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Macroscale and Microscale Organic Experiments,9780618590674
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Macroscale and Microscale Organic Experiments

by ; ;
Edition:
5th
ISBN13:

9780618590674

ISBN10:
0618590676
Format:
Hardcover
Pub. Date:
3/2/2006
Publisher(s):
Brooks Cole
List Price: $309.66
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Summary

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

Introduction
Introduction
Laboratory Safety, Courtesy, and Waste Disposal Techniques
Melting Points and Boiling Points
Recrystallization
Distillation
Steam Distillation, Vacuum Distillation, and Sublimation
Extraction
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
Infrared Spectroscopy
Nuclear Magnetic Resonance Spectroscopy
Mass 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
Catalytic Hydrogenation
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
Amines
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
Diels-Alder Reaction
Ferrocene [Bis(cyclopentadienyl)iron]
p-Terphenyl by the Diels-Alder Reaction
Tetraphenylcyclopentadienone
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.


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