9780538733335

Macroscale and Microscale Organic Experiments

by ;
  • ISBN13:

    9780538733335

  • ISBN10:

    0538733330

  • Edition: 6th
  • Format: Hardcover
  • Copyright: 5/3/2010
  • Publisher: Cengage Learning
  • View Upgraded Edition

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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 book includes new experiments that stress greener chemistry, updated NMR spectra, and a Premium Website that includes glassware-specific videos with pre-lab exercises. Offering a flexible mix of macroscale and microscale options for most experiments, this proven manual allows users to save on the purchase and disposal of expensive, sometimes hazardous organic chemicals. Macroscale versions can be used for less costly experiments, giving readers experience working with conventionally sized glassware.

Table of Contents

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
The Cannizzaro Reaction: Simultaneous Synthesis of an Alcohol and an Acid in the Absence of Solvent
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
Diels-Alder Reaction
Ferrocene [Bis(cyclopentadienyl)iron]
A Diels-Alder Reaction Puzzle: the Reaction of 2,4-Hexadien-1-ol with Maleic Anhydride
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 of a-Phenylcinnamic Acid
Multicomponent Reactions: the Aqueous Passerini Reaction
Chemiluminescence: Syntheses of Cyalume and Luminol
Photochemistry: the Synthesis of Benzopinacol Natural Product Chemistry and Biochemistry
Carbohydrates and Sweeteners
Virstatin, a Possible Treatment for Cholera
Biosynthesis of Ethanol and Enzymatic Reactions
The Synthesis of Natural Products: Pseudopellitierene and Camphor
Polymers: Synthesis and Recycling
Searching the Chemical Literature
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