14.2. What Are the Characteristic Reactions of Alcohols?, 402
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Alcohols Oxidation of alcohols with chromic acid, oxidation of glycerin with potassium permanganate, Lucas test, ethanol cannon, and construction of a baster ball cannon are demonstrated.
Alcohols
Phenols and Quinones Ferric chloride test for phenols, nitration of acetaminophen, extraction of dichloroindophenol, oxidation of phenols with sodium periodate, nucleophilic addition to quinones, "purple benzene", oxidation of 2,6-Dit-butlhydoquinone, decolorization of crystal violet, and chameleon emulsion are demonstrated.
Determination of the Rotational Barrier for Kinetically Stable Conformational Isomers via NMR and 2D TLCGregory T. Rushton, William G. Burns, Judi M. Lavin, Yong S. Chong, Perry Pellechia, and Ken D. Shimizu After the synthesis of a N,N'-diaryl naphthalene diimide, students estimate the rotational barrier about a CarylNimidesingle bond by studying the reequilibration of the two resulting isomers using two-dimensional thin-layer chromatography, followed by a more accurate determination through a 1H NMR time study. Rushton, Gregory T.; Burns, William G.; Lavin, Judi M.; Chong, Yong S.; Pellechia, Perry; Shimizu, Ken D. J. Chem. Educ.2007, 84, 1499.
Alcohols |
Chromatography |
Conformational Analysis |
Equilibrium |
Kinetics |
NMR Spectroscopy |
Physical Properties |
Rate Law |
Thin Layer Chromatography
Measuring Breath Alcohol Concentrations with an FTIR SpectrometerAdam Kneisel and Michael K. Bellamy Students use aqueous ethanol solutions to make a calibration curve that relates absorbance signals of breath samples with blood alcohol concentrations. Students use their calibration curve to determine the time needed for their calculated blood alcohol levels to drop below the legal limit following use of a commercial mouthwash. Kneisel, Adam; Bellamy, Michael K. J. Chem. Educ.2003, 80, 1448.
Forensic Chemistry |
Instrumental Methods |
IR Spectroscopy |
Fourier Transform Techniques |
Alcohols
A Puzzling Alcohol Dehydration Reaction Solved by GC–MS AnalysisMichael W. Pelter and Rebecca M. Macudzinski The reaction of 2-methyl-2-propanol with ~50% sulfuric acid at 100 C yields isobutylene, which reacts further by a "puzzling" reaction. By coupling the GC/MS analysis of the product mixture with their knowledge of the mechanism of alcohol dehydration and alkene reactivity, students are able to identify the major products of this reaction. Pelter, Michael W.; Macudzinski, Rebecca M. J. Chem. Educ.1999, 76, 826.
ChemPaths 104 M Jan 24John W. Moore Today in Chem 104:
* Lecture: Organic Chemistry
* Reading:
Kotz: Ch. 10, Sec. 3-4
Moore: Ch. 12: Sec. 1, 3-4
* Practice Quiz, Homework #1 due by 11:55pm Today!
* Also, Safety Quiz is due before lab this week.