|Borohydride Reduction of a Ketone: Hydrobenzoin from Benzil|
|The Synthesis of 2,2-Dimethyl-1,5-dioxolane; The Acetonide Derivative of a Vicinal Diol|
|The 1,4-Addition: Reductive Acetylation of Benzil|
|Synthesis of an Alkyne from an Alkene; Bromination and Dehydrobromination: Stilbene and Diphenylacetylene|
|The Perkin Reaction: Synthesis ofa-Phenylcinnamic Acid|
|Decarboxylation: Synthesis ofcis-Stilbene Photochemistry|
|Chemiluminescence: Syntheses of Cyalume and Luminol|
|Photochemistry: The Synthesis of Benzopinacol Natural Product Chemistry and Biochemistry|
|Carbohydrates and Sweeteners|
|Biosynthesis of Ethanol|
|Enzymatic Reactions: A Chiral Alcohol from a Ketone and Enzymatic Resolution of DL-A|
|Table of Contents provided by Publisher. All Rights Reserved.|