| Journal Articles: 21 results |
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Vanillin Synthesis from 4-Hydroxybenzaldehyde Douglass F. Taber, Shweta Patel, Travis M. Hambleton, and Emma E. Winkel
Describes a simple and safe preparation of vanillin from 4-hydroxybenzaldehyde appropriate for undergraduate organic chemistry laboratories.
Taber, Douglass F.; Patel, Shweta; Hambleton, Travis M.; Winkel, Emma E. J. Chem. Educ. 2007, 84, 1158.
Aldehydes / Ketones |
Ethers |
Food Science |
Microscale Lab |
Natural Products |
Synthesis |
Thin Layer Chromatography |
Transition Elements
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Synthesis of Methyl Diantilis, a Commercially Important Fragrance William H. Miles and Katelyn B. Connell
Describes the synthesis of a family of fragrances, including the commercially important Methyl Diantilis, and provides an excellent introduction to intellectual property laws.
Miles, William H.; Connell, Katelyn B. J. Chem. Educ. 2006, 83, 285.
Alcohols |
Food Science |
Catalysis |
Ethers |
Industrial Chemistry |
IR Spectroscopy |
Lewis Acids / Bases |
NMR Spectroscopy |
Oxidation / Reduction |
Synthesis
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Diastereoselectivity in the Reduction of α-Hydroxyketones. An Experiment for the Chemistry Major Organic Laboratory David B. Ball
Describes a research type, inquiry-based project where students synthesize racemic ahydroxyketones using umpolung, a polarity-reversal approach; investigate chelating versus non-chelating reducing agents; and determine the diastereoselectivity of these reducing processes by NMR spectroscopy.
Ball, David B. J. Chem. Educ. 2006, 83, 101.
Addition Reactions |
Aldehydes / Ketones |
Chirality / Optical Activity |
Chromatography |
Conferences |
Constitutional Isomers |
Enantiomers |
NMR Spectroscopy |
Stereochemistry |
Synthesis |
Conformational Analysis
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Comparative Methylation of 1,8-Dihydroxy-9,10-anthraquinone: Chemoselectivity in the Organic Chemistry Laboratory Grigoriy A. Sereda
Describes a laboratory experiment that gives organic chemistry students an example of an environmentally friendly pyrolytic procedure of organic synthesis. Another synthesis with the same reactants teaches the students that appropriate reaction conditions may allow the chemist to perform an organic reaction with high chemoselectivity.
Sereda, Grigoriy A. J. Chem. Educ. 2005, 82, 1839.
Reactions |
Ethers |
Green Chemistry |
Phenols |
Synthesis |
Thin Layer Chromatography |
UV-Vis Spectroscopy
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Organic Functional Group Playing Card Deck Michael J. Welsh
Organic functional group playing card deck used for review of the name and structure of organic functional groups that can be used to play any game that a normal deck of cards is used for.
Welsh, Michael J. J. Chem. Educ. 2003, 80, 426.
Nomenclature / Units / Symbols |
Nonmajor Courses |
Enrichment / Review Materials |
Alcohols |
Aldehydes / Ketones |
Alkanes / Cycloalkanes |
Alkenes |
Alkynes |
Amides |
Amines / Ammonium Compounds |
Aromatic Compounds |
Carboxylic Acids |
Esters |
Ethers |
Mechanisms of Reactions |
Synthesis
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Semi-Microscale Williamson Ether Synthesis and Simultaneous Isolation of an Expectorant from Cough Tablets Ryan G. Stabile and Andrew P. Dicks
Procedure for synthesis of the active ingredient in many well-known, over-the-counter cough syrups - 3-(2-methoxyphenoxy)-1,2-propanediol, an aromaric ether.
Stabile, Ryan G.; Dicks, Andrew P. J. Chem. Educ. 2003, 80, 313.
Chirality / Optical Activity |
Drugs / Pharmaceuticals |
Mathematics / Symbolic Mathematics |
Microscale Lab |
Synthesis |
Stereochemistry |
Applications of Chemistry |
Ethers |
Aromatic Compounds |
Medicinal Chemistry
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Epoxide Reactions Thomas Bertolini
Puzzle involving epoxide reactions.
Bertolini, Thomas. J. Chem. Educ. 2002, 79, 828.
Synthesis |
Epoxides |
Ethers
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Synthesis and Characterization of a Gasoline Oxygenate, Ethyl tert-Butyl Ether Craig J. Donahue, Teresa D'Amico, and Jennifer A. Exline
Procedure for the synthesis and characterization of ethyl tert-butyl ether.
Donahue, Craig J.; D'Amico, Teresa; Exline, Jennifer A. J. Chem. Educ. 2002, 79, 724.
Chromatography |
Synthesis |
Ethers |
Gas Chromatography |
IR Spectroscopy |
Qualitative Analysis
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Synthesis of Derivatives of (1R)-(-)- and (1S)-(+)-10-Camphorsulfonic Acid Steven C. Cermak and David F. Wiemer
The preparation of optically active (camphorsulfonyl)oxaziridines from commercially available (1R)-(-) and/or (1S)-(+)10-camphorsulfonic acid provides a clear demonstration of the lack of relationship between absolute configuration and optical rotation. The parent sulfonic acid can be converted to the corresponding acid chloride and then to the sulfonamide, sulfonylimine, and finally to an oxaziridine in a series of practical organic laboratory experiments.
Cermak, Steven C.; Wiemer, David F. J. Chem. Educ. 1999, 76, 1715.
Stereochemistry |
Synthesis |
Aromatic Compounds |
Ethers |
Alcohols |
Aldehydes / Ketones |
Acids / Bases
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Grignard Reactions in "Wet" Ether David H. Smith
A small laboratory ultrasonic bath can be used to initiate the Grignard reaction of alkyl or aryl bromides in regular laboratory-quality, undried, diethyl ether and in simple undried test tubes.
Smith, David H. J. Chem. Educ. 1999, 76, 1427.
Synthesis |
Microscale Lab |
Grignard Reagents |
Ethers
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Protecting Groups in Carbohydrate Chemistry Sigthór Pétursson
The most important protecting groups in carbohydrate chemistry are reviewed. The paper is aimed at those beginning to specialize in synthetic carbohydrate chemistry and at teachers with other specialties who wish to go beyond the content of general organic chemistry textbooks.
Petursson, Sigthor. J. Chem. Educ. 1997, 74, 1297.
Carbohydrates |
Molecular Properties / Structure |
Synthesis
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Microscale Synthesis of the Natural Products Carpanone and Piperine Sloop, Joseph C.
Experimental procedure for synthesizing carpanone and piperine.
Sloop, Joseph C. J. Chem. Educ. 1995, 72, A25.
Synthesis |
Microscale Lab |
Ethers
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Synthesis of 5-nitrofurfural diacetate and 5-nitrofurfural semicarbazone: An undergraduate laboratory experiment Li, Xiaorong; Liu, Qianguang; Chang, James C.
Demonstrates how to nitrate an aromatic compound having an aldehyde group that can be oxidized by nitrating agents.
Li, Xiaorong; Liu, Qianguang; Chang, James C. J. Chem. Educ. 1990, 67, 986.
Synthesis |
Aldehydes / Ketones |
Esters |
Ethers |
Electrophilic Substitution |
Aromatic Compounds |
NMR Spectroscopy
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The synthesis of substituted benzyl phenyl ethers: An undergraduate organic chemistry experiment Dilts, Kimberly; Durand, Marc
The experiment presented here presents a convenient and safe procedure for the semimicro SN2 Williamson synthesis of benzyl phenyl ethers.
Dilts, Kimberly; Durand, Marc J. Chem. Educ. 1990, 67, 74.
Synthesis |
Ethers |
Titration / Volumetric Analysis
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An Ether Synthesis Using Phase Transfer Catalysis Hill, John W.; Corredor, Jorge
Williamson syntheses may be carried out under milder conditions by employing phase-transfer catalyst; anhydrous solvents are nor needed.
Hill, John W.; Corredor, Jorge J. Chem. Educ. 1980, 57, 822.
Ethers |
Synthesis |
Catalysis
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The preparation of p-cresyl propyl ether by phase transfer catalysis Rowe, Jeffrey E.
Modifying the referenced procedure to produce aromatics ethers.
Rowe, Jeffrey E. J. Chem. Educ. 1980, 57, 162.
Catalysis |
Synthesis |
Aromatic Compounds |
Ethers
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"Crown ether" synthesis: An organic laboratory experiment Field, Kurt W.; Glover, A. Donald; Moroz, Judith S.; Collander, Deborah J.; Kolb, Kenneth E.
The starting materials are readily available and the product, a cyclic polyether, belongs to a class of compounds that has aroused interest in both chemists and biologists.
Field, Kurt W.; Glover, A. Donald; Moroz, Judith S.; Collander, Deborah J.; Kolb, Kenneth E. J. Chem. Educ. 1979, 56, 269.
Ethers |
Synthesis
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Aqueous chromic acid oxidation of secondary alcohols in diethyl ether: A convenient undergraduate organic chemistry experiment Thompson, Kerry L.; Krishnamurthy, S.; Nylund, Thomas; Ravindranathan, M.
A two-phase procedure for the oxidation of secondary alcohols to ketones that is applicable to a wide variety of substrates.
Thompson, Kerry L.; Krishnamurthy, S.; Nylund, Thomas; Ravindranathan, M. J. Chem. Educ. 1979, 56, 203.
Aqueous Solution Chemistry |
Oxidation / Reduction |
Alcohols |
Ethers |
Synthesis |
Aldehydes / Ketones
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Student preparation and manipulation of a gasMethyl ethyl ether Casanova, Joseph, Jr.
This laboratory involves the preparation of methyl ethyl ether by a Williamson synthesis.
Casanova, Joseph, Jr. J. Chem. Educ. 1963, 40, 41.
Ethers |
Synthesis |
Gases
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Use of magnesium sulfate in the preparation of anhydrous ether Burgstahler, A. W.; Kulier, C. P.; Worden, L. R.
This short note describes the use of magnesium sulfate in the preparation of anhydrous ether.
Burgstahler, A. W.; Kulier, C. P.; Worden, L. R. J. Chem. Educ. 1962, 39, 578.
Ethers |
Synthesis |
Laboratory Management
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A student preparation of butyl ether Smith, William B.
This preparation uses a Dean-Stark tube to separate water from the reaction mixture as it is formed.
Smith, William B. J. Chem. Educ. 1962, 39, 212.
Ethers |
Synthesis |
Laboratory Equipment / Apparatus
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